Chestertown

Chestertown Hotels with Wifi

Enter your dates to find hotels in Chestertown with fast WiFi for work, streaming, and easy browsing.

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Hotels with Free WiFi in Chestertown

Find the best hotels with WiFi in Chestertown for a reliable internet connection.
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Lowest price
Closest to downtown
Highest Rated
99+
Hotels in Chestertown
Located in Chestertown, The Fern Lodge is on a lake, a 1-minute drive from Friends Lake and 8 minutes from Loon Lake Beach. This beach bed & breakfast is 11.9 mi (19.1 km) from Natural Stone Bridge and Caves and 16.6 mi (26.6 km) from Tannery Pond Community Center. Dip into one of the 8 hot tubs or enjoy other recreational amenities including a sauna and a fitness center. Additional amenities at this bed & breakfast include complimentary wireless internet access, concierge services, and an arcade/game room. Enjoy a meal at The Fern Lodge or snacks in the bed & breakfast's coffee shop/cafe. Quench your thirst with your favorite drink at the bar/lounge. A complimentary local cuisine breakfast is served daily from 8:00 AM to 10:00 AM. Featured amenities include laundry facilities, a library, and a safe deposit box at the front desk. Free self parking is available onsite. Treat yourself to a stay in one of the 5 individually decorated guestrooms, featuring fireplaces and private hot tubs. Rooms have private furnished balconies or patios. 40-inch Smart televisions with digital programming provide entertainment, while complimentary wireless internet access keeps you connected. Bathrooms with separate bathtubs and showers feature jetted bathtubs and rainfall showerheads.
Amazing
24 reviews
9.7/10
1 night
From €359
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44
Hotels in Chestertown
With a stay at this cottage in Chestertown, you'll be a short 3-minute walk from Loon Lake and within 4 minutes by car from Loon Lake Beach. This cottage is 13.7 mi (22 km) from Gore Mountain Ski Resort and 4.1 mi (6.6 km) from Hudson River. Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills. Free self parking is available onsite. Make yourself comfortable in this air-conditioned cottage, which features a fireplace. A kitchen is outfitted with an oven, a stovetop, and a microwave. Conveniences include a desk and a coffee/tea maker, and you can also request a crib/infant bed (complimentary).
Amazing
3 reviews
9.7/10
Check availability
51
Hotels in Chestertown
With a stay at this cottage in Chestertown, you'll be steps from Loon Lake and a 2-minute drive from Loon Lake Beach. This cottage is 12.6 mi (20.2 km) from Gore Mountain Ski Resort and 2.5 mi (4.1 km) from Hudson River. Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills. Free self parking is available onsite. Make yourself comfortable in this air-conditioned cottage, which features a fireplace. There's a private patio. A kitchen is outfitted with an oven, a stovetop, and a microwave. Conveniences include a dryer and a ceiling fan, and you can also request a crib/infant bed (complimentary).
Outstanding
7 reviews
10/10
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55
Hotels in Chestertown
Located in North Creek, this cottage is a 2-minute drive from Loon Lake and 7 minutes from Loon Lake Beach. This cottage is 15.2 mi (24.4 km) from Gore Mountain Ski Resort and 2.9 mi (4.6 km) from Hudson River. Take advantage of recreation opportunities such as an outdoor pool, or other amenities including complimentary wireless internet access and barbecue grills. Free self parking is available onsite. Make yourself comfortable in this air-conditioned cottage, which features a fireplace. A kitchen is outfitted with an oven, a stovetop, and a microwave. Conveniences include a desk and a coffee/tea maker.
Outstanding
1 review
9.8/10
Check availability
11
Hotels in Chestertown
Handcrafted new cabin offers great privacy yet walking distance to the charming town of North Creek for dining and shopping. Enjoy a grassed beach on Hudson River just 400 feet away where you can slip in to swim or kayak. This lovely hand crafted cabin offers pretty woodwork, lovely fabrics, tiny kitchen and nice bathroom. Walking distance to charming little town of North Creek, and two miles to Gore Mountain Ski Center. Nearby white water rafting, rail biking, hiking and shopping ... 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 2:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
Outstanding
25 reviews
9.8/10
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35
Hotels in Chestertown
Our Adirondack Vacation House is located in Chestertown NY. It is convenient to shopping in The Supermarket within walking distance, The Ice Cream Parlor on Main Street and other restaurants. The house is clean, very spacious with 6 bedrooms all on the second floor and 3 full baths one which is on the first floor. Ideal for an extended family, clean and newly furnished. She is an old girl with some creaky floors upstairs but that is the nature of this eclectic and Historic Lady. There is plenty of space to accommodate a large group with our Family Room and Livingroom, Dining room, Kitchen and another dining area. All of our six bedrooms are on the second floor. There are two full baths upstairs and one full bath downstairs next to the kitchen.Our cedar wood fence surrounding the private heated seasonal in-ground pool is just the right remedy from the midday sun. We have a gas barbecue grill, a screened in porch and a deck on the second floor. You can ride your bicycles to Loon Lake and to Horseback riding across from the Lake or to Circle B Ranch. Lake George is only 15 to 20 minutes away. Great skiing at Gore Mt. is 15 minutes away as is White-water rafting in the Hudson. Loon lake with its nice sandy beach is only a 3 minute drive from us. There are hiking trails nearby and Rivers to go fishing in.Pool opens Memorial Day until late September weather permitting. Ask host to make sure. Always ask if our pool is open although it opens Memorial Day until Labor Day. Sometimes we can go longer in September but always ask please.About pets:Pets allowed: dogs (limit 2 total).$50 per pet per night.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Guests must shut all windows and turn thermostats to 55 degrees. Be considerate of making noise outdoors passed 9 PM..No smoking anything in the house!,Please obey the noise ordinance and dogs are allowed..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Very Good
