Hotels in Windham County

Best Windham County Hotels

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144 Best Hotels to Stay in Windham County

Find great hotels in Windham County on Trip.com! Read guest reviews, compare the latest prices, and explore hotel details to choose your perfect stay.
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Comfort Inn & Suites Brattleboro I-91 Hotels in Windham County
Comfort Inn & Suites Brattleboro I-91 Hotels in Windham CountyComfort Inn & Suites Brattleboro I-91 Hotels in Windham CountyComfort Inn & Suites Brattleboro I-91 Hotels in Windham CountyComfort Inn & Suites Brattleboro I-91 Hotels in Windham CountyComfort Inn & Suites Brattleboro I-91 Hotels in Windham CountyComfort Inn & Suites Brattleboro I-91 Hotels in Windham County
52
Hotels in Windham County
"Central location for the places which I planned to visit."
Very Good
101 reviews
8.3/10
1 night
From US$147
Check availability
The Wilmington Inn Hotels in Windham County
The Wilmington Inn Hotels in Windham CountyThe Wilmington Inn Hotels in Windham CountyThe Wilmington Inn Hotels in Windham CountyThe Wilmington Inn Hotels in Windham CountyThe Wilmington Inn Hotels in Windham CountyThe Wilmington Inn Hotels in Windham County
65
Hotels in Windham County
Located in Wilmington, The Wilmington Inn is in the historical district, a 1-minute drive from Jim McGrath Gallery and Studio and 6 minutes from The Hermitage Golf Club. This golf bed & breakfast is 3.5 mi (5.6 km) from Molly Stark State Park and 7 mi (11.3 km) from Mount Snow Golf Course. Take in the views from a terrace and make use of amenities such as complimentary wireless internet access and concierge services. Additional features at this bed & breakfast include an arcade/game room, gift shops/newsstands, and wedding services. Wrap up your day with a drink at the bar/lounge. A complimentary full breakfast is served on weekdays from 8:00 AM to 9:00 AM and on weekends from 8:00 AM to 9:30 AM. Featured amenities include luggage storage, a library, and coffee/tea in a common area. Free self parking is available onsite. Stay in one of 10 guestrooms featuring flat-screen televisions. Your pillowtop bed comes with Egyptian cotton sheets. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms have designer toiletries and hair dryers.
Amazing
52 reviews
9.5/10
1 night
From US$206
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The Covered Bridge Inn Hotels in Windham County
The Covered Bridge Inn Hotels in Windham CountyThe Covered Bridge Inn Hotels in Windham CountyThe Covered Bridge Inn Hotels in Windham CountyThe Covered Bridge Inn Hotels in Windham CountyThe Covered Bridge Inn Hotels in Windham CountyThe Covered Bridge Inn Hotels in Windham County
56
Hotels in Windham County
"This is a good little place to stay. Itโ€™s not fancy. But itโ€™s nice enough for a night or 2. "
99 reviews
7.3/10
1 night
From US$90
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The Putney Inn Hotels in Windham County
The Putney Inn Hotels in Windham CountyThe Putney Inn Hotels in Windham CountyThe Putney Inn Hotels in Windham CountyThe Putney Inn Hotels in Windham CountyThe Putney Inn Hotels in Windham CountyThe Putney Inn Hotels in Windham County
45
Hotels in Windham County
With a stay at The Putney Inn in Putney, you'll be a 4-minute walk from Connecticut River and 8 minutes by foot from Yellow Barn. This motel is 0.9 mi (1.4 km) from Next Stage Arts and 1.1 mi (1.8 km) from Vermont Weaving School. Make use of convenient amenities, which include complimentary wireless internet access and a picnic area. A complimentary continental breakfast is served daily from 6:30 AM to 9:30 AM. Free self parking is available onsite. Make yourself at home in one of the 25 air-conditioned rooms featuring refrigerators and microwaves. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have shower/tub combinations and complimentary toiletries. Conveniences include desks and irons/ironing boards, and housekeeping is provided daily.
Very Good
99 reviews
8.2/10
1 night
From US$82
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Holiday Inn Express & Suites BRATTLEBORO by IHG Hotels in Windham County
Holiday Inn Express & Suites BRATTLEBORO by IHG Hotels in Windham CountyHoliday Inn Express & Suites BRATTLEBORO by IHG Hotels in Windham CountyHoliday Inn Express & Suites BRATTLEBORO by IHG Hotels in Windham CountyHoliday Inn Express & Suites BRATTLEBORO by IHG Hotels in Windham CountyHoliday Inn Express & Suites BRATTLEBORO by IHG Hotels in Windham CountyHoliday Inn Express & Suites BRATTLEBORO by IHG Hotels in Windham County
99+
Hotels in Windham County
"The hotel is relatively new, two bedrooms, a total of three 1.5-meter beds, the bed is very comfortable. Convenient parking, is the best hotel in several nearby towns. Breakfast is rich, there are plates and handbags ready for takeout for people who are on the way. Health is very good, except that the water is blocked, it feels very bad when taking a bath. The sound of walking upstairs is more obvious, and the sound of passing cars outside is also more obvious but there are not many cars. Overall it is better and can live."
Very Good
106 reviews
8.7/10
1 night
From US$189
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Econo Lodge Hotels in Windham County
