Find hotels in Windsor, VT from $79

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Our top choices for Windsor hotels

Fat Sheep Farm & Cabins

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
$195 nightly
The price is $213
Jan 4 - Jan 5, 2026
Total with taxes and fees
Fat Sheep Farm & Cabins

Mountain Valley Retreat

Mountain Valley Retreat
2.5 star property
Killington
9.6 out of 10, Exceptional, (191)
"This was my third stay with Mike and Barbara. It's just so lovely in a beautiful rural setting! And sure can't complain about the hearty breakfasts cooked by Chef Mike. It's certain I'll return on another ski adventure to Killington."
United States
Kathy
$110 nightly
The price is $124
Jan 11 - Jan 12, 2026
Total with taxes and fees
Mountain Valley Retreat

Align Inn Vermont

Align Inn Vermont
2.5 star property
Quechee
9.4 out of 10, Exceptional, (1058)
"Overall great stay."
United States
Kathryn
$120 nightly
The price is $132
Jan 4 - Jan 5, 2026
Total with taxes and fees
Align Inn Vermont

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (806)
"so clean and friendly it was a perfect stay!"
United States
Colette
$152 nightly
The price is $167
Jan 5 - Jan 6, 2026
Total with taxes and fees
Best Western Springfield Hotel

Comfort Inn White River Junction

Comfort Inn White River Junction
2.5 star property
White River Junction
7.4 out of 10, Good, (970)
"Goo"
United States
Jay
$101 nightly
The price is $111
Jan 25 - Jan 26, 2026
Total with taxes and fees
Comfort Inn White River Junction

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (549)
"The staff at this motel are 5 star! Lisa went above and beyond to make my stay easy since I was there for a medical procedure. "
United States
Crystal
$135 nightly
The price is $149
Jan 6 - Jan 7, 2026
Total with taxes and fees
Sleep Woodstock Motel

Holiday Inn Express Hotel & Suites White River Junction by IHG

Holiday Inn Express Hotel & Suites White River Junction by IHG
2.5 star property
White River Junction
8.6 out of 10, Excellent, (1003)
"Staff was amazing! The rooms were super clean, the amenities were absolutely amazing"
United States
Chloe
$107 nightly
The price is $118
Dec 31 - Jan 1, 2026
Total with taxes and fees
Holiday Inn Express Hotel & Suites White River Junction by IHG

Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon
2.5 star property
West Lebanon
8.2 out of 10, Very Good, (1000)
"Staff was excellent. Everything was clean as expected. "
United States
Robert
$145 nightly
The price is $158
Jan 4 - Jan 5, 2026
Total with taxes and fees
Fireside Inn & Suites West Lebanon

Super 8 by Wyndham White River Junction

Super 8 by Wyndham White River Junction
2.0 star property
White River Junction
6.2 out of 10, (1002)
"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
$72 nightly
The price is $79
Jan 3 - Jan 4, 2026
Total with taxes and fees
Super 8 by Wyndham White River Junction

Hilton Garden Inn Hanover Lebanon

Hilton Garden Inn Hanover Lebanon
3.0 star property
Lebanon
9.0 out of 10, Wonderful, (1004)
"Nice and quite stay"
United States
Erin
$133 nightly
The price is $145
Jan 8 - Jan 9, 2026
Total with taxes and fees
Hilton Garden Inn Hanover Lebanon

Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (453)
"Great place"
United States
brier
$96 nightly
The price is $105
Dec 28 - Dec 29
Total with taxes and fees
Claremont Motor Lodge

Hampton Inn White River Junction

Hampton Inn White River Junction
2.5 star property
White River Junction
8.6 out of 10, Excellent, (1001)
"Great location, clean and friendly staff"
United States
Catherine
$114 nightly
The price is $125
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hampton Inn White River Junction

Quality Inn Lebanon - Hanover

Quality Inn Lebanon - Hanover
2.5 star property
Lebanon
7.2 out of 10, Good, (487)
"The room was clean, the breakfast was good for the price, the place was pretty empty the whole time, we never saw other people at breakfast and the staff was very nice and accommodating "
United States
Dylan
$89 nightly
The price is $97
Jan 4 - Jan 5, 2026
Total with taxes and fees
Quality Inn Lebanon - Hanover

Best Western West Lebanon-Hanover Hotel

Best Western West Lebanon-Hanover Hotel
2.5 star property
West Lebanon
8.4 out of 10, Very Good, (931)
"Friendly staff, clean rooms, easy check in/out"
United States
Tony
$114 nightly
The price is $124
Jan 4 - Jan 5, 2026
Total with taxes and fees
Best Western West Lebanon-Hanover Hotel

Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (244)
"Gourmet breakfast, quiet and beautiful scenery. Loved it!!!!!"
United States
RICHARD
$169 nightly
The price is $184
Jan 8 - Jan 9, 2026
Total with taxes and fees
Harvest Barn Inn

Newport Motel

Newport Motel
2.0 star property
Newport
8.8 out of 10, Excellent, (267)
"Nice place to short stay "
Mexico
Vanessa
$105 nightly
The price is $114
Jan 26 - Jan 27, 2026
Total with taxes and fees
Newport Motel

White River Inn and Suites

White River Inn and Suites
2.5 star property
White River Junction
7.0 out of 10, Good, (1005)
"Very nice hotel, location was perfect. "
United States
Smith
$109 nightly
The price is $120
Jan 4 - Jan 5, 2026
Total with taxes and fees
White River Inn and Suites

Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee
2.0 star property
Newbury
9.2 out of 10, Wonderful, (50)
"Everything was great, would recommend"
United States
Ralph DiMonte
$136 nightly
The price is $148
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hideaway Inn Mt.Sunapee

Mountain Sports Inn

Mountain Sports Inn
2.0 star property
The Woods
8.8 out of 10, Excellent, (990)
"Staff was great and breakfast was excellent "
United States
Bruce
$129 nightly
The price is $142
Jan 4 - Jan 5, 2026
Total with taxes and fees
Mountain Sports Inn

Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

Mountain Edge Suites at Sunapee, an Ascend Collection Hotel
3.0 star property
Newbury
9.2 out of 10, Wonderful, (381)
"Great stay in a good location "
United States
Richard
$184 nightly
The price is $200
Jan 26 - Jan 27, 2026
Total with taxes and fees
Mountain Edge Suites at Sunapee, an Ascend Collection Hotel
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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

  • Thrilling Skiing Adventures: Enjoy exciting ski vacations at Windsor's popular ski resorts amidst stunning landscapes.
  • Historic Bridges: Explore the town's charming historic bridges, showcasing local architecture and history.
  • Live Music Scene: Unwind with live music performances, perfect for relaxing after a day of outdoor activities.
  • Picturesque Downtown: Stroll through the quaint downtown area filled with shops and a friendly atmosphere.
  • Family-Friendly Activities: Discover a variety of outdoor and cultural experiences ideal for families.

Find great hotels near Windsor

Discover a range of hotel accommodations in Windsor, Vermont, perfect for your next adventure. Whether you're seeking a family-friendly stay or a pet-friendly option, Windsor offers various lodging types, including agritourism properties and hotels. Explore the best hotels, read reviews, and find competitive room rates to ensure a memorable vacation experience in this charming town.

  • Super 8 by Wyndham White River Junction: Designed for the business traveler on the go, Super 8 by Wyndham White River Junction offers a comfortable stay just 12 miles from Windsor. This pet-friendly motel provides essential amenities like a 24-hour business center, ensuring that guests can stay productive while away from home. With its welcoming atmosphere, the property accommodates pets at no extra charge, making it an ideal choice for those who want to travel with their furry companions. Enjoy a hassle-free lodging experience where convenience meets affordability.
  • Best Western West Lebanon-Hanover Hotel: Located 11 miles from Windsor, the Best Western West Lebanon-Hanover Hotel is a family-friendly haven that warmly welcomes LGBTQIA travelers. This hotel not only provides a supportive environment but also offers essential business amenities, including a 24-hour business center. Families will appreciate the complimentary crib service, ensuring that young guests feel right at home. With its commitment to inclusivity and comfort, this hotel is a great choice for travelers seeking both leisure and functionality during their stay.
  • White River Inn and Suites: Adventure awaits at the White River Inn and Suites, situated 12 miles from Windsor. This LGBTQIA-friendly hotel is perfect for those looking to explore outdoor activities, from skiing to biking, all available nearby. The property is also pet-friendly, accommodating dogs with specific restrictions and fees. Guests can expect a lively atmosphere, with plenty of adventure sports and recreation options onsite or in close proximity. For thrill-seekers and pet owners alike, this hotel offers an exciting and inclusive vacation experience.

Where to stay near Windsor

Windsor, Vermont, is a charming destination perfect for outdoor enthusiasts and families alike. Explore the picturesque downtown shops and enjoy the friendly atmosphere as you experience the city’s rich history. Venture beyond Windsor to discover beautiful landscapes, ski resorts, and exciting excursions that make for an unforgettable Vermont getaway. Whether you’re seeking adventure or relaxation, Windsor offers the ideal blend of scenic beauty and urban charm.