62 reviews
8.2/10
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36
Hotels in Chestertown
Located in Chestertown, this cottage is a 1-minute drive from Friends Lake and 8 minutes from Loon Lake. This cottage is 20 mi (32.3 km) from Lake George and 17.9 mi (28.8 km) from Gore Mountain Ski Resort. Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills. Free self parking is available onsite. Make yourself comfortable in this air-conditioned cottage, featuring a kitchen with an oven and a stovetop. Conveniences include a desk and a microwave.
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15
Hotels in Chestertown
Beautifully restored cottage on the Hudson River with private beach access for swimming, boating or fishing. Located on quiet country road and just a one mile from sweet North Creek for restaurants and shopping. One minute away from RevRail and two miles from Gore Mountain Ski Center. Right across the quiet road is the Hudson River with a private grassed beach area for your enjoyment. Sited on 14 acres with large surrounding lawns and woods behind, this lovely little cottage has been completely restored. The kitchen is bright with Turkish tiled backsplash, hand painted cabinets, natural woodwork and trim details. The living room offers a large comfortable sofa and tiled gas fireplace.The bathroom features a deep soaking clawfoot tub with shower, beautiful antique pedestal sink and natural beadboard walls and ceiling. The bedroom is small yet delightful with queen bed, an antique dresser, closet and stained glass lamps. Off the dining area is an old fashion single bed overlooking the river ideal for sleeping or napping. The ceilings are adorned with beautiful beams from an 1840 covered Vermont bridge. There is a sunny laundry room with washer and dryer. It is a comfortable one mile walk to downtown North Creek where there are restaurants, shopping and occasional event at the train station. We have 11 other listings which are located on a Hobby Farm in nearby North River, five miles away. This listing is on the Hudson River in North Creek.About pets:Pets allowed: dogs (limit 1 total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 2:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
58 reviews
9.8/10
Check availability
42
Hotels in Chestertown
Stay at this cozy 3-bedroom (4 beds) Adirondack retreat nestled in the pines in quaint Chestertown, with hot tub, full kitchen and dishwasher, fireplace, TV and wifi, air conditioning, washer/dryer, barbecue, picnic table, furnished patio, and fire pit. Ample all seasons enjoyment being nearby to hiking, biking, swimming, boating, downhill and cross country skiing, snowmobile trails, fishing, hunting, excellent restaurants, and more. 7 minutes to Loon Lake, 9 minutes to Brant Lake, 20 minutes to Schroon Lake or Bolton Landing, 25 minutes to Gore Mtn or Lake George.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
29 reviews
10/10
Check availability
33
Hotels in Chestertown
Relax and recharge at our peaceful 4 season Adirondack cottage on 3 acres. Private lake cove for you to access the water. Included are two adult and one children’s kayak, a paddle boat , and a dock for your boat. Enjoy a fire by the lake or up by the cottage. A great place for a restful retreat or the staging area for your great Adirondack adventures. Boasting a fully remodeled kitchen 2026 for your use with a built in dishwasher. Lose yourself in nature with local hikes for all abilities, water sports, leaf peeping from your screened in porch and winter sports abound. Only 20 minutes to Gore Mountain for your four seasons of outdoor fun. There is free wifi. There are two cozy bedrooms with comfortable bedding and pillows. There is seating at the kitchen table for six and four at the kitchen island. The kitchen comes fully stocked with basic necessities, including oils, vinegars, and common spices. All plates, pots, pans, and cooking utensils are provided. There is a free clotheswasher and dryer in the walkout basement. There’s a Bistro set and loveseat on the screen porch. You will also find a hammock in the backyard with an outdoor dining space that includes a table and chairs. There’s also a fire pit and a weber gas grill. The waterfront is across the road with a slow sloping, sandy entry to the lake. There are Adirondack chairs lakeside as well as a classic picnic table. Perfect for family use.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.There are child plates, bowls and flatware..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
13 reviews
10/10
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See All Hotels With Wifi in Chestertown

FAQs

Where is the best place for a stay with Wi-Fi in Chestertown?

Whether you are traveling to Chestertown for business or fun, The Fern Lodge (from €378) is a preferred hotel.

What’s the typical price for hotels with Wi-Fi in Chestertown?

For hotels with Wi-Fi in Chestertown, the average price on weekdays is €339, and the average price on weekends (Friday–Saturday) is €349.

What are some great hotel promotions for property with Wi-Fi in Chestertown?

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.

Chestertown Hotels with Wifi Information

Total properties18
Number of reviews177
Weekday Avg. Price€339
Weekend Avg. Price€349