Econo Lodge Hotels in Windham CountyEcono Lodge Hotels in Windham CountyEcono Lodge Hotels in Windham CountyEcono Lodge Hotels in Windham CountyEcono Lodge Hotels in Windham CountyEcono Lodge Hotels in Windham County
41
Hotels in Windham County
With a stay at Econo Lodge Brattleboro South in Brattleboro, you'll be near ski lifts, just a 3-minute walk from Vermont Marketplace and 7 minutes by foot from Brattleboro Memorial Hospital. This motel is 0.8 mi (1.2 km) from Estey Organ Museum and 0.8 mi (1.3 km) from Vermont Jazz Center. Take advantage of recreation opportunities such as a seasonal outdoor pool, or other amenities including complimentary wireless internet access and a picnic area. Additional features at this motel include barbecue grills and a vending machine. Grab a bite from the grocery/convenience store, or stay in and take advantage of the motel's room service. A complimentary continental breakfast is included. Featured amenities include a business center, express check-in, and complimentary newspapers in the lobby. Free self parking is available onsite. Make yourself at home in one of the 42 guestrooms featuring refrigerators and microwaves. 37-inch LED televisions with satellite programming provide entertainment, while complimentary wireless internet access keeps you connected. Conveniences include coffee/tea makers, housekeeping is provided daily, and cribs/infant beds (surcharge) can be requested.
92 reviews
5.1/10
1 night
From US$69
Check availability
The Upper Pass Lodge Hotels in Windham County
The Upper Pass Lodge Hotels in Windham CountyThe Upper Pass Lodge Hotels in Windham CountyThe Upper Pass Lodge Hotels in Windham CountyThe Upper Pass Lodge Hotels in Windham CountyThe Upper Pass Lodge Hotels in Windham CountyThe Upper Pass Lodge Hotels in Windham County
44
Hotels in Windham County
"We arrived late but the inn keeper (Vince) was so helpful, understanding and accommodating. Refreshing to find such great service. The room was clean and neat. Quaint little place. Love it! Will recommend ๐Ÿ‘๐Ÿผ"
Very Good
97 reviews
8.1/10
1 night
From US$112
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Vikings Villages Hotels in Windham County
Vikings Villages Hotels in Windham CountyVikings Villages Hotels in Windham CountyVikings Villages Hotels in Windham CountyVikings Villages Hotels in Windham CountyVikings Villages Hotels in Windham CountyVikings Villages Hotels in Windham County
99+
Hotels in Windham County
With a stay at Vikings Villages Resort in Brattleboro, you'll be 6.1 mi (9.8 km) from Vermont Marketplace and 7.5 mi (12.1 km) from The Stone Church. This hotel is 7.7 mi (12.5 km) from Brattleboro Common and 12.2 mi (19.6 km) from Northfield Mount Hermon School. Take in the views from a rooftop terrace and a garden and make use of amenities such as complimentary wireless internet access. Additional amenities at this hotel include a fireplace in the lobby and a picnic area. Featured amenities include a 24-hour front desk and an elevator. Free self parking is available onsite. Make yourself at home in one of the 6 air-conditioned rooms featuring fireplaces and Smart televisions. Your bed comes with down comforters and premium bedding. Kitchens are outfitted with refrigerators, ovens, and stovetops. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment.
Outstanding
77 reviews
10/10
1 night
From US$136
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Hampton Inn Brattleboro Hotels in Windham County
Hampton Inn Brattleboro Hotels in Windham CountyHampton Inn Brattleboro Hotels in Windham CountyHampton Inn Brattleboro Hotels in Windham CountyHampton Inn Brattleboro Hotels in Windham CountyHampton Inn Brattleboro Hotels in Windham CountyHampton Inn Brattleboro Hotels in Windham County
57
Hotels in Windham County
"Had a nice little stay. They are doing renovations in there so the stairs are blocked off on the ground floor. I prefer to use the stairs. The computer took forever also and I waited upfront for over 30 minutes to check in. Which also was annoying but other than those 2 things. It was nice. The breakfast is always great and the staff were nice!"
Good
103 reviews
7.9/10
1 night
From US$149
Check availability
Rodeway Inn Hotels in Windham County
Rodeway Inn Hotels in Windham CountyRodeway Inn Hotels in Windham CountyRodeway Inn Hotels in Windham CountyRodeway Inn Hotels in Windham CountyRodeway Inn Hotels in Windham CountyRodeway Inn Hotels in Windham County
34
Hotels in Windham County
When you stay at Rodeway Inn Bellows Falls in Bellows Falls, you'll be on a river, within a 5-minute drive of Connecticut River and Bellows Falls Canal. This motel is 2.6 mi (4.3 km) from Bellows Falls Opera House and 2.7 mi (4.4 km) from Bellows Falls Historical Society Museum. This smoke-free motel features downhill skiing nearby and cross-country skiing nearby. Free self parking is available onsite. Make yourself at home in one of the 30 guestrooms featuring refrigerators and LCD televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms with bathtubs are provided. Conveniences include desks and coffee/tea makers, and housekeeping is provided daily.
41 reviews
5.2/10
1 night
From US$93
Check availability
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Find your unique stays in Windham County

