Find hotels in Windsor, VT from NT$2,642

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Compare 2,607 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Fat Sheep Farm & Cabins

3.0 star property
Windsor
9.8 out of 10, Exceptional, (12)
"An absolutely stunning property! The cabin was clean, well stocked and perfectly located to see the gorgeous sunrise. So very grateful for our quick trip at Fat Sheep Farm. Looking forward to returning! "
United States
Jasmine
Fat Sheep Farm & Cabins

Align Inn Vermont

2.5 star property
Quechee
9.4 out of 10, Exceptional, (1040)
"Great place to stay "
United States
Jane
The price is NT$3,589
NT$3,948 total
includes taxes & fees
Jan 4 - 2026/1/5
Align Inn Vermont

Woodstock Inn & Resort

4.5 star property
Woodstock
9.2 out of 10, Wonderful, (552)
"Highly recommend stay here"
United States
Margie
The price is NT$10,644
NT$13,089 total
includes taxes & fees
Dec 16 - Dec 17
Woodstock Inn & Resort

Sleep Woodstock Motel

2.0 star property
Woodstock
9.6 out of 10, Exceptional, (546)
"Clean, friendly, easy check in, welcoming accommodations. Can’t wait to come back"
United States
David
The price is NT$2,424
NT$5,140 total
includes taxes & fees
Dec 7 - Dec 8
Sleep Woodstock Motel

Hilton Garden Inn Hanover Lebanon

3.0 star property
Lebanon
9.0 out of 10, Wonderful, (1000)
"This hotel is solid. Location relative to Hanover is good, facility is nice, and it’s clean and comfortable. Would definitely stay again. "
United States
Merridith
The price is NT$3,481
NT$3,777 total
includes taxes & fees
Dec 18 - Dec 19
Hilton Garden Inn Hanover Lebanon

The Shire Woodstock

3.0 star property
Woodstock
8.8 out of 10, Excellent, (887)
"Upon entering the hotel, the lobby is gorgeous with 2 fireplaces. Staff was super friendly and the free breakfast was a bonus. The room was spotless and has a fireplace in the room. My wife and I loved this place and will definitely go back. "
United States
Vincent
The price is NT$3,620
NT$4,221 total
includes taxes & fees
Dec 10 - Dec 11
The Shire Woodstock

Fireside Inn & Suites West Lebanon

2.5 star property
West Lebanon
8.2 out of 10, Very Good, (1000)
"Great stay "
Canada
Silvia
The price is NT$5,040
NT$6,147 total
includes taxes & fees
Dec 10 - Dec 11
Fireside Inn & Suites West Lebanon

Hampton Inn White River Junction

2.5 star property
White River Junction
8.6 out of 10, Excellent, (1005)
"Very friendly staff Nice work area "
Canada
Carolyn
The price is NT$3,570
NT$3,926 total
includes taxes & fees
Dec 21 - Dec 22
Hampton Inn White River Junction

Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

3.0 star property
Newbury
9.2 out of 10, Wonderful, (375)
"Spacious rooms, friendly staff"
United States
Denise
The price is NT$5,045
NT$5,985 total
includes taxes & fees
Dec 11 - Dec 12
Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

Mountain Meadows Lodge

3.5 star property
Killington
9.4 out of 10, Exceptional, (178)
"All round fantastic place to stay "
United Kingdom
Stephen
The price is NT$5,146
NT$6,446 total
includes taxes & fees
Dec 7 - Dec 8
Mountain Meadows Lodge

Norwich Inn

3.0 star property
Norwich
9.4 out of 10, Exceptional, (404)
"Excellent Inn "
United States
Sam
The price is NT$5,620
NT$6,126 total
includes taxes & fees
Dec 17 - Dec 18
Norwich Inn

The Mountain Inn at Killington

2.5 star property
Killington
9.2 out of 10, Wonderful, (952)
"Great place to stay!"
United States
Stephen
The price is NT$5,906
NT$6,821 total
includes taxes & fees
Dec 7 - Dec 8
The Mountain Inn at Killington

