Find hotels in Windsor, VT from AED 343

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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

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (837 reviews)
"Very friendly staff. The room and all surroundings were clean and fresh smelling."
United States
Alison
The price is AED 497
AED 546 total
includes taxes & fees
9 Mar - 10 Mar
Best Western Springfield Hotel

Mountain Valley Retreat

Mountain Valley Retreat
2.5 star property
Killington
9.6 out of 10, Exceptional, (199 reviews)
"Superb stay all the way around! Mike and Barbara work very hard for their guests and it shows with all the room details and breakfast is 5 out of 5 stars everytime. Check in and out is very easy as well as parking even on snow covered days as the property is very well kept and cleared. Loved it and want to return!"
United States
Steven
The price is AED 404
AED 457 total
includes taxes & fees
11 Mar - 12 Mar
Mountain Valley Retreat

Lincoln Inn & Gallery

Lincoln Inn & Gallery
3.0 star property
West Woodstock
8.6 out of 10, Excellent, (63 reviews)
"The accommodations are perfect for a weekend away and less than a 20 minute drive to Killington resort!! It is a very warm and cute stay"
United States
Ronda
The price is AED 505
AED 556 total
includes taxes & fees
15 Mar - 16 Mar
Lincoln Inn & Gallery

Align Inn Vermont

Align Inn Vermont
2.5 star property
Quechee
9.4 out of 10, Exceptional, (1,136 reviews)
"Very clean room, kind staff and excellent breakfast. "
Canada
Yong
The price is AED 373
AED 410 total
includes taxes & fees
16 Mar - 17 Mar
Align Inn Vermont

Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee
2.0 star property
Newbury
8.8 out of 10, Excellent, (132 reviews)
"The room was spotless and check in was extremely easy"
United States
Emma
The price is AED 500
AED 542 total
includes taxes & fees
8 Mar - 9 Mar
Hideaway Inn Mt.Sunapee

The Inn at Weathersfield

The Inn at Weathersfield
4.0 star property
Perkinsville
10.0 out of 10, Exceptional, (75 reviews)
"Everything was really lovely, clean and nice. Loved the downstairs lounge and bar areas, so warm and relaxing. The host was extremely gracious. Looking forward to going back soon! "
United States
James
The Inn at Weathersfield

Killington Haus

Killington Haus
2.0 star property
Killington
8.6 out of 10, Excellent, (21 reviews)
"Great location to ski resort and excellent Ramen restaurant on site "
United States
Kim
The price is AED 593
AED 653 total
includes taxes & fees
8 Mar - 9 Mar
Killington Haus

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (559 reviews)
"So much love and thoughtfulness was put into our room and common area. Comfy beds, little touches like free snacks and goodies and super clean room. It's also super dog friendly! There's also a fantastic little coffee stand walking distance. "
United States
JILL
The price is AED 754
AED 1,059 total
includes taxes & fees
21 Mar - 22 Mar
Sleep Woodstock Motel

Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very Good, (420 reviews)
"Great staff and service. "
United States
Chris
The price is AED 474
AED 516 total
includes taxes & fees
10 Mar - 11 Mar
Fullerton Inn

The Quechee Inn at Marshland Farm

The Quechee Inn at Marshland Farm
3.0 star property
Quechee
9.0 out of 10, Wonderful, (1,002 reviews)
"Had a great Stay. Food was Very Good"
United States
Allen
The price is AED 518
AED 570 total
includes taxes & fees