Immerse yourself in the vibrant atmosphere of Windham County with our handpicked accommodation options

Most-booked Windham County hotels

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Grand Summit Resort Hotels in Dover
8.6/10
101 reviews

Grand Summit Resort

Hotel near Dover
Top choice among guests booking hotels in Dover
Located in West Dover, Grand Summit Resort, A Vail Resorts Property is a 1-minute drive from Mount Snow and 7 minutes from Mount Snow Golf Course. This ski resort is 15.8 mi (25.4 km) from Jacksonville Pond. Pamper yourself with a visit to the spa, which offers massages and facials. You're sure to appreciate the convenience of ski-in/ski-out access at this resort, which also features 2 hot tubs. This resort also features complimentary wireless internet access, concierge services, and an arcade/game room. Guests can catch a ride to nearby destinations on the complimentary area shuttle. Satisfy your appetite at Harriman's Restaurant, a restaurant which features a bar/lounge. Dining is also available at the coffee shop/cafe. Featured amenities include a 24-hour front desk, luggage storage, and laundry facilities. Planning an event in West Dover? This resort has 12175 square feet (1131 square meters) of space consisting of a conference center and meeting rooms. Self parking (subject to charges) is available onsite. Make yourself at home in one of the 196 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with shower/tub combinations feature complimentary toiletries and hair dryers. Conveniences include safes and coffee/tea makers, and you can also request cribs/infant beds (complimentary).
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The Black Bear Lodge at Stratton Mountain Resort Hotels in Stratton Mountain
7.4/10
98 reviews

The Black Bear Lodge at Stratton Mountain Resort

Hotel near Stratton Mountain
Top choice among guests booking hotels in Stratton Mountain
When you stay at The Black Bear Lodge at Stratton Mountain Resort in Stratton, you'll be next to a golf course, within a 5-minute walk of Stratton Mountain Resort and Villager Ski Lift. This family-friendly resort is 14.6 mi (23.5 km) from Mount Snow and 0.1 mi (0.1 km) from Green Mountain National Forest. After a day on the slopes, enjoy recreational amenities including a hot tub and a sauna. Additional features at this resort include complimentary wireless internet access, concierge services, and an arcade/game room. The complimentary ski shuttle makes getting to the slopes a breeze. Enjoy American cuisine at Table 43.1, one of the resort's many dining establishments, which include 10 restaurants and a coffee shop/cafe. Need to unwind? Take a break with a tasty beverage at one of the 2 bars/lounges. A complimentary continental breakfast is served daily from 7:00 AM to 10:00 AM. Featured amenities include a business center, express check-in, and express check-out. Planning an event in Stratton? This resort has 39999 square feet (3716 square meters) of space consisting of conference space and 10 meeting rooms. Free self parking is available onsite. Stay in one of 122 guestrooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have shower/tub combinations and hair dryers. Conveniences include phones with free local calls, and housekeeping is provided daily.
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Four Columns Inn Hotels in Newfane
8.7/10
36 reviews

Four Columns Inn

Hotel near Newfane
Top choice among guests booking hotels in Newfane
With a stay at Four Columns Inn in Newfane, you'll be 4 mi (6.5 km) from Townshend State Park and 8 mi (12.9 km) from The Putney School. This bed & breakfast is 11.4 mi (18.3 km) from Green Mountain National Forest and 11.7 mi (18.8 km) from Brattleboro Country Club. Take in the views from a garden and make use of amenities such as complimentary wireless internet access and a picnic area. Satisfy your appetite at 1832 Tavern, a restaurant which features a bar/lounge and a garden view. A complimentary continental breakfast is served daily from 7:30 AM to 11:00 AM. The front desk is staffed during limited hours. Free self parking is available onsite. Make yourself at home in one of the 15 individually decorated guestrooms. Your Tempur-Pedic bed comes with premium bedding. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have complimentary toiletries and hair dryers.
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Travelodge by Wyndham Brattleboro VT Hotels in Brattleboro
6.0/10
97 reviews

Travelodge by Wyndham Brattleboro VT

Hotel near Brattleboro
Top choice among guests booking hotels in Brattleboro
Thank you for choosing our hotel. Travelodge is a hotel brand with over 430 properties across North America attracting leisure travelers with a focus on those who prefer an active lifestyle of outdoor activity. In the U.S./ the brand operates in the economy segment and is represented by its -Sleepy Bear- brand ambassador. All U.S. properties offer guests complimentary Bear Bites continental breakfast and free wireless high-speed internet. In Canada/ the brand includes both economy and midscale hotels across the Travelodge and Thrift lodge brands.
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Colonel Williams Inn Hotels in Marlboro
9.6/10
100 reviews

Colonel Williams Inn

Hotel near Marlboro
Top choice among guests booking hotels in Marlboro
Located in Brattleboro, Colonel Williams Inn is a 3-minute drive from Southern Vermont Natural History Museum and 7 minutes from Hogback Mountain Conservation Area. This bed & breakfast is 19.2 mi (30.9 km) from Mount Snow and 5.7 mi (9.1 km) from Manitou. Take in the views from a terrace and a garden and make use of amenities such as complimentary wireless internet access. Additional amenities at this bed & breakfast include concierge services, wedding services, and a fireplace in the lobby. A complimentary local cuisine breakfast is served daily from 7:30 AM to 10:00 AM. Featured amenities include a library, coffee/tea in a common area, and microwave in a common area. Free self parking is available onsite. Make yourself at home in one of the 9 air-conditioned guestrooms. Complimentary wireless internet access is available to keep you connected. Private bathrooms have complimentary toiletries and hair dryers.
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Inn on Putney Road Hotels in Brattleboro
9.8/10
56 reviews

