Hotels in West Windsor

Best West Windsor Hotels

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5 Best Hotels to Stay in West Windsor

Trip.com brings you a curated list of top accommodations in West Windsor, complete with reviews, price insights, and amenity highlights, making it easy to find the perfect place to stay.
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Beautiful home offering privacy on 7 acres with private pond Hotels in West Windsor
Beautiful home offering privacy on 7 acres with private pond Hotels in West WindsorBeautiful home offering privacy on 7 acres with private pond Hotels in West WindsorBeautiful home offering privacy on 7 acres with private pond Hotels in West WindsorBeautiful home offering privacy on 7 acres with private pond Hotels in West WindsorBeautiful home offering privacy on 7 acres with private pond Hotels in West WindsorBeautiful home offering privacy on 7 acres with private pond Hotels in West Windsor
27
Hotels in West Windsor
Skiing
Horse riding
Hiking
Peaceful home in Vermont’s Upper Valley. This is a beautiful three BR, two BA home offering privacy and relaxation on 7 acres. In the spring, summer, and fall we welcome guests to bring their horses to access the beautiful GMHA trails. We have a three-stall barn with water, and electricity and two stalls open to a turnout. There is easy driveway access and parking for trailers. Dogs are also welcome.Our home comfortably sleeps 6 adults or two families with kids. It has a fully equipped kitchen, two working fireplaces and free wifi. Outside we have a firepit, patio table, chairs, large weber grill, and seating area. There is a small pond, open fields and woods to enjoy. Every season offers a variety of outdoor activities nearby and on the property. We are located thirty minutes from downtown Woodstock and just a few minutes from the exceptional hiking and mountain biking trails on Mt. Ascutney. There is one camera on the property hanging on the side of the garage. It displays the driveway and road to assist in monitoring snow removal and road conditions. About pets:Pets allowed: dogs (limit 2 total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 2:30 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
8 reviews
10.0/10
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Modern Mt. Ascutney Cabin - Views, Fireplace, Chef’s Kitchen, Pets Welcome Hotels in West Windsor
Modern Mt. Ascutney Cabin - Views, Fireplace, Chef’s Kitchen, Pets Welcome Hotels in West WindsorModern Mt. Ascutney Cabin - Views, Fireplace, Chef’s Kitchen, Pets Welcome Hotels in West WindsorModern Mt. Ascutney Cabin - Views, Fireplace, Chef’s Kitchen, Pets Welcome Hotels in West WindsorModern Mt. Ascutney Cabin - Views, Fireplace, Chef’s Kitchen, Pets Welcome Hotels in West WindsorModern Mt. Ascutney Cabin - Views, Fireplace, Chef’s Kitchen, Pets Welcome Hotels in West WindsorModern Mt. Ascutney Cabin - Views, Fireplace, Chef’s Kitchen, Pets Welcome Hotels in West Windsor
38
Hotels in West Windsor
Wi-Fi in public areas
Wake up to sweeping Vermont views from this designer-built Mt. Ascutney cabin — with fire pit, chef’s kitchen, and cozy wood fireplace. Great for solitude seekers, couples, families, and remote workers looking to unwind and reconnect. This designer-built Vermont cabin offers a perfect base for exploring the best of the Green Mountains.Tucked on the slope of Mt. Ascutney, you're steps from hiking and snowshoeing trails and minutes to Vermont’s iconic attractions, culinary destinations, and charming towns.Inside the home:- Enjoy a chef’s kitchen with gas cooking and quality tools- Relax by the Jøtul wood-burning fireplace- Retreat to a primary suite with a private balcony- Refresh in a rainfall shower in the second full bath- Sleep up to 6 with a second bedroom featuring twin bunk bedsNearby Attractions (10–40 minutes):- Woodstock, VT – Covered bridges, artisan shops, art galleries, and The Woodstock Inn & Spa- Quechee, VT – Home to the Simon Pearce flagship for upscale dining and glassblowing- Ludlow & Okemo Mountain Resort – Skiing, gondola rides, mountain biking- Harpoon