Find hotels in Windsor, VT from AED 326

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

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
The price is AED 547
AED 797 total
includes taxes & fees
19 Jan - 20 Jan
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, (785 reviews)
"My family has been staying here for 10 years. The staff is excellent. The grounds are perfect and their tons of things for my family to do while being equidistant to okemo and Killington mountains"
United States
Harold
The price is AED 547
AED 657 total
includes taxes & fees
26 Jan - 27 Jan
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)
"Beautiful historic property. We had dinner at the hotel restaurant and it was fantastic!"
United States
Dion
The price is AED 559
AED 615 total
includes taxes & fees
2 Feb - 3 Feb
The Quechee Inn at Marshland Farm

Okemo Westwood Condo 3 Bedroom Condo by RedAwning

Okemo Westwood Condo 3 Bedroom Condo by RedAwning
3.5 star property
Ludlow
The price is AED 1,588
AED 4,258 total
includes taxes & fees
3 Feb - 4 Feb
Okemo Westwood Condo 3 Bedroom Condo by RedAwning

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 AED 676
AED 1,100 total
includes taxes & fees
19 Jan - 20 Jan
Brook Road Condo

Align Inn Vermont

Align Inn Vermont
2.5 star property
Quechee
9.4 out of 10, Exceptional, (1,079 reviews)
"Nice property and great owners and staff"
United States
Martin
The price is AED 397
AED 436 total
includes taxes & fees
19 Jan - 20 Jan
Align Inn Vermont

Main and Mountain Bar & Motel

Main and Mountain Bar & Motel
2.0 star property
Ludlow
9.6 out of 10, Exceptional, (214 reviews)
"Overall great property and stay!"
United States
Cassondra
The price is AED 1,131
AED 1,244 total
includes taxes & fees
26 Jan - 27 Jan
Main and Mountain Bar & Motel

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
3.5 star property
Cavendish
8.8 out of 10, Excellent, (956 reviews)
"Clean, nice pool and hot tub, and good price!"
United States
Marci
The price is AED 569
AED 649 total
includes taxes & fees
19 Jan - 20 Jan
Pointe at Castle Hill Resort

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, (1,003 reviews)
"Good stay with breakfast!!!"
United States
Taras
The price is AED 437
AED 481 total
includes taxes & fees
8 Feb - 9 Feb
Holiday Inn Express Hotel & Suites White River Junction by IHG

Rodeway Inn Bellows Falls

Rodeway Inn Bellows Falls
2.0 star property
Bellows Falls
6.2 out of 10, (288 reviews)
"Clean room. Very basic. Easy access to the interstate."
United States
Bruce
The price is AED 403
AED 439 total
includes taxes & fees
16 Feb - 17 Feb
Rodeway Inn Bellows Falls

Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (246 reviews)
"Gourmet breakfast, quiet and beautiful scenery. Loved it!!!!!"
United States
RICHARD
The price is AED 577
AED 629 total
includes taxes & fees
26 Jan - 27 Jan
Harvest Barn Inn

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, (1,003 reviews)
"Staff were helpful"
Canada
Aaron
The price is AED 297
AED 326 total
includes taxes & fees
6 Feb - 7 Feb
Super 8 by Wyndham White River Junction

Castle Hill Resort And Spa

Castle Hill Resort And Spa
3.5 star property
Cavendish
9.0 out of 10, Wonderful, (105 reviews)
"Great place for a good price. "
United States
Matthew
The price is AED 644
AED 702 total
includes taxes & fees
26 Jan - 27 Jan
Castle Hill Resort And Spa

Hampton Inn White River Junction

Hampton Inn White River Junction
2.5 star property
White River Junction
8.6 out of 10, Excellent, (1,002 reviews)
"Great people, great place. "
United States
Ivan
The price is AED 428
AED 471 total
includes taxes & fees
8 Feb - 9 Feb
Hampton Inn White River Junction

Brook Road Cabin

Brook Road Cabin
3.5 star property
Goshen
7.8 out of 10, Good, (9 reviews)
"In the aftermath of 30+” of snow we dug out and sought a new location with power and hot showers. How blessed we were to find this gem. A point of refuge and some much needed R&R. Cabin was quaint, warm, and comfortable, and the host was attentive and welcoming. Thank you for this port in the storm. 😊"
United States
Jill
The price is AED 699
AED 1,125 total
includes taxes & fees
20 Jan - 21 Jan
Brook Road Cabin

Echo Lake Inn

Echo Lake Inn
2.5 star property
Plymouth
8.6 out of 10, Excellent, (98 reviews)
"No lake-view. Friendly staff, excellent breakfast."
United States
Wendy
The price is AED 1,006
AED 1,097 total
includes taxes & fees
26 Jan - 27 Jan
Echo Lake Inn