Inn on Putney Road

Hotel near Brattleboro
Top choice among guests booking hotels in Brattleboro
Located in Brattleboro, Inn on Putney Road is on the waterfront, a 5-minute walk from Brattleboro Common and 8 minutes by foot from Connecticut River. This bed & breakfast is 0.5 mi (0.9 km) from The Stone Church and 2.3 mi (3.7 km) from Brattleboro Farmers' Market. Pamper yourself with onsite massages or take in the view from a terrace and a garden. This bed & breakfast also features complimentary wireless internet access, concierge services, and gift shops/newsstands. Quench your thirst with your favorite drink at the bar/lounge. A complimentary full breakfast is served daily from 8 AM to 9:30 AM. Featured amenities include a 24-hour business center, express check-out, and luggage storage. A train station pick-up service is provided at no charge, and free self parking is available onsite. Make yourself at home in one of the 6 individually decorated guestrooms, featuring refrigerators and DVD players. Flat-screen televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Private bathrooms with shower/tub combinations feature complimentary toiletries and hair dryers. Conveniences include desks and complimentary bottled water, and housekeeping is provided daily.
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Cooper Hill Inn Hotels in Dover
9.0/10
5 reviews

Cooper Hill Inn

Hotel near Dover
Top choice among guests booking hotels in Dover
With a stay at Cooper Hill Inn in West Dover, you'll be steps from Green Mountain National Forest and a 4-minute drive from Dover Free Library. This inn is 7.9 mi (12.8 km) from Mount Snow and 21.5 mi (34.6 km) from Stratton Mountain Resort. Take in the views from a terrace and a garden and make use of amenities such as complimentary wireless internet access. Free self parking is available onsite. Make yourself at home in one of the 11 guestrooms. Complimentary wireless internet access is available to keep you connected. Bathrooms with bathtubs or showers are provided.
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The Inn at Quail Run Hotels in Wilmington
9.0/10
18 reviews

The Inn at Quail Run

Hotel near Wilmington
Top choice among guests booking hotels in Wilmington
With a stay at The Inn At Quail Run in Wilmington, you'll be within a 15-minute drive of Mount Snow and North Branch Deerfield River. This guesthouse is 1.5 mi (2.4 km) from Green Mountain National Forest and 3.3 mi (5.3 km) from Lake Raponda. Take advantage of recreational opportunities offered, including a hot tub, a sauna, and a seasonal outdoor pool. Additional features at this guesthouse include complimentary wireless internet access, an arcade/game room, and a picnic area. Featured amenities include laundry facilities, microwave in a common area, and refrigerator in a common area. Free self parking is available onsite. Stay in one of 14 guestrooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms with showers are provided.
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Vantage Point Villas at Stratton Mountain Resort Hotels in Stratton Mountain
8.2/10
14 reviews

Vantage Point Villas at Stratton Mountain Resort

Hotel near Stratton Mountain
Top choice among guests booking hotels in Stratton Mountain
With a stay at Vantage Point Villas at Stratton Mountain Resort in Stratton, you'll be in a state park, within a 5-minute drive of Stratton Mountain Resort and Green Mountain National Forest. This family-friendly hotel is 14.4 mi (23.2 km) from Mount Snow and 0.7 mi (1.2 km) from Tamarack Ski Lift. Pamper yourself with onsite massages and facials. While the golfer in the family is out on the course, you can enjoy above-par recreational amenities such as a 24-hour health club and a sauna. Additional features at this hotel include complimentary wireless internet access, concierge services, and babysitting (surcharge). The complimentary ski shuttle makes getting to the slopes a breeze. Satisfy your appetite at one of the hotel's 10 restaurants. Need to unwind? Take a break with a tasty beverage at one of the 2 bars/lounges. Featured amenities include express check-out and laundry facilities. Free self parking is available onsite. Treat yourself to a stay in one of the 40 individually decorated guestrooms, featuring fireplaces. Rooms have private furnished balconies or patios. Kitchens are outfitted with full-sized refrigerators/freezers, ovens, and stovetops. Digital programming and DVD players are provided for your entertainment, while complimentary wireless internet access keeps you connected.
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The One Cat B&B Hotels in Brattleboro
9.8/10
17 reviews

The One Cat B&B

Hotel near Brattleboro
Top choice among guests booking hotels in Brattleboro
With a stay at The One Cat B&B, you'll be centrally located in Brattleboro, within a 10-minute walk of River Gallery School and Brattleboro Museum & Art Center. This bed & breakfast is 0.4 mi (0.7 km) from Hooker-Dunham Theater & Gallery and 0.5 mi (0.8 km) from Epsilon Spires. Make use of convenient amenities, which include complimentary wireless internet access and a communal living room. A complimentary full breakfast is served daily from 8:00 AM to 10 AM. Featured amenities include luggage storage, a library, and coffee/tea in a common area. Free self parking is available onsite. Make yourself at home in one of the 2 individually decorated guestrooms, featuring DVD players and LCD televisions. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Private bathrooms have complimentary toiletries and hair dryers. Conveniences include separate sitting areas and coffee/tea makers, and housekeeping is provided on request.
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Best Windham County hotels with breakfast

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Start your day with a tasty breakfast at one of our top hotels in Windham County.
The Hermitage Inn Vermont Hotels in Dover
8.6/10
7 reviews