Brewery (Windsor) – Casual dining, events, and beer tasting- Twin Farms (Barnard) – Exclusive resort for fine dining and spa access (reservations required)- Montshire Museum of Science, Hood Museum of Art, farm stands, and family-friendly riverside parksOr go nowhere, just gather by your private fire pit or sip coffee/beers on the deck surrounded by nature.Pet-friendly: We love our four legged friends and welcome respectful pet owners! Any pet damage is the guest’s responsibility, but it’s rarely an issue.This is a peaceful, high-quality retreat—it is unfortunately not equipped to accommodate any events or large gatherings.About pets:Pets allowed: dogs and cats (limit 2 total).Love pets but request pets not get on the beds..About checkOut:Check out before 11:00 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.
Outstanding
16 reviews
9.8/10
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Holiday Inn Club Vacations Mount Ascutney Resort Hotels in West Windsor
Holiday Inn Club Vacations Mount Ascutney Resort Hotels in West WindsorHoliday Inn Club Vacations Mount Ascutney Resort Hotels in West WindsorHoliday Inn Club Vacations Mount Ascutney Resort Hotels in West WindsorHoliday Inn Club Vacations Mount Ascutney Resort Hotels in West WindsorHoliday Inn Club Vacations Mount Ascutney Resort Hotels in West WindsorHoliday Inn Club Vacations Mount Ascutney Resort Hotels in West Windsor
99+
Hotels in West Windsor
Indoor swimming pool
Outdoor swimming pool
Hiking
When you think of vacationing in Vermont, your mind might go to romantic getaways and extreme winter sports. While those are true, families will also find that Vermont is a great place to spend time together sledding, hiking, apple picking and even having a few snowball fights. Located in Brownsville, our Mount Ascutney Resort is a mountainside retreat, perfect for both couples’ getaways and outdoor family vacations. The resort features a farm-to-table restaurant, indoor and outdoor pools, an arcade and tennis courts. For beautiful views of the Green Mountain state, head to the tippy top of Mt. Ascutney State Park or hit the slopes at Mt. Sunapee or Killington. Or go rafting, kayaking and hiking to see the area’s gorgeous fall foliage. In between mountain adventures, discover the quaint towns of Quechee and Windsor, play a round of golf at a nearby course, or check out some of Vermont’s hot spots, like Harpoon Brewery, Quechee Gorge, Simon Pearce restaurant and glassblowers, Billings Farm and Museum, Sugarbush Farm and more. Our mountain resort in Mt. Ascutney features spacious one-, two- and three-bedroom villas, some with two stories, from 970 to 1,600 square feet. Families love the spacious living room, full-sized kitchen and convenient laundry facilities on property. Please note there is a resort fee that includes a variety of onsite amenities.
Very Good
99 reviews
8.8/10
1 night
From US$100
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High-End Kitchen and Backyard Pond - Charming Luxury Haven Hotels in West Windsor
High-End Kitchen and Backyard Pond - Charming Luxury Haven Hotels in West WindsorHigh-End Kitchen and Backyard Pond - Charming Luxury Haven Hotels in West WindsorHigh-End Kitchen and Backyard Pond - Charming Luxury Haven Hotels in West WindsorHigh-End Kitchen and Backyard Pond - Charming Luxury Haven Hotels in West WindsorHigh-End Kitchen and Backyard Pond - Charming Luxury Haven Hotels in West WindsorHigh-End Kitchen and Backyard Pond - Charming Luxury Haven Hotels in West Windsor
71
Hotels in West Windsor
