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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, (13 reviews)
"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

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
3.0 star property
Brownsville
9.0 out of 10, Wonderful, (805 reviews)
"Big, clean, friendly, great "
United States
Brian
The price is NT$3,358
NT$4,172 total
includes taxes & fees
Mar 15 - Mar 16
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

The Quechee Inn at Marshland Farm

The Quechee Inn at Marshland Farm
3.0 star property
Quechee
9.0 out of 10, Wonderful, (1,000 reviews)
"Had a great Stay. Food was Very Good"
United States
Allen
The price is NT$4,751
NT$5,226 total
includes taxes & fees
Mar 15 - Mar 16
The Quechee Inn at Marshland Farm

Align Inn Vermont

Align Inn Vermont
2.5 star property
Quechee
9.4 out of 10, Exceptional, (1,123 reviews)
"Very clean room, kind staff and excellent breakfast. "
Canada
Yong
The price is NT$3,373
NT$3,711 total
includes taxes & fees
Mar 8 - Mar 9
Align Inn Vermont

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
3.5 star property
Cavendish
8.8 out of 10, Excellent, (992 reviews)
"Friendly staff, clean rooms. "
United States
Kirt
The price is NT$5,293
NT$6,034 total
includes taxes & fees
Mar 8 - Mar 9
Pointe at Castle Hill Resort

Main and Mountain Bar & Motel

Main and Mountain Bar & Motel
2.0 star property
Ludlow
9.6 out of 10, Exceptional, (218 reviews)
"Overall great property and stay!"
United States
Cassondra
The price is NT$9,614
NT$10,576 total
includes taxes & fees
Mar 11 - Mar 12
Main and Mountain Bar & Motel

Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property
3.0 star property
Jackson Gore Base Area
8.6 out of 10, Excellent, (846 reviews)
"Clean, staff was great. "
United States
Chris
The price is NT$11,649
NT$14,153 total
includes taxes & fees
Mar 23 - Mar 24
Jackson Gore Village, A Vail Resorts Property

Rodeway Inn Bellows Falls

Rodeway Inn Bellows Falls
2.0 star property
Bellows Falls
6.2 out of 10, (290 reviews)
"Clean room. Very basic. Easy access to the interstate."
United States
Bruce
The price is NT$3,425
NT$3,733 total
includes taxes & fees
Mar 29 - Mar 30
Rodeway Inn Bellows Falls

Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (252 reviews)
"Everything was great. Awesome hosts, room, common areas and a fabulous breakfast. Can’t recommend too highly."
United States
Mark
Harvest Barn Inn

Brook Road Inn

Brook Road Inn
3.0 star property
Goshen
8.6 out of 10, Excellent, (249 reviews)
"A cozy and comfortable venue."
United States
Brian
Brook Road Inn

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, (1,001 reviews)
"GREAT STAY"
United States
Ronald
The price is NT$3,608
NT$3,969 total
includes taxes & fees
Mar 1 - Mar 2
Holiday Inn Express Hotel & Suites White River Junction by IHG

Kedron Valley Inn

Kedron Valley Inn
3.5 star property
South Woodstock
9.0 out of 10, Wonderful, (333 reviews)
"Clean very well decorated room with comfortable beds and lots of pillows. Would stay again "
United States
Andrew
Kedron Valley Inn

Super 8 by Wyndham White River Junction

Super 8 by Wyndham White River Junction
2.0 star property
White River Junction
6.4 out of 10, (1,002 reviews)
"Clean and comfortable "
United States
Anthony
The price is NT$2,655
NT$2,920 total
includes taxes & fees
Mar 29 - Mar 30
Super 8 by Wyndham White River Junction

The Common Man Inn & Restaurant

The Common Man Inn & Restaurant
3.5 star property
Claremont
9.6 out of 10, Exceptional, (377 reviews)
"We loved staying here! It is very quaint, everyone is friendly and the restaurant is great!"
United States
Erica
The price is NT$4,718
NT$5,119 total
includes taxes & fees
Mar 9 - Mar 10
The Common Man Inn & Restaurant

Royal Inn Claremont

Royal Inn Claremont
2.0 star property
Claremont
6.6 out of 10, (324 reviews)
"Good room for a budget motel"
United States
Laikum
The price is NT$3,436
NT$3,728 total
includes taxes & fees
Mar 1 - Mar 2
Royal Inn Claremont

Hampton Inn White River Junction

Hampton Inn White River Junction
2.5 star property
White River Junction
8.6 out of 10, Excellent, (1,000 reviews)
"Great people, great place. "
United States
Ivan
The price is NT$3,816
NT$4,198 total
includes taxes & fees
Mar 8 - Mar 9
Hampton Inn White River Junction

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (832 reviews)
"Very friendly staff. The room and all surroundings were clean and fresh smelling."
United States
Alison
The price is NT$4,223
NT$4,645 total
includes taxes & fees
Mar 2 - Mar 3
Best Western Springfield Hotel

White River Inn and Suites

White River Inn and Suites
2.5 star property
White River Junction
7.0 out of 10, Good, (1,001 reviews)
"Great location. "
United States
Lily
White River Inn and Suites

Echo Lake Inn

Echo Lake Inn
2.5 star property
Plymouth
8.6 out of 10, Excellent, (99 reviews)
"Food was excellent. Room was clean and cozy. Staff were all incredibly welcoming and friendly. Perfect location. Would highly recommend. "
United States
Danielle
The price is NT$9,104
NT$9,923 total
includes taxes & fees
Mar 2 - Mar 3
Echo Lake Inn

Brook Road Condo

Brook Road Condo
3.0 star property
Goshen
8.8 out of 10, Excellent, (3 reviews)
"Convenient location, quiet and rural. Accommodations were clean and neat. Nice to have full kitchen for meal prep and snacks."
United States
Margaret
The price is NT$5,747
NT$9,354 total
includes taxes & fees
Mar 8 - Mar 9
Brook Road Condo
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?
Killington Mountain Lodge, Tapestry Collection by Hilton, located 22.8 mi (36.8 km) from the heart of Windsor, is a top choice for your stay based on our traveler data. Other good options for your visit to the area are Align Inn Vermont and Fireside Inn & Suites West Lebanon. 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?
Align Inn Vermont: Offers daily, an indoor pool, and free self parking. Fireside Inn & Suites West Lebanon and Pointe at Castle Hill Resort 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 22 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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