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 star property
Killington
7.4 out of 10, Good, (1000)
"It’s a small beautiful cabin like/feel hotel and they have everything you need and most esp a quick drive to Killington resort Their food is also very good and well prepared. "
United States
Cynthia
The price is NT$4,608
NT$5,069 total
includes taxes & fees
Dec 8 - Dec 9
Killington Mountain Lodge, Tapestry Collection by Hilton

Six South St Hotel

2.5 star property
Hanover
9.4 out of 10, Exceptional, (859)
"Great location. Walking distance to Dartmouth. Very comfortable room and bed."
United States
ellen
The price is NT$5,620
NT$6,098 total
includes taxes & fees
Dec 14 - Dec 15
Six South St Hotel

Super 8 by Wyndham White River Junction

2.0 star property
White River Junction
6.4 out of 10, (1017)
"The room was a very nice, felt safe. Enjoyed the fun small talk with the women at the front desk. Also felt its a good location as well. "
United States
Ariel
The price is NT$2,402
NT$2,642 total
includes taxes & fees
Dec 13 - Dec 14
Super 8 by Wyndham White River Junction

Hotel Coolidge

3.0 star property
White River Junction
8.2 out of 10, Very Good, (1001)
"The off street parking was good, the staff was great. "
United States
Sheryl
Hotel Coolidge

Best Western West Lebanon-Hanover Hotel

2.5 star property
West Lebanon
8.4 out of 10, Very Good, (922)
"Front desk/reception very friendly, great location for shopping and dining and room was very clean."
United States
Tama
The price is NT$3,576
NT$3,880 total
includes taxes & fees
Dec 10 - Dec 11
Best Western West Lebanon-Hanover Hotel

Courtyard by Marriott Hanover Lebanon

3.0 star property
Lebanon
8.8 out of 10, Excellent, (989)
"Clean room and convenient for the area we were going to "
United States
Jennifer
The price is NT$3,976
NT$4,314 total
includes taxes & fees
Dec 21 - Dec 22
Courtyard by Marriott Hanover Lebanon

Summit Lodge

3.0 star property
Killington
8.6 out of 10, Excellent, (396)
"When we first arrived it felt really old and I was wondering what I had booked. Then, the place grew on me as I explored the hotel. I could see this as being really fun in the winter and with a group."
United States
Wendy
The price is NT$5,440
NT$5,984 total
includes taxes & fees
Dec 18 - Dec 19
Summit Lodge

Residence Inn by Marriott Hanover Lebanon

3.0 star property
Lebanon
9.0 out of 10, Wonderful, (461)
"Very comfortable environment and a very nice staff."
United States
Marc
The price is NT$3,928
NT$4,262 total
includes taxes & fees
Jan 4 - 2026/1/5
Residence Inn by Marriott Hanover Lebanon
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Stay near popular Windsor attractions

Learn more about Windsor

Step back in time at the American Precision Museum, where industrial history comes alive through fascinating exhibits. Afterward, savor craft brews at Harpoon Brewery or hike the scenic trails of Mt Ascutney State Park for breathtaking views.

Cornish Windsor Covered Bridge

Top Windsor Hotel Reviews

More cheap stays in Windsor

Hotels in Windsor with star-rating

Find out more about Windsor

Top reasons to visit Windsor

  • Outdoor Adventures: Windsor offers thrilling activities like skiing and exploring scenic landscapes, perfect for adventure seekers.
  • Historic Attractions: Discover charming historic bridges and national parks that showcase the rich cultural heritage of the area.
  • Vibrant Local Scene: Enjoy live music events and delightful downtown shops that highlight Windsor’s friendly atmosphere.
  • Family-Friendly Activities: The town provides a variety of excursions suitable for families, ensuring fun for all ages.
  • Diverse Accommodations: Windsor features a range of hotels catering to different traveler needs, from family-friendly to pet-friendly options.

Find great hotels near Windsor

Discover a range of hotel accommodations in Windsor, Vermont, perfect for every traveler. Whether you're seeking a family-friendly stay, pet-friendly options, or an adventurous getaway, Windsor's hotels cater to your needs. Explore top-rated hotels, read reviews, and find the best room rates to ensure a memorable vacation experience in this charming town.