This stay is a true Vermont Gem, offering a perfect blend of luxury and natural beauty. Please SEE: Other Things to Note For Area Details, Please SEE: The Neighborhood & Getting Around *Pet Friendly, fee applies per pet. Rock Haven Carriage House, Home Features: • 1 Bedroom, 1.5 Bath - Available for up to 4 Guests! • High-End Well-Equipped Kitchen • Backyard Pond • Dog Suite: Bath & Dog Run! • Free WiFi & Smart TVs • Pack 'n play and/or high chair may be available upon request (subject to availability) Indulge in the charm of this newly renovated Carriage House, a masterpiece of sophistication adorned with high-end fixtures and appliances. A haven for dog lovers, it features a dedicated doggy room with radiant flooring, moisture control, and an exclusive space for bathing and pampering your furry friend. Fido also has automatic access to an outdoor run, ensuring their delight.  The open-concept main floor unveils a high-end kitchen equipped with everything needed to showcase your culinary expertise. The living room, with its minimalist aesthetic, offers plush furniture where you can unwind for hours while enjoying a movie. Ascend the stairs to discover a luxurious wet bathroom, inviting you to soak in a splendid tub while relishing panoramic views of the picturesque countryside. The second floor unfolds as a spacious sleeping sanctuary, boasting a plush king bed and a twin bed, along with a cozy twin nook—a perfect spot for a quiet night or leisurely reading. Just outside the bedroom, a furnished deck provides a captivating view of the backyard pond, where deer gracefully spend their mornings hydrating. Please pay close attention to following the house rules. Non compliance could result in sizable fines. - All guests staying at an Field and Farms Vacation Homes by Portoro (Portoro Homes) are required to sign (esignature) a rental agreement and complete identity registration. - Age restrictions apply. Reservation holder must be 25 years of age. - Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don't hesitate to reach out to Field and Farm by Portoro directly. - Known damages incurred during your stay must be reported to the property manager immediately. - Before check in, we will send you detailed directions to ensure a seamless arrival. - Check-in time is 3:00 p.m. Check-out time is 10:00 a.m. - We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night. - Some homes have cameras for external monitoring only. - In the State of Vermont and in Windsor County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. - There is no guard around the pools. - Use at your own risk. - This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. - Animals/Pets -- Dogs Only, Guidelines and Fee* Animals/pets must be disclosed prior to reservation arrival date. Only dogs are permitted in “Pet-Friendly” Property listings. Allowed number of dogs will be expressly stated in the listing and a $150.00 fee per animal/pet is required. Animals/pets are not permitted anywhere on the premises unless prior approval is obtained. Any unauthorized animals/pets at the property will result in a $150.00 per day / per animal/pet fee, and may result in your reservation being canceled, and you may be required to vacate from the Property. -- Rock Haven Carriage House allows for a maximum of 1 dog at $150.00 per dog per stay.
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Fat Sheep Farm & Cabins Hotels in West Windsor
Fat Sheep Farm & Cabins Hotels in West WindsorFat Sheep Farm & Cabins Hotels in West WindsorFat Sheep Farm & Cabins Hotels in West WindsorFat Sheep Farm & Cabins Hotels in West WindsorFat Sheep Farm & Cabins Hotels in West WindsorFat Sheep Farm & Cabins Hotels in West Windsor
61
Hotels in West Windsor
Private parking
Wi-Fi in public areas
When you stay at Fat Sheep Farm & Cabins in Windsor, you'll be 13 minutes by car from Hartland Public Library. This farm stay is 6.3 mi (10.1 km) from Mt Ascutney State Park and 6.6 mi (10.6 km) from Mt Ascutney Hospital and Health Center: Primary Care - Windsor. 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 5 individually decorated guestrooms, featuring kitchens with full-sized refrigerators/freezers and ovens. Your bed comes with down comforters and Egyptian cotton sheets. Complimentary wireless internet access is available to keep you connected. Conveniences include laptop-compatible safes and separate sitting areas, and you can also request cribs/infant beds (complimentary).
Amazing
6 reviews
9.6/10
1 night
From US$135
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Kedron Valley Inn Hotels in West Windsor