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, (844 reviews)
"Clean, staff was great. "
United States
Chris
The price is AED 1,444
AED 1,755 total
includes taxes & fees
22 Jan - 23 Jan
Jackson Gore Village, A Vail Resorts Property

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 stay"
United States
Chris
The price is AED 415
AED 457 total
includes taxes & fees
8 Feb - 9 Feb
White River Inn and Suites

The Hartness House

The Hartness House
3.0 star property
Springfield
8.2 out of 10, Very Good, (332 reviews)
"nice folks, practical place to stay. "
United States
Mark
The price is AED 671
AED 738 total
includes taxes & fees
12 Feb - 13 Feb
The Hartness House

Royal Inn Claremont

Royal Inn Claremont
2.0 star property
Claremont
6.6 out of 10, (319 reviews)
"Affordable"
United States
Cheryl
The price is AED 364
AED 395 total
includes taxes & fees
19 Jan - 20 Jan
Royal Inn Claremont
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.
Save an average of 15% on thousands of hotels when you're signed in

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 is perfect for skiing and outdoor activities, offering scenic landscapes and adventure-filled experiences.
  • Historic Charm: Explore the town's rich history through its charming downtown shops and historic bridges.
  • Vibrant Local Scene: Enjoy live music performances that contribute to Windsor's lively atmosphere.
  • Diverse Accommodations: Choose from a variety of lodging options, including pet-friendly and family-oriented stays.
  • Natural Beauty: Immerse yourself in stunning natural settings and national state parks surrounding the area.

Find great hotels near Windsor

Discover the charm of Windsor, Vermont, where a variety of accommodations await to enhance your vacation experience. Whether you're seeking adventure, a pet-friendly environment, or a family-oriented stay, Windsor's hotels cater to every traveler’s needs. With many options to choose from, including agritourism properties and traditional hotels, you'll find the perfect spot to relax and explore the beautiful surroundings. Don't miss out on reading hotel reviews and checking room rates to ensure a memorable visit.

  • Super 8 by Wyndham White River Junction: Conveniently located 19.3km from Windsor, the Super 8 by Wyndham White River Junction is an ideal choice for travelers seeking a comfortable and budget-friendly motel experience. This pet-friendly property welcomes furry companions with a flexible pet policy. Whether you're on a business trip or a leisurely getaway, you can enjoy amenities such as complimentary breakfast, free Wi-Fi, and a friendly atmosphere tailored for both solo travelers and families alike.
  • Fireside Inn & Suites West Lebanon: Situated just 17.7km from Windsor, Fireside Inn & Suites West Lebanon offers a warm and inviting hotel experience perfect for business travelers and pet owners. With a focus on comfort, the hotel features cozy accommodations with modern amenities. Guests can take advantage of the pet-friendly policy, which includes food and water bowls for your furry friends. Additionally, the hotel's proximity to local attractions and business hubs makes it a great choice for both leisure and work-related stays.
  • White River Inn and Suites: Located 19.3km from Windsor, the White River Inn and Suites is perfect for adventurous travelers seeking a blend of business and leisure. This hotel not only welcomes pets but also offers a plethora of onsite and nearby adventure sports activities, including skiing, snowboarding, and bicycle rentals. With a focus on outdoor experiences, guests can enjoy comfortable accommodations while exploring the natural beauty of the area. The friendly staff and extensive amenities make it an excellent choice for your Vermont getaway.

Where to stay in and around Windsor

Windsor, Vermont, offers an ideal getaway for adventure seekers and families alike. Explore its charming downtown shops, enjoy scenic outdoor activities, and immerse yourself in the friendly, historical atmosphere. With ski vacations nearby and a perfect blend of urban vibes and natural beauty, Windsor is a delightful base for excursions to nearby towns, making it a true Vermont escape.

  • Woodstock: Located 19.3km from Windsor, Woodstock is a charming city that offers a mix of outdoor adventure and picturesque scenery. Known for its vibrant arts scene and historic architecture, visitors flock here for skiing during the winter months and hiking in the summer. With peaks in visitor numbers from July to October, Woodstock features popular ski resorts and beautiful lakes, making it an ideal destination for both winter sports enthusiasts and summer adventurers. Don't miss exploring the nearby national state park for breathtaking views and nature trails.
  • Cornish: Just 1.6km away from Windsor, the quaint city of Cornish is a seasonal gem that draws visitors particularly from June to August. Renowned for its stunning scenery and outdoor activities, Cornish is perfect for those looking to immerse themselves in nature. Enjoy the thrill of skiing or take in the sights of the local mountains, iconic bridges, and historical monuments. This tight-knit community also offers educational experiences that highlight its rich cultural heritage, making it a lovely stop for travelers seeking both adventure and learning.
  • Ascutney: Nestled within the Windsor area, Ascutney is a delightful village known for its year-round appeal, peaking in visitor numbers from July to September. It offers an exciting blend of skiing, sports, and adventure activities. The nearby ski fields and resorts cater to both beginners and seasoned skiers alike. Additionally, Ascutney is in close proximity to beautiful lakes and majestic mountains, as well as national state parks, providing numerous opportunities for outdoor exploration and relaxation amidst nature's beauty.

