Best Windsor County Hotels

With a stay at Golden Stage Inn B&B in Cavendish, you'll be near ski lifts, within a 15-minute drive of Okemo Mountain Resort and Fletcher Farm School for the Arts and Crafts. This bed & breakfast is 2 mi (3.3 km) from Phineas Gage Memorial and 4.2 mi (6.7 km) from Dorsey Park. 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, concierge services, and a picnic area. Mingle with other guests at the complimentary reception, held on select days. A complimentary full breakfast is served daily from 8:00 AM to 9:00 AM. Featured amenities include complimentary wired internet access and coffee/tea in a common area. Free self parking is available onsite. Make yourself at home in one of the 8 air-conditioned rooms featuring flat-screen televisions. Complimentary wired and wireless internet access keeps you connected, and cable programming provides entertainment. Bathrooms have complimentary toiletries and hair dryers. Conveniences include portable fans, housekeeping is provided daily, and irons/ironing boards can be requested.

Winterplace is a perfect escape for summer, fall or winter relaxation or adventure.Best Location SKI-IN/SKI-OUT⛷ with hot tubs, pool, fireplace, firepit and so many activities around Okemo, Jackson Gore and Ludlow Village. The location allows for all levels with access to beginner trails. The "M" Winterplace building sits across the parking lot from the A & B Quads, providing amazing SKI-IN/SKI-OUT access. Winterplace is the only complex which has trail access from opening day until close. Ski down to base lodge, walk to waffle cabin, snow shoe up the mountain, you can do everything from this location. In the summer and fall, enjoy golf, mountain biking, rope courses, zip-line, tennis, basketball, swimming, the foliage and more.This 3rd floor unit type is the most desirable with atrium 2 story ceilings, loft, 4 bedrooms, 3 full baths, quite, private, spacious living room, large kitchen, balcony and views overlooking the valley.Amenities* Fully equipped kitchen, with everything needed for your family or hosting apres ski.* Mudroom with ski racks, cubbies and boot & glove warmer* Wood burning fireplace w/unlimited firewood* Large atrium/dinning room area with two story windows and views* Primary bedroom balcony* Washer and Dryer* Fans and room AC for summer* TV's in each room* WI-FI* Free parking with gate attendant in ski season (2 vehicles)Summer pool hours are 9am-9:30pm (hot tubs do not reopen until closer to the ski season)About pets:No pets allowed.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 is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

Your Mountain Oasis Awaits! Imagine waking up to the pristine view of the lifts, slipping into your ski boots, and stepping directly onto the slopes! Nestled in a prime location you'll be so close to the lifts you'll wonder why you ever stayed anywhere else? This cozy retreat features a cozy fireplace plus a 1 bedroom with a comfortable queen bed, a well-equipped bathroom and kitchen, and a lovely living room with a sofa bed. Guests can enjoy amenities like WiFi, heating, and in building laundry during their stay. Experience what Ludlow has to offer with a stay at our phenomenal condo. For those who like to play there is golf, skiing, downhill biking, hiking and snowshoeing for those who love to work there is a separate dedicated desk in the bedroom. Walkable to a few local pubs!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 minBookingAge:Minimum age to rent: 21.About events:No events allowed.

A true Ski in / Ski out house on the beginner Sachem trail at Okemo mountain. This beautiful eight-bedroom chalet is ideal for your upcoming getaway. Situated right on the renowned Okemo Mountain Resort, you'll have easy access to world-class skiing, snowboarding, and a wealth of outdoor adventures.As you step inside, you'll be greeted by a cozy and well-appointed interior, complete with two fireplaces, multiple smart TV's and a game room. The fully stocked kitchen, equipped with two stoves, three ovens, three refrigerators, grill, and all the necessary appliances, invites you to unleash your culinary creativity and savor delicious meals with your loved ones.Unwind in the game room, where you can challenge your friends to a friendly game of foosball or explore the selection of video games and other entertaining diversions. For a more relaxed evening, gather around the fire place and enjoy the serene ambiance overlooking the ski slopes and the Town of Ludlow.With 4 full bathrooms and 2 half baths, and ample towels, you'll have everything you need to feel right at home. And with the added comforts of linens and basic toiletries, this chalet is perfect for families and groups of all sizes.Whether you're seeking a cozy retreat or an action-packed getaway, this Ludlow chalet offers the perfect blend of comfort, convenience, and access to the best that the area has to offer. Book your stay today and experience the ultimate vacation in the heart of the mountains!About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Early check in if available is $300 and late check out if available is $300.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:Events allowed: family gatherings, birthday parties, weddings.Maximum event attendees: 25.