Kedron Valley Inn Hotels in West WindsorKedron Valley Inn Hotels in West WindsorKedron Valley Inn Hotels in West WindsorKedron Valley Inn Hotels in West WindsorKedron Valley Inn Hotels in West WindsorKedron Valley Inn Hotels in West Windsor
70
Hotels in West Windsor
Public parking
Bar
Restaurant
Located in South Woodstock, Kedron Valley Inn is in a rural location, within a 10-minute drive of Red Wagon Toy Company and Woodstock Town Hall Theatre. This inn is 15.4 mi (24.9 km) from Killington Resort and 5 mi (8 km) from Middle Covered Bridge. Take in the views from a terrace and make use of amenities such as complimentary wireless internet access. Enjoy a satisfying meal at Ransom Tavern serving guests of Kedron Valley Inn. Quench your thirst with your favorite drink at the bar/lounge. Free self parking is available onsite. Make yourself at home in one of the 14 air-conditioned rooms 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 complimentary bottled water, and housekeeping is provided on request.
Very Good
55 reviews
8.8/10
1 night
From US$234
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On the River Inn Hotels in West Windsor
On the River Inn Hotels in West WindsorOn the River Inn Hotels in West WindsorOn the River Inn Hotels in West WindsorOn the River Inn Hotels in West WindsorOn the River Inn Hotels in West WindsorOn the River Inn Hotels in West Windsor
99+
Hotels in West Windsor
Golf course
Indoor swimming pool
Skiing
Located in Woodstock (West Woodstock), On The River Inn is within a 5-minute drive of Union Arena Community Center and Five Elm Arches. This family-friendly hotel is 13 mi (20.9 km) from Killington Resort and 1.2 mi (1.9 km) from Ottaquechee River. Enjoy a range of recreational amenities, including an indoor pool, a hot tub, and a sauna. Additional amenities at this hotel include complimentary wireless internet access, an arcade/game room, and a picnic area. Enjoy a satisfying meal at 506 Bistro and Lounge serving guests of On The River Inn. Quench your thirst with your favorite drink at the bar/lounge. Featured amenities include complimentary wired internet access, a 24-hour front desk, and a library. Planning an event in Woodstock? This hotel has 10000 square feet (929 square meters) of space consisting of a conference center and a meeting room. Free self parking is available onsite. Make yourself at home in one of the 45 individually decorated guestrooms, featuring microwaves and LCD televisions. Your pillowtop bed comes with premium bedding. Complimentary wired and wireless internet access keeps you connected, and cable programming provides entertainment. Bathrooms feature shower/tub combinations, complimentary toiletries, and hair dryers.
Great
100 reviews
9.2/10
1 night
From US$151
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Sleep Woodstock Motel Hotels in West Windsor
Sleep Woodstock Motel Hotels in West WindsorSleep Woodstock Motel Hotels in West WindsorSleep Woodstock Motel Hotels in West WindsorSleep Woodstock Motel Hotels in West WindsorSleep Woodstock Motel Hotels in West WindsorSleep Woodstock Motel Hotels in West Windsor
73
Hotels in West Windsor
Private parking
Wi-Fi in public areas
Fax/copying service
Located in Woodstock, Sleep Woodstock Motel is on a river, within a 10-minute drive of Union Arena Community Center and Long Trail Brewing Company. This motel is 10.3 mi (16.5 km) from Killington Resort and 3.9 mi (6.2 km) from Five Elm Arches. Make use of convenient amenities such as complimentary wireless internet access, tour/ticket assistance, and a picnic area. Featured amenities include express check-in and express check-out. Free self parking is available onsite. Make yourself at home in one of the 13 individually decorated guestrooms, featuring kitchenettes. 37-inch flat-screen televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Conveniences include desks and microwaves.
Amazing
97 reviews
9.6/10
1 night
From US$104
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Woodstock Inn & Resort Hotels in West Windsor
Woodstock Inn & Resort Hotels in West WindsorWoodstock Inn & Resort Hotels in West WindsorWoodstock Inn & Resort Hotels in West WindsorWoodstock Inn & Resort Hotels in West WindsorWoodstock Inn & Resort Hotels in West WindsorWoodstock Inn & Resort Hotels in West Windsor