  • Super 8 by Wyndham White River Junction: This motel offers a comfortable and convenient stay for travelers looking for a pet-friendly experience. Located 19.3km from Windsor, Super 8 provides essential amenities for both business and leisure guests. With a welcoming atmosphere, it allows pets onsite without additional fees for service animals. Enjoy complimentary breakfast and free Wi-Fi, making it ideal for those on the go. Its proximity to local businesses and attractions ensures that guests can easily explore the area while enjoying a cozy retreat.
  • Fireside Inn & Suites West Lebanon: A charming hotel located 17.7km from Windsor, Fireside Inn & Suites offers a warm, inviting atmosphere perfect for both business and leisure travelers. Known for its pet-friendly policies, the hotel provides food and water bowls for furry companions. Guests appreciate the comfortable rooms and the welcoming ambiance, making it an excellent choice for families and pet owners. With easy access to local attractions and amenities, this hotel ensures a relaxing stay surrounded by the beauty of New England.
  • White River Inn and Suites: Situated 19.3km from Windsor, White River Inn and Suites caters to adventure seekers and business travelers alike. This hotel features a variety of recreational activities, including nearby snowboarding and cycling rentals, which add an exciting dimension to your stay. The property remains pet-friendly, with specific policies in place for furry guests. Guests love the comfortable accommodations and the opportunity to explore the surrounding natural beauty while enjoying modern amenities and a welcoming environment.

Where to stay in and around Windsor

Windsor, Vermont, offers a charming getaway filled with adventure and stunning scenery. Explore delightful downtown shops and experience the friendly atmosphere of this historical city. Whether you’re hitting the slopes or enjoying family-friendly excursions, Windsor is the perfect base for outdoor activities. Nearby regions also provide a taste of urban life, ensuring a memorable Vermont vacation that blends excitement with relaxation.

  • Woodstock: Nestled 19.3km from Windsor, Woodstock is a charming city that attracts visitors year-round, with peak travel in the summer months and fall. Known for its outdoor adventures, this picturesque destination is a haven for ski enthusiasts, offering access to scenic ski fields and resorts. Visitors can also explore the stunning natural landscapes of nearby lakes and mountains, as well as the serene beauty of national state parks. Woodstock's vibrant arts scene and quaint downtown area, filled with shops and eateries, make it a delightful spot to unwind after a day of outdoor activities.
  • Cornish: Located just 1.6km from Windsor, Cornish is a small town that draws seasonal visitors, particularly in the summer. The area is renowned for its breathtaking scenery and outdoor adventures, making it a favorite for nature lovers. Ski fields and educational experiences await, while local landmarks like historic bridges and monuments add a unique touch to your visit. Strolling through Cornish offers a glimpse into the area's rich history and its natural beauty, making it a perfect day trip destination.
  • Ascutney: Situated within the Windsor area, Ascutney is a quaint village that sees a steady stream of travelers, especially in the warmer months. Known for its thrilling ski experiences and outdoor sports, this village is a hub for adventure seekers. Visitors can enjoy skiing at local resorts and exploring the surrounding landscapes, which include beautiful lakes and mountains. Ascutney’s proximity to national state parks provides additional opportunities for hiking and nature exploration, making it a perfect getaway for those seeking both relaxation and adventure.

Things to do in and around Windsor

Windsor, Vermont, is an ideal destination for adventure seekers and outdoor enthusiasts, offering thrilling activities like skiing at local resorts and ski fields. In addition to winter sports, visitors can enjoy live music events that showcase the vibrant local scene. Whether you're hitting the slopes or soaking in the lively atmosphere, Windsor promises an unforgettable vacation experience.

Shopping

In Windsor, explore The Sustainable Farmer for unique gifts and local goods. For a short drive, visit North Country Smokehouse, just 11.3km away, for delicious smoked meats. If you're up for a drive, Quechee Gorge Village offers charming shops and scenic views, located 17.7km from Windsor.