  • Woodstock: Nestled approximately 12 miles from Windsor, Woodstock is a picturesque town known for its stunning natural beauty and outdoor adventures. Visitors flock here for skiing in the winter and vibrant summer activities. The town's charming downtown area features quaint shops and eateries, while the surrounding landscapes offer tranquil lakes, majestic mountains, and inviting valleys. Whether you're hitting the slopes or exploring the scenic trails, Woodstock promises an unforgettable experience for nature enthusiasts.
  • White River Junction: Also located around 12 miles from Windsor, White River Junction is a lively city that blends history with adventure. Known for its outdoor activities, visitors can enjoy skiing during the winter months and hiking throughout the rest of the year. The city is home to historic landmarks, including a prominent college university, and features captivating sights like canyons and picturesque bridges. With a vibrant arts scene and a growing culinary landscape, White River Junction is a must-visit for those seeking a unique travel experience.
  • Lebanon: Just 13 miles from Windsor, Lebanon is a charming city that attracts outdoor enthusiasts year-round. Known for its rich educational environment, the town is home to historic colleges and universities, making it a hub for learning and culture. In addition to its academic allure, Lebanon boasts beautiful lakes and mountains, providing ample opportunities for skiing and adventure sports. The welcoming atmosphere, combined with a variety of recreational activities, makes Lebanon an exciting destination for travelers looking to explore the outdoors.

Things to do in and around Windsor

Windsor, Vermont, is perfect for adventure seekers and outdoor enthusiasts, offering thrilling ski vacations at its popular ski resort. Visitors can enjoy a variety of skiing activities amidst beautiful landscapes. Additionally, the town features live music for those looking to unwind after a day on the slopes, making it an ideal destination for both excitement and relaxation.

Shopping

In Windsor, you can shop at The Sustainable Farmer for unique gifts. North Country Smokehouse, just 7 miles away, offers delicious local products. If you're up for a drive, visit Quechee Gorge Village, 11 miles from Windsor, where you'll find charming shops and artisan crafts.

Recreation

At the Upper Valley Aquatic Center, enjoy family-friendly swimming and fitness activities in a vibrant atmosphere. For outdoor enthusiasts, the Woodstock Country Club offers scenic golf courses amidst lush landscapes. Unwind at The Strong House Spa with rejuvenating body treatments, perfect for relaxation and wellness.

Adventure

Explore the Brownsville Trail in Windsor for a refreshing outdoor experience amidst nature. For skiing enthusiasts, the Arrowhead Recreation Area, located 9 miles away, offers thrilling sports vibes. Enjoy breathtaking views at Morningside Flight Park, 11 miles from Windsor, where adventure meets stunning scenery.

Nightlife

Experience an enchanting evening at the Woodstock Town Hall Theatre for a cultural show, or venture to the Lebanon Opera House for a romantic performance. For a fun-filled adventure, Maple Lanes Arcade offers exciting games just a short drive away, perfect for families and friends alike.

*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, Vermont, consider visiting during the cheaper months of April to May or November, and aim for a Tuesday stay to secure lower hotel rates. Use Expedia to compare room rates and book package deals that combine hotels, flights, and activities for added savings. Joining Expedia’s One Key membership grants you access to exclusive discounts and the opportunity to earn OneKeyCash for future stays. Additionally, explore free local attractions and utilize public transportation to keep costs down while enjoying your visit.

  • 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: Utilize Expedia’s search tool to narrow down your options based on your budget, desired location, and preferred hotel type. To find the best prices and deals, be sure to arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Windsor with your flights and activities by booking a package through Expedia.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Windsor

Windsor, Vermont, is a fantastic destination for adventure and outdoor enthusiasts, offering opportunities for skiing and exploration. Visitors can enjoy historic bridges, scenic state parks, and environmental centers, making it ideal for those seeking cultural experiences and family-friendly activities. Whether you're looking to connect with nature or delve into local history, Windsor has a variety of attractions to satisfy every traveler's interests.

  • Blow-Me-Down Bridge: This historic bridge, located only 0.5 miles from Windsor, offers a glimpse into the area's cultural heritage. Its picturesque setting makes it a great spot for photography and relaxation, surrounded by scenic views.
  • Mount Ascutney: Just 4 miles away, this mountain is perfect for outdoor enthusiasts seeking adventure. With hiking trails and stunning vistas, Mount Ascutney provides a fantastic backdrop for nature lovers and thrill-seekers alike.
  • Saint-Gaudens National Historic Site: Located 2 miles from Windsor, this historic site celebrates the works of sculptor Augustus Saint-Gaudens. Visitors can explore beautiful gardens and art, immersing themselves in the cultural richness of the area.