The Hermitage Inn Vermont

Hotel near Dover
Top choice among guests booking hotels with breakfast in Dover
Located in West Dover, The Hermitage Inn Vermont is in the mountains, within a 10-minute drive of The Hermitage Club and The Hermitage Golf Club. This golf inn is 3 mi (4.8 km) from Mount Snow and 4.3 mi (6.9 km) from Mount Snow Golf Course. Dip into one of the 2 hot tubs or enjoy other recreational amenities including a sauna and a 24-hour fitness center. Additional amenities at this inn include complimentary wireless internet access and concierge services. Enjoy a satisfying meal at Tavern serving guests of The Hermitage Inn Vermont. Quench your thirst with your favorite drink at the bar/lounge. A complimentary continental breakfast is served daily from 8:00 AM to 10:00 AM. Featured amenities include express check-out, luggage storage, and a library. Free self parking is available onsite. Make yourself at home in one of the 14 air-conditioned rooms featuring fireplaces. Your bed comes with down comforters and Frette Italian sheets. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms have jetted bathtubs and designer toiletries.
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The White House Inn Hotels in Wilmington
9.0/10
99 reviews

The White House Inn

Hotel near Wilmington
Top choice among guests booking hotels with breakfast in Wilmington
Located in Wilmington, The White House Inn is a 2-minute drive from Jim McGrath Gallery and Studio and 9 minutes from Jacksonville Pond. This hotel is 7.7 mi (12.4 km) from Mount Snow Golf Course and 8.1 mi (13 km) from Honora Winery. Take in the views from a terrace and a garden and make use of amenities such as complimentary wireless internet access. Additional features at this hotel include a television in a common area and a banquet hall. At The White House Inn, enjoy a satisfying meal at the restaurant. Wrap up your day with a drink at the bar/lounge. A complimentary continental breakfast is served daily from 7:30 AM to 9:30 AM. The front desk is staffed during limited hours. Planning an event in Wilmington? This hotel has facilities measuring 220 square feet (20 square meters), including conference space. Free self parking is available onsite. Make yourself at home in one of the 18 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have showers and complimentary toiletries. Conveniences include coffee/tea makers and complimentary bottled water, and housekeeping is provided daily.
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Deerhill Inn Hotels in West Dover
9.8/10
47 reviews

Deerhill Inn

Hotel near West Dover
Top choice among guests booking hotels with breakfast in West Dover
With a stay at Deerhill Inn in West Dover, you'll be within a 10-minute drive of Mount Snow and North Branch Deerfield River. This bed & breakfast is 17 mi (27.3 km) from Stratton Mountain Resort and 0.1 mi (0.1 km) from Green Mountain National Forest. Enjoy recreational amenities such as a seasonal outdoor pool and bicycles to rent. Additional features at this bed & breakfast include complimentary wireless internet access, concierge services, and wedding services. Quench your thirst with your favorite drink at the bar/lounge. A complimentary full breakfast is included. Featured amenities include express check-in, express check-out, and dry cleaning/laundry services. Free self parking is available onsite. Make yourself at home in one of the 14 individually decorated guestrooms. Complimentary wireless internet access is available to keep you connected. Private bathrooms have designer toiletries and bathrobes. Conveniences include complimentary bottled water, and housekeeping is provided daily.
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Big Bears Lodge Hotels in Dover
8.5/10
50 reviews

Big Bears Lodge

Hotel near Dover
Top choice among guests booking hotels with breakfast in Dover
With a stay at Big Bears Lodge in West Dover, you'll be near ski lifts, within a 5-minute drive of Mount Snow and North Branch Deerfield River. This ski bed & breakfast is 14.5 mi (23.4 km) from Stratton Mountain Resort and 0.5 mi (0.7 km) from Snow Lake. Spend the day on the slopes, or enjoy recreational amenities including a hot tub and a seasonal outdoor pool. This bed & breakfast also features complimentary wireless internet access, an arcade/game room, and a fireplace in the lobby. The complimentary ski shuttle makes getting to the slopes a breeze. A complimentary cooked-to-order breakfast is served daily from 7:30 AM to 9 AM. Featured amenities include microwave in a common area and refrigerator in a common area. Free self parking is available onsite. Stay in one of 24 guestrooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with bathtubs or showers feature complimentary toiletries and hair dryers. Conveniences include desks, and housekeeping is provided daily.
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The Nutmeg Hotels in Wilmington
9.2/10
95 reviews

The Nutmeg

Hotel near Wilmington
Top choice among guests booking hotels with breakfast in Wilmington
With a stay at The Nutmeg in Wilmington, you'll be on a river, just a 1-minute walk from North Branch Deerfield River and 8 minutes by foot from Green Mountain National Forest. This bed & breakfast is 9.7 mi (15.7 km) from Mount Snow and 0.6 mi (1 km) from Jim McGrath Gallery and Studio. Enjoy recreation amenities such as a seasonal outdoor pool or take in the view from a garden. Additional amenities at this bed & breakfast include complimentary wireless internet access, an arcade/game room, and a fireplace in the lobby. A complimentary cooked-to-order breakfast is served daily from 8 AM to 9:30 AM. The front desk is staffed during limited hours. Free self parking is available onsite. Make yourself at home in one of the 14 individually decorated guestrooms. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms have complimentary toiletries and hair dryers.
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Harvest Barn Inn Hotels in Bellows Falls
9.6/10
100 reviews

Harvest Barn Inn

Hotel near Bellows Falls
Top choice among guests booking hotels with breakfast in Bellows Falls
With a stay at Harvest Barn Inn in Bellows Falls, you'll be within a 5-minute drive of Bellows Falls Canal and Bellows Falls Opera House. This bed & breakfast is 1.5 mi (2.4 km) from Bellows Falls Historical Society Museum and 1.5 mi (2.4 km) from Hetty Green. Take in the views from a terrace and make use of amenities such as complimentary wireless internet access and concierge services. A complimentary full breakfast is served daily from 8:30 AM to 10:30 AM. Free self parking is available onsite. Make yourself at home in one of the 7 air-conditioned guestrooms. Complimentary wireless internet access is available to keep you connected. Bathrooms have complimentary toiletries and hair dryers. Conveniences include complimentary bottled water and ceiling fans, and you can also request irons/ironing boards.
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Deerfield Valley Inn Hotels in West Dover
9.4/10
45 reviews