Recreation

The Upper Valley Aquatic Center, located 17.7km from Windsor, offers family-friendly aquatic activities perfect for relaxation and fun. For sports enthusiasts, the Woodstock Country Club, also 17.7km away, provides an outdoor golf experience amidst beautiful landscapes. The Strong House Spa, 19.3km from Windsor, is ideal for rejuvenating body treatments and ultimate relaxation.

Adventure

Explore the Brownsville Trail in Windsor for a refreshing outdoor experience amidst beautiful nature. For skiing enthusiasts, Arrowhead Recreation Area, located 14.5km away, offers thrilling slopes. Adventure seekers can enjoy breathtaking views at Morningside Flight Park, located 17.7km from Windsor, with exhilarating scenic flights.

Nightlife

Experience the fun at Maple Lanes, an arcadeAdventureZone 12.9km from Windsor, perfect for family vibes. For a romantic evening, catch a show at the Woodstock Town Hall Theatre or the Lebanon Opera House, both offering rich cultural entertainment just a short drive away.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Windsor

To save money on your trip to Windsor, visit during the cheaper months of April to May and November, and consider staying on a Tuesday for the lowest rates. Use Expedia to compare hotel prices, filter for eco-friendly options, and bundle your accommodations with flights and activities for extra savings. Enjoy free activities by exploring the town on foot, as it’s compact and walkable. Avoid traveling on Fridays, which tend to be the most expensive days.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Windsor are April to May and November, where the prices are slightly lower. This is in comparison to February, October and December, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Windsor is Tuesday. The most expensive day to stay in Windsor is Friday.
  • Find cheap hotels on Expedia: Expedia's search tool makes it easy to tailor your travel plans by letting you choose your budget, preferred location, and additional preferences. You can sort the results to display hotels from the most affordable to the more expensive, ensuring you see the best deals first. Additionally, there’s an option to filter by hotel type; for instance, selecting the Eco-certified filter will show you a range of sustainable and environmentally-friendly accommodations available for booking.
  • Consider bundling your trip: You can save money by combining your hotel stay in Windsor with your flights and activities through an Expedia package.

Find the best attractions near Windsor

Windsor, Vermont, is perfect for adventure seekers and outdoor enthusiasts, offering thrilling activities like skiing and exploring scenic landscapes. Notable attractions include historic bridges, national state parks, and environmental centers, providing a rich blend of culture and family-friendly experiences. Whether you're looking to immerse yourself in history or enjoy nature, Windsor has something for everyone to enjoy on their vacation.

  • Blow-Me-Down Bridge: This historic bridge, located half a mile from Windsor, offers a glimpse into the region's rich cultural heritage. Its charming architecture and serene surroundings make it a perfect spot for photography and leisurely walks.
  • Mount Ascutney: Just four miles away, Mount Ascutney beckons outdoor enthusiasts with its stunning vistas and diverse hiking trails. Experience the thrill of adventure while enjoying breathtaking views of the surrounding landscape.
  • Saint-Gaudens National Historic Site: Located two miles from Windsor, this historic site celebrates the life and work of renowned sculptor Augustus Saint-Gaudens. Explore beautiful gardens and impressive sculptures that reflect America's artistic legacy.

Best time to go to Windsor

The best time to visit Windsor can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Windsor falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Windsor falls in January, visitor numbers are average and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January16.7°F (-8.5°C)Light RainMostly CloudyAverageAverage
February18.9°F (-7.3°C)Light RainMostly CloudySlightly LowSlightly High
March27.1°F (-2.7°C)Light RainMostly CloudyAverageAverage
April39.4°F (4.1°C)Light RainMostly CloudyAverageSlightly Low
May52.3°F (11.3°C)Light RainMostly SunnySlightly LowSlightly Low
June59.9°F (15.5°C)Light RainMostly SunnyAverageAverage
July65.8°F (18.8°C)Light RainMostly SunnySlightly HighAverage
August64.0°F (17.8°C)Light RainMostly SunnySlightly HighAverage
September57.0°F (13.9°C)Light RainMostly SunnySlightly HighAverage
October45.5°F (7.5°C)Light RainMostly CloudyAverageSlightly High
November33.1°F (0.6°C)Light RainMostly SunnyAverageSlightly Low
December24.3°F (-4.3°C)Light RainMostly CloudySlightly LowSlightly High