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

Windsor, Vermont, is conveniently accessible via several regional airports. Lebanon Municipal Airport (LEB) is located 11 miles away, with nearby hotel options including the 4-star Hanover Inn Dartmouth, 5 miles from the airport, and the 3-star Hotel Coolidge, just 2 miles away. Rutland Southern Vermont Regional Airport (RUT) is 28 miles from Windsor, featuring accommodations like the 3.5-star Killington Mountain Lodge, 11 miles away. Hartness State Airport (VSF) is only 12 miles from Windsor, with nearby options such as the 4-star Inn at Weathersfield, just 1 mile away. Each airport provides various transportation services to ensure a smooth journey to your destination.

Frequently asked questions

What is the best area to stay in Windsor?
The best area to stay in Windsor is the historic downtown area, particularly around Main Street and State Street, for its convenient access to local attractions and a pleasant setting.

This central area is Windsor's main hub, characterized by its historic architecture and proximity to the Connecticut River. You'll find local shops, eateries, and key landmarks like the American Precision Museum and the Windsor-Cornish Covered Bridge within easy walking distance. The layout is compact and walkable, making it easy to explore on foot.

Couples often find this area ideal for a relaxing getaway. The charming setting, with its historic buildings and river views, provides a pleasant backdrop for strolls, dining, and exploring local history. Many of the boutique accommodations in this area offer a more personalized and intimate experience.

Families will also appreciate staying downtown due to the ease of access to attractions like the American Precision Museum, which offers engaging exhibits for all ages.
What are the best family hotels in Windsor?
For an excellent family-friendly hotel in Windsor, Fat Sheep Farm & Cabins is a superb choice.

This 3-star property, with an impressive 9.8 rating, offers amenities that cater to families, including free cribs for little ones and a kitchen in each cabin, making meal preparation convenient. Guests also benefit from complimentary parking for RVs, buses, or trucks, free self-parking, and free WiFi. Additionally, the property provides free toiletries and features an electric car charging station and accessible parking.
What are the top pet-friendly hotels in Windsor?
For top pet-friendly hotels in Windsor, Fat Sheep Farm & Cabins is an excellent option.

This 3-star property, with an outstanding 9.8 rating, warmly welcomes both dogs and cats, even providing food and water bowls for your companions. Guests also benefit from complimentary self-parking and free WiFi. The cabins offer a comfortable stay for both you and your pets. See more pet-friendly hotels in Windsor
What are the best budget hotels in Windsor?
For a highly-rated budget hotel in Windsor, consider the Fat Sheep Farm & Cabins.

The 3-star Fat Sheep Farm & Cabins, with an exceptional 9.8 rating, offers guests a comfortable stay with a focus on convenience and practicality. Travelers will appreciate the free parking for RVs, buses, and trucks, as well as complimentary self-parking and electric car charging stations. The accommodations also feature free Wi-Fi and fully equipped kitchens, providing a home-like experience. Families traveling with infants will also find the free cribs a useful amenity.
What are the most romantic hotels in Windsor for couples?
For a romantic getaway in Windsor, consider the Fat Sheep Farm & Cabins.

This 3-star property, with an outstanding 9.8 rating, offers a wonderful setting for couples. Guests appreciate the free parking, free WiFi, and the convenience of a kitchen in each cabin, allowing for private, cozy meals. The cabins also offer mountain views, providing a picturesque backdrop for a romantic retreat. See all romantic hotels in Windsor
When is the best time to go to Windsor?
The best time to go to Windsor, Vermont, is during the summer months, from June to August, and the fall foliage season, from late September to mid-October.

Summer in Windsor offers pleasant weather, with average temperatures ranging from the mid-60s to high 70s Fahrenheit. This is an ideal time for outdoor activities, including exploring the Cornish-Windsor Covered Bridge, the longest two-span covered bridge in the United States, and enjoying the walking trails along the Connecticut River. The warm weather is also superb for visiting the Saint-Gaudens National Historical Park, which hosts outdoor concerts and events. Families will find plenty to do, from picnicking in local parks to visiting the numerous local farms.

The fall foliage season transforms Windsor into a picturesque landscape, with vibrant reds, oranges, and yellows. While cooler, with temperatures typically in the 50s and 60s Fahrenheit, this period is highly sought after for its scenic beauty. It's a prime time for leisurely drives through the countryside, visiting local apple orchards, and enjoying the crisp air. Couples often find this season particularly romantic for a getaway, with opportunities for cozy stays and scenic photography amidst the colorful backdrop.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Windsor.
How can I save on a Windsor hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Windsor hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Windsor hotel?
Prices for hotels in Windsor often vary, but you can find a great deal from $79 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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