Deerfield Valley Inn

Hotel near West Dover
Top choice among guests booking hotels with breakfast in West Dover
With a stay at Deerfield Valley Inn in West Dover, you'll be near ski lifts, just steps from Green Mountain National Forest and a 3-minute drive from Mount Snow Golf Course. This bed & breakfast is 3.1 mi (4.9 km) from Mount Snow and 5.3 mi (8.5 km) from Lake Raponda. Take in the views from a garden and make use of amenities such as complimentary wireless internet access and a fireplace in the lobby. To-go breakfasts are available daily from 7:30 AM to 9:00 AM for a fee. Featured amenities include a 24-hour business center, express check-in, and express check-out. A bus station shuttle is provided at no charge, and free self parking is available onsite. Stay in one of 9 guestrooms featuring LCD televisions. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Private bathrooms with bathtubs or showers feature complimentary toiletries and hair dryers.
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The Inn at Mount Snow Hotels in West Dover
9.7/10
47 reviews

The Inn at Mount Snow

Hotel near West Dover
Top choice among guests booking hotels with breakfast in West Dover
When you stay at Inn At Mount Snow in West Dover, you'll be near ski lifts, within a 15-minute walk of Mount Snow and Snow Lake. This ski hotel is 14.4 mi (23.2 km) from Stratton Mountain Resort and 0.3 mi (0.4 km) from North Branch Deerfield River. Take in the views from a garden and make use of amenities such as complimentary wireless internet access and ski storage. The complimentary ski shuttle makes getting to the slopes a breeze. A complimentary continental breakfast is served daily from 7:00 AM to 11:00 AM. Free self parking is available onsite. Stay in one of 20 guestrooms featuring LED televisions. Your memory foam bed comes with down comforters and Egyptian cotton sheets. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Bathrooms feature showers, complimentary toiletries, and hair dryers.
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The Black Mountain Inn Hotels in Brattleboro
7.2/10
98 reviews

The Black Mountain Inn

Hotel near Brattleboro
Top choice among guests booking hotels with breakfast in Brattleboro
With a stay at Black Mountain Inn in Brattleboro, you'll be a 4-minute walk from Brattleboro Bowl and 10 minutes by foot from United States Navy Seabee Bridge. This hotel is 0.7 mi (1.1 km) from New England Center for Circus Arts and 1.1 mi (1.8 km) from Connecticut River. Enjoy recreation amenities such as a seasonal outdoor pool or take in the view from a garden. Additional amenities at this hotel include complimentary wireless internet access, a picnic area, and bike storage. A complimentary on-the-go breakfast is served daily from 7:30 AM to 10 AM. Featured amenities include express check-out, multilingual staff, and laundry facilities. Free self parking is available onsite. Make yourself at home in one of the 40 air-conditioned rooms featuring microwaves and LED televisions. Complimentary wireless internet access keeps you connected, and satellite programming is available for your entertainment. Private bathrooms with shower/tub combinations feature complimentary toiletries and hair dryers. Conveniences include blackout drapes/curtains, and housekeeping is provided daily.
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Top budget stays in Windham County

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Discover affordable places to stay in Windham County with great value, convenient locations, and comfortable rooms.
Brook Bound Inn Hotels in Wilmington
9.5/10
14 reviews

Brook Bound Inn

Hotel near Wilmington
With a stay at Brook Bound Inn in Wilmington, you'll be next to a golf course, within a 10-minute drive of Mount Snow and Green Mountain National Forest. This golf hotel is 18 mi (29 km) from Stratton Mountain Resort and 1.3 mi (2 km) from Back Draft. Enjoy recreation amenities such as a seasonal outdoor pool or take in the view from a garden. Additional amenities at this hotel include complimentary wireless internet access, a fireplace in the lobby, and gas grills. Free self parking is available onsite. Make yourself at home in one of the 9 air-conditioned rooms featuring LCD televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with showers feature designer toiletries and hair dryers. Conveniences include irons/ironing boards, and housekeeping is provided on request.
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Long Trail House Condominiums at Stratton Mountain Resort Hotels in Stratton Mountain
8.2/10
23 reviews

Long Trail House Condominiums at Stratton Mountain Resort

Hotel near Stratton Mountain
When you stay at Long Trail House at Stratton Mountain Resort in Stratton, you'll be in a state park, within a 5-minute walk of Stratton Mountain Resort and Villager Ski Lift. This golf aparthotel is 14.6 mi (23.5 km) from Mount Snow and 0.1 mi (0.1 km) from Green Mountain National Forest. Practice your swing on the golf course and enjoy other recreational amenities, such as outdoor tennis courts and an outdoor pool. This aparthotel also features complimentary wireless internet access, concierge services, and ski storage. Grab a bite to eat at one of the aparthotel's many dining establishments, which include 10 restaurants and 2 coffee shops/cafes. Need to unwind? Take a break with a tasty beverage at one of the 2 bars/lounges. Featured amenities include a computer station, express check-out, and a 24-hour front desk. Free self parking is available onsite. Treat yourself to a stay in one of the 150 individually decorated guestrooms, featuring fireplaces and flat-screen televisions. Kitchens are outfitted with full-sized refrigerators/freezers, ovens, and stovetops. Cable programming and DVD players are provided for your entertainment, while complimentary wireless internet access keeps you connected. Conveniences include separate sitting areas and microwaves, as well as phones with free local calls.
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Hiking Trails on-Site Cozy Falls Brook Cabin Hotels in Dummerston
10/10
1 reviews