99+
Hotels in West Windsor
Trip.BestNo. 1 of Premium Hotels in Vermont
Golf course
Indoor swimming pool
Outdoor swimming pool
A stay at Woodstock Inn & Resort places you in the heart of Woodstock, a 1-minute drive from Billings Farm and Museum and 7 minutes from Saskadena Six Ski Area. This golf resort is 4.9 mi (7.8 km) from Sugarbush Farm and 7.1 mi (11.5 km) from Simon Pearce Mill. Relax at the full-service spa, where you can enjoy massages, body treatments, and facials. After practicing your swing on the golf course, you can dip into one of the 2 hot tubs. This resort also features complimentary wireless internet access, concierge services, and an arcade/game room. Enjoy American cuisine at Red Rooster Restaurant, one of the resort's 4 restaurants, or stay in and take advantage of the room service (during limited hours). Need to unwind? Take a break with a tasty beverage at one of the 2 bars/lounges. Full breakfasts are available daily from 7 AM to 10:30 AM for a fee. Featured amenities include a business center, dry cleaning/laundry services, and a 24-hour front desk. Free valet parking is available onsite. Make yourself at home in one of the 142 individually decorated guestrooms, featuring refrigerators and flat-screen televisions. Your pillowtop bed comes with premium bedding. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms feature shower/tub combinations, complimentary toiletries, and hair dryers.
Great
99 reviews
9.2/10
1 night
From US$361
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Claremont Motor Lodge Hotels in West Windsor
Claremont Motor Lodge Hotels in West WindsorClaremont Motor Lodge Hotels in West WindsorClaremont Motor Lodge Hotels in West WindsorClaremont Motor Lodge Hotels in West WindsorClaremont Motor Lodge Hotels in West WindsorClaremont Motor Lodge Hotels in West Windsor
29
Hotels in West Windsor
Private parking
Wi-Fi in public areas
The Claremont Motor Lodge provides a great place for travelers to relax after a busy day. The Claremont Motor Lodge is an ideal choice for travelers who want to take in the sights and sounds of Claremont. The hotel is only 14km from Windsor Amtrak Station and 39km from Lebanon Municipal Airport, giving guests a number of convenient transportation options. The nearby area boasts an abundance of attractions including Grace River, Blackbeard's Cove Adventure Golf and Mr. B's Bonsai Garden. After a long day of sightseeing, guests can retire to the comfort of the hotel. Guests of this Claremont hotel can make use of the parking facilities.
Very Good
100 reviews
8.4/10
1 night
From US$111
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FAQs About West Windsor Hotels

What are some of the best hotels in West Windsor?

Whether you're planning a business trip or a vacation, West Windsor has many top-rated hotels to choose from. Holiday Inn Club Vacations Mount Ascutney Resort (price from US$96) is a highly recommended option.

How to get good deals on hotels in West Windsor?

Find the best hotel deals and promotions on Trip.com, available year-round for both first-time and loyal users. Please check the promotions page to see what promotions are available now on Trip.com.

Which hotels in West Windsor provide fitness facilities?

Holiday Inn Club Vacations Mount Ascutney Resort (price from US$96) offers fitness facilities to keep you active during your stay. Stay on track with your fitness goals while on the go!

Which hotels in West Windsor have pools?

Holiday Inn Club Vacations Mount Ascutney Resort (price from US$96) is a popular hotel offering a swimming pool. Book your stay to enjoy the pool and make your trip more enjoyable.

What hotels in West Windsor offer an especially good breakfast?

Begin your day with a tasty and satisfying breakfast! Holiday Inn Club Vacations Mount Ascutney Resort (price from US$96) provides the best breakfast to start your day.

West Windsor Hotels Info

Number of Reviews 122
Total Properties5
Average Price(Weekday Night)US$266
Average Price(Weekend Night)US$325