Turn the key and be at your home away from home at Ludlow Chalet! Welcome to our lovely, newly-renovated chalet with lots of privacy yet minutes to Okemo Mountain, Fox Run Golf and the lake regions (Echo Lake & Lake Rescue). Set on 3.6 acres, it is nestled in the woods and set back off the road with easy circular driveway and expansive backyard. Imagine perfect adventurous days hiking and relaxing nights under the stars roasting marshmallows at the fire pit. The interior design is perfection, making use of the space with creative and inviting quality throughout. A large, well-equipped kitchen with high end amenities and cozy living room with a vaulted ceiling will be your spot for great conversations in front of a cozy fire as well as watching movies and making memories! The family room on the lower level is great extra space for the younger ones to hang out. A television is there too. New large slider leads out to the upper deck, frames the filtered mountain views and lets the western sunlight shine through. We know you will love your time at Ludlow Chalet as much as we do. Let the fun and memories begin! :)About pets:No pets allowed.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 is not permitted.Strict no smoking policy..About minBookingAge:Minimum age to rent: 30.About events:No events allowed.

OKEMO MOUNTAIN Ski On/Ski Off Updated 2 bedroom/2.5 bath ground floor, ski-on/off condo in sought after Solitude Village. Sleeps up to 7 and ideal for a small family. Roomy dining and living area, fully equipped kitchen, working fireplace, washer/dryer, mud room and ski storage. Access to rec center with pool and fitness. Easy ski to Solitude or Morning Star lifts (condo off Sidewinder trail).Jackson Gore offers ropes course, bike trails. Close to Buttermilk Falls, lakes, golf, shopping and hiking. Beautiful all year round!About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Quiet hours are from 10pm to 8am; Please be considerate of neighbors.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

1378 ROUTE 100 NORTH LUDLOW, VERMONT 05149Waterfront home with 100 of feet of grassy lake frontage, complete with kayaks, canoes, paddleboard, boats and swimming dock. Lake Rescue is great for kayaking, paddle boarding, water skiing and tubing. There is a boat dock big enough for a ski boat or pontoon boat. Six kayaks, 2 paddle boards and canoes are provided. Wrap around deck with gas barbeque and seating for eight (8). Bring your pets!!The home is on a quiet cove with stunning views. Two bedrooms upstairs - Master bedroom has luxurious King size bed, second bedroom has two Queen beds. Both bedrooms have 40 inch flat screen TV's with cable and both are carpeted wall-to-wall. Master Bedroom has awesome views of the lake. There is a new queen pullout couch in the living room and a small futon in an alcove. Relax in our spacious living room with surround sound entertainment center and watch your favorite videos on the 50 inch flat screen TV. Come enjoy our custom designed new kitchen and bathroom. The bathroom is built for comfort with two mirrors, a TOTO bidet toilet with heated seats and a large custom tiled shower with dual showerheads. Our open floor plan downstairs includes tiled and granite kitchen, new appliances, large dining area, spacious living room with beautiful views of the lake. All major windows and sliding doors to decks have custom Bali blinds for total privacy.About pets:Pets allowed.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 is not permitted.About minBookingAge:Minimum age to rent: 23.About events:No events allowed.

Welcome to Dark Horse Cottage. Our picturesque getaway in rustic Vermont, will greet you with views and sounds of the Reading River just outside your door. Our horse themed retreat is the quintessential outdoor getaway, with many adventures found under VT’s expansive skies. Whether it's summer or winter, the list is endless. Skiing, golfing, hiking, horse riding or fishing to name just a few. For the sophisticated palate, try farm to table dining, wine tasting, or a brewery/distillery tour. Enjoy it all, it's YOUR vacation!Okemo Ski Resort - 25 minKillington Ski Resort - 45 minSaskadena Six Ski Resort - 22 minKedron Valley Stable -9 minGreen Mountain Horse Academy -7 minLake Echo - 20 minLake Rescue - 20 minCoolidge State Park - 30 minDowntown Woodstock-15 minDowntown Ludlow - 25 minDowntown Reading- 4 minAbout pets:No pets allowed.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 is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

Welcome to this spacious 5-bedroom, 3 ½ bathroom home, prefect for accommodating large groups of up to 12 people. Located just 5 miles from the Okemo Ski Resort Base Lodge, it offers convenience and comfort in one place. As you enter, you’ll immediately notice the open floor plan, creating a sense of space and relaxation. With three generous living areas, there’s plenty of room for everyone to gather and enjoy quality time together.For entertainment, you’ll find TVs throughout the house, ensuring that everyone can find their favorite shows or movies. The game room, complete with a billiard table and indoor basketball table, offers additional entertainment options for friendly competition.Conveniently located, this ski home offers easy access to both Okemo and Killington Ski areas, which the region has to offer. Note that 4-wheel drive is recommended for easier transportation in the winter conditions.Lastly, please be aware that maximum occupancy is monitored and strictly enforced to ensure everyone’s safety and comfort.About pets:Pets allowed: dogs less than 20 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 is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.

Spacious condo located at the Castle Hill resort with access to year round outdoor heated pool and hot tub, tennis courts, fitness area and Aveda Spa (additional fee applies to access spa and pool facilities). Open floor plan with gas fire place in living room, dining area with seating for 8, fully equipped modern kitchen with additional counter seating . 3 Large bedrooms (2 King, 1 bunkbeds). Large Master bath with Jacuzzi tub and shower. Lots of room. Beautiful setting with back patio overlooking hiking trailsAbout pets:No pets allowed.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 is not permitted.About events:Events allowed: family gatherings and birthday parties.Maximum event attendees: 10.