Hiking Trails on-Site Cozy Falls Brook Cabin

Hotel near Dummerston
When you stay at this cottage in Brattleboro, you'll be within a 10-minute drive of West River and Rock River Preserve. This cottage is 6.1 mi (9.7 km) from Scott Farm Orchard and 6.6 mi (10.7 km) from Newfane Town Hall. Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills. Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with an oven and a stovetop. There's a private patio. Conveniences include a microwave and a washing machine.
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Mount Snow Lodging by Vail Resorts Hotels in Dover
7.8/10
7 reviews

Mount Snow Lodging by Vail Resorts

Hotel near Dover
When you stay at Mount Snow Lodging by Vail Resorts in West Dover, you'll be near ski lifts, just steps from Mount Snow and Green Mountain National Forest. This ski hotel is 14.5 mi (23.3 km) from Stratton Mountain Resort and 0.1 mi (0.2 km) from Tumbleweed Ski Lift. After a day on the slopes, enjoy recreational amenities, which include ski-in/ski-out access. Free self parking is available onsite. Stay in one of 10 guestrooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have shower/tub combinations and complimentary toiletries.
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Stratton South Long Trail Studio Adjacent to the Village and Lifts Hotels in Stratton Mountain
9.2/10
10 reviews

Stratton South Long Trail Studio Adjacent to the Village and Lifts

Hotel near Stratton Mountain
Come enjoy the convenience of this cozy studio located adjacent to the village and lifts at Stratton Mountain. Our Studio condo is in the Long Trail House located directly across from Stratton Village where you can walk to the base lodge and lifts. Park in the heated garage beneath Long Trail, store your gear in the ski lockers and walk across the street for direct access to the lifts as well as the shops and restaurants in the village. The studio features views of Stratton Mountain, a living room with gas fireplace and flat screen TV, a queen murphy bed and a pull out full size sofa bed. Kitchenette with bar seating make this the perfect base for a couple or small family. The unit has WiFi, a DVD player, cable TV and a Nintendo loaded with all the classic games. Long Trail features 2 hot tubs and an outdoor heated pool, all open year round. A well appointed lounge with wood burning fireplace overlooks the pool area. The concierge sets up complimentary coffee and pastries in high seasons. Common laundry area also located a few doors down from the unit.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:There will be a $50 fee for each key not returned to lockbox upon check out..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
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Mountain Top Escape Hotels in Brookline
9.0/10
2 reviews

Mountain Top Escape

Hotel near Brookline
Stunning forest views and gardens. Spacious two floor renovated barn/cabin with open floor plan. Three sliding glass doors leading to wraparound porch with mountain and garden views. This is a rustic, remote country setting on a private dirt road yet 15 minutes from town. Guests have said their favorite spot is on the wraparound porch overlooking rolling gardens, dining outdoors and star gazing .
Walking distance to the river trails and Putney mountain trail head. Driving distance too many ski resorts and hikes. Local attractions include Green Mountain apple orchard, visiting cheese farms, swimming holes, river kayaking and retreat farm petting zoo. *There are two rentals on the property in case you are booking with two parties. Each house has its own private deck and surrounding gardens.About pets:No pets allowed.About checkOut:Check out before 12:00 PM.About children:Children allowed: ages 0-17.About customRules:Please bring kitchen trash to the trash cans in the carport. Make sure to secure The lids with the bungee cord in order to prevent animals getting in..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 20.About events:No events allowed.
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Cabin-7 Minutes to Ski Stratton-Woodstove-Firepit-Brook on Property-Views-Dog OK Hotels in Jamaica
10/10
0 reviews

Cabin-7 Minutes to Ski Stratton-Woodstove-Firepit-Brook on Property-Views-Dog OK

Hotel near Jamaica
Authentic post & beam cabin surrounded by forest. Private location off a quiet road, 3 miles to Stratton Sun Bowl (a 7-minute drive). Swimming hole at babbling brook on property, fire pit, hammock on porch, propane BBQ, picnic table, forest views. TV with VCR & lots of videos, turntable & records, games, Satellite Internet & WiFi 20-100 mbps. Staircase to loft, gas heat, wood stove, pellet stove. Full kitchen. Easy to use, odorless composting toilet. Dog friendly.About pets:Pets allowed: dogs (limit 2 total).About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About events:No events allowed.
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Wishing Well Cabin Hotels in Jamaica
10/10
0 reviews