Things to do in and around Windsor

Windsor, Vermont, offers a perfect getaway for adventure enthusiasts and outdoor lovers, featuring activities like skiing at its renowned ski resorts and fields. Visitors can also enjoy the lively local scene, including live music performances that add to the vibrant atmosphere. Whether you're hitting the slopes or soaking in the local culture, Windsor promises a memorable experience for all vacationers.

Shopping

In Windsor, you can visit The Sustainable Farmer for unique gifts. North Country Smokehouse is also nearby for delicious local food products, just 11.3km away. If you're up for a drive, check out Quechee Gorge Village, located 17.7km from Windsor, for more shopping options.

Recreation

The Upper Valley Aquatic Center offers a family-friendly atmosphere with swimming and fitness activities, perfect for all ages. For golf enthusiasts, the Woodstock Country Club provides an outdoor sports experience amidst beautiful scenery. The Strong House Spa is a tranquil haven for rejuvenating body treatments and relaxation.

Adventure

Experience the Brownsville Trail, a captivating outdoor adventure right in Windsor, perfect for hiking and nature walks. For thrilling winter sports, head to Arrowhead Recreation Area, located 14.5km away, offering great skiing opportunities. Enjoy breathtaking views at Morningside Flight Park, 17.7km from Windsor, with exhilarating scenic flights.

Nightlife

In Windsor, head to Maple Lanes for a fun-filled arcadeAdventureZone just 12.9km away, perfect for family vibes. For a more cultural experience, the Woodstock Town Hall Theatre and Lebanon Opera House, both within 12 and 20.9km respectively, offer romance and engaging entertainment.

*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, consider visiting during the cheaper months of April to May and November, with Tuesdays being the most affordable days to stay. Use Expedia’s search tool to compare hotel rates and find package deals that combine accommodations with flights and activities for additional savings. Take advantage of free local attractions and opt for public transportation or walking to explore the area, as this can significantly reduce travel costs while allowing you to enjoy Windsor's charm.

  • 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 refine your options based on your budget, desired location, and preferred hotel type. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Windsor with flights and activities by booking a package through Expedia.

Find the best attractions near Windsor

Windsor, Vermont, offers a fantastic mix of adventure and outdoor activities, making it perfect for ski vacations. Visitors can explore historic bridges, national state parks, and environmental centers, catering to those seeking culture, family experiences, and outdoor fun. Don't miss the chance to immerse yourself in the natural beauty and rich history that Windsor has to offer.

  • Blow-Me-Down Bridge: This historic bridge, located 805m from Windsor, offers a glimpse into the area's rich cultural heritage. Its unique design and picturesque setting make it an ideal spot for photography and leisurely walks.
  • Mount Ascutney: A mere 6.4km from Windsor, Mount Ascutney presents incredible outdoor adventures. Hike or bike the scenic trails to enjoy breathtaking views, perfect for nature lovers and thrill-seekers alike.
  • Saint-Gaudens National Historic Site: Just 3.2km away, this historic site celebrates the works of renowned sculptor Augustus Saint-Gaudens. Explore beautiful gardens and impressive sculptures, immersing yourself in the area's artistic culture.

Best time to go to Windsor

The best time to visit Windsor is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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 a few airport options for your arrival. Lebanon Municipal Airport (LEB) is situated 17.7km away, with nearby hotel choices like the 4-star Hanover Inn Dartmouth, 8.0km from the airport, and the 3-star Hotel Coolidge, just 3.2km away. Rutland Southern Vermont Regional Airport (RUT) is 45.1km from Windsor, offering accommodations like the 3.5-star Killington Mountain Lodge, 17.7km away. Hartness State Airport (VSF) is located 13.2km from Windsor, with nearby options such as the 4-star Inn at Weathersfield, just 1.6km away. Each airport provides convenient access to these comfortable lodging choices.

Frequently asked questions

What's the best place to stay in Windsor?
White River Inn and Suites, located 11.6 mi (18.6 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 Killington Mountain Lodge, Tapestry Collection by Hilton and The Mountain Inn at Killington. See all available top hotels, or vacation rentals in Windsor.
What are some of the best vacation rentals in Windsor?
Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River: This vacation home near Windsor is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. See all 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?
White River Inn and Suites: Features a children's pool, an indoor pool, and a snack bar/deli. The Mountain Inn at Killington 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. This city also attracts tourists with its scenic and rural setting. A top sight in the area is Okemo Mountain Resort. 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. Additionally, you'll find Okemo Mountain Resort in the area. 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.

Explore a world of travel with Expedia