The nearest major airports for your trip to Windsor

When visiting Windsor, Vermont, you have several airport options. Lebanon Municipal Airport (LEB) is 17.7km away and features nearby hotels such as the 4-star Hanover Inn Dartmouth, 8.0km away, and the 3-star Hotel Coolidge, 3.2km away. Rutland Southern Vermont Regional Airport (RUT) is 45.1km from Windsor, with hotel options like the 3.5-star Killington Mountain Lodge, 17.7km away. Additionally, Hartness State Airport (VSF) is 13.2km from Windsor, with the 4-star Inn at Weathersfield just 1.6km away. Each airport offers convenient access to quality accommodations for a pleasant stay.

Frequently asked questions

What's the best place to stay in Windsor?
Based on Expedia's traveler preferences, Fat Sheep Farm & Cabins is a top place to stay in Windsor. Other good options for your visit to the area are Woodstock Inn & Resort and Killington Mountain Lodge, Tapestry Collection by Hilton. See all available top hotels, or vacation rentals in Windsor.
If I need to cancel my hotel reservation in Windsor, will I receive a refund?
Yes, you'll find most hotel reservations are fully refundable as long as you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you booked a non-refundable reservation, it may still be possible to cancel it and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Windsor.
Where can I learn more about changing or cancelling my trip to Windsor?
To find more details about changing or cancelling your trip to Windsor, go to https://www.expedia.com/service/.
What's the best pet-friendly accommodation in Windsor?
Fat Sheep Farm & Cabins is a top pet-friendly option for your stay. See more pet-friendly hotel accommodations in Windsor.
Where is the best hotel to stay close to Mt Ascutney State Park?
Holiday Inn Club Vacations Mount Ascutney Resort, an IHG Hotel is one of the top choices for your stay based on our traveler data, and this 3-star resort offers a restaurant and an indoor pool. It's located 2.2 mi (3.5 km) from Mt Ascutney State Park. Other good choices within 5 miles include Windsor Mansion Inn and Snapdragon Inn.
What about the best place to stay close to Mount Ascutney?
One of the top choices for your stay is Holiday Inn Club Vacations Mount Ascutney Resort, an IHG Hotel, located 1.8 mi (2.8 km) from Mount Ascutney, and this 3-star resort offers a restaurant and an indoor pool. Windsor Mansion Inn and Rockledge Farm country living are other good choices within a few miles.
What are some accommodations with pools in Windsor?
Woodstock Inn & Resort: Offers a seasonal outdoor pool, an indoor pool, and 4 restaurants. The Mountain Inn at Killington and Align Inn Vermont are a couple of other choices that feature an onsite pool. View all hotels with pools in Windsor.
What is the best hotel near Hartness State Airport (VSF)?
The Inn at Weathersfield is a popular 4-star inn featuring free breakfast and a restaurant. It's located a short 1.3 mi (2.1 km) from Hartness State Airport. Another good choice close to the airport is Hartness House Inn, located 3.7 mi (5.9 km) away.
How is it staying in Windsor?
Visitors can enjoy all that Windsor has to offer including the breweries, golf courses, and forests. The scenic and rural setting also entices those visiting the city. In Windsor, there are 23 hotels and other accommodations to choose from. Find out more about Windsor.
What should I see while I'm in Windsor?
The picturesque setting of Connecticut River and Paradise Park exemplify the area's natural beauty. A couple of additional sights to add to your agenda are American Precision Museum and Harpoon Brewery. Check out what more to see and do in Expedia's Windsor guide.
What's the best way to get around Windsor?
To venture out into the surrounding area, ride aboard one of the trains from Windsor Station. If you want to venture out around the area, you may want a rental car in Windsor for your journey.
What's the seasonal weather like in Windsor?
The hottest months are usually July and August with an average temp of 62°F, while the coldest months are January and February with an average of 22°F. The snowiest months in Windsor are March, January, November, and February, with each month seeing an average of 15 inches of snowfall.

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