Wishing Well Cabin

Hotel near Jamaica
Great family space with open areas, 2 bathrooms and 3 bedrooms. Sleeps 8 plus a pull out couch for flexibility. Large back porch overlooking the West River Brook. Close to ski areas and Jamaica State Park. Country store a half mile away with groceries, wine, prepared foods, deli and some gifts.
Manchester with its shops and restaurants within 30 minutes. Weston with the Vermont Country store and other shops and restaurants nearby as well.
Come enjoy our country setting on a dirt, town maintained, dead end road right off VT Route 30. The property is next to beautiful meadows and by the river. Relax by the fire pit or dine on the porch overlooking the river. Ski, hunt or hike or see sites like Townshend State Park, Hamilton Falls and the Ball Mountain Dam. Come and relax with your family in our new build cabin close to skiing and Jamaica State Park on the West River Brook. Many restaurants and shopping near by. Thirty minutes to Manchester Center. Tesla power wall installed so power outages never an issue!About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.There is a porta crib, highchair and a baby gate..About customRules:Treat it as your own.Windows closed when ac is on,Absolutely no smoking in our place!.About checkIn:Check in after 5:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
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Family Friendly Hilltop House In Putney Vermont Hotels in Putney
9.4/10
11 reviews

Family Friendly Hilltop House In Putney Vermont

Hotel near Putney
Guest house is part of a 44 acre estate that includes a main house where we live, the guest house which is 1700 sq ft and a 3 car garage overlooking a 7 acre pond that is surrounded by beautiful species of birds, toads, turtles, beavers and lots of other wild life. It is joined with conservation land and views of New Hampshire hills.
The first floor offers a large living room with a propane heat stove large windows that adjoin the seating area for six. There is a kitchen with a stove, refrigerator, microwave, dishwasher, coffee maker and all the amenities you would need in a kitchen. There is also a new and very clean full bathroom on the first floor. The rugs are light and we do ask our guests to respectfully take their shoes off in the house to keep everything clean.
The second level contains a washer and dryer, 2 bedrooms and another full bath. One bedroom has 2 twin beds and the master has a King size bed, and a queen. There are beds for 4 people. The deck over looks the main house, pond and beautiful sunrises and forest. Property is right off rt 5. We do not allow any outside guests including friends/ family that live in the area without permission. About pets:No pets allowed, service animals permitted.1 dog is allowed at a 25 dollar a night rate..About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 13-17.Propane stove gets really hot.About customRules:No shoes in house No visitors. Ex guest fee 25 per person per night Used linens and towels left at washer Dishes washed and put away. No usefood left.We also do not have paper towels or laundry detergent..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.No smoking cigarettes/ e-cigarettes or weed..About minBookingAge:Minimum age to rent: 21.About events:No events allowed.Additional fees apply for events..
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Nestled in the Woods of Chimney Hill--Very Close to Wilmington VT/Mt Snow Hotels in Wilmington
10/10
13 reviews

Nestled in the Woods of Chimney Hill--Very Close to Wilmington VT/Mt Snow

Hotel near Wilmington
Enjoy unwinding at Fiddlehead--a peaceful, well-appointed home nestled in the ferns and woods of the Chimney Hill resort community. The quaint and historic town of Wilmington with its delightful shops, restaurants, and full-size grocery store is only 5 minutes away. Hit the slopes at Mt. Snow Ski Area in less than 15 minutes, and reach Stratton Mountain in only half an hour. In five minutes you can be at the expansive Harriman Reservoir for boating, kayaking, paddle boarding and other watersports with many other beautiful clear mountain lakes, rivers, and state parks nearby.

The house features two comfortable living areas, 2 full baths, and spacious accommodations for a group of up to 8 guests in 3 bedrooms and an adorable and private loft. A cozy wood burning stove and two efficient Rennai gas heaters compliment the electric baseboard heating system to keep you toasty on the coldest nights. The main living area opens onto a large deck where you can sit and enjoy being enveloped in the surrounding trees. A fire pit in the back yard beckons you for roasting s'mores or chatting under the stars. This tastefully decorated home is filled with everything you need for a relaxing and worry-free visit, including comfortable beds with premium linens, plush bath towels and a fully equipped kitchen featuring a dishwasher, slow-cooker, gas range, microwave/convection oven, and coffee maker. Also included is a full-sized washer and dryer.

Tennis courts, a children's play area, and a seasonal ice skating rink are just a 3 minute walk through the woods. Hiking, mountain biking, cross-country skiing and snowmobile trails run along a babbling brook right around the corner from the house. The community clubhouse, a short drive away, has a large outdoor pool, a year-round indoor pool, hot tub, exercise room, game room and other amenities for your use.About pets:Pets allowed: dogs less than 50 lbs per pet (limit one pet total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking allowed: in designated areas.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
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FAQs About Windham County Hotels

Where can I find the best hotels in Windham County?

Windham County has some of the best hotels for you to select. Whether you're traveling for business or on a vacation, The Covered Bridge Inn (from US$88), Comfort Inn & Suites Brattleboro I-91 (from US$130) and The Upper Pass Lodge (from US$111) are preferred hotels.

What's the best pet-friendly accommodation in Windham County?

The Upper Pass Lodge (from US$111) and Travelodge by Wyndham Brattleboro VT (from US$81) allow pets. Take your pets with you during your stay!

What is the best spa hotel in Windham County?

What are some hotels with pools in Windham County?

Comfort Inn & Suites Brattleboro I-91 (from US$130), The Upper Pass Lodge (from US$111) and Econo Lodge (from US$68) are hotels with swimming pools. Stay at any of these hotels to enjoy a swimming pool!

Where can you find hotels with excellent breakfast in Windham County?

Where can I find the best hotel discounts in Windham County?

Trip.com provides various promotions and discounts for users all year round. You can check the promotions page to see what promotions are available on Trip.com.

Windham County Hotels Info

Number of reviews
2,677
Total properties
144
Weekday Avg. Price
US$230
Weekend Avg. Price
US$256
Trending hotel
The Covered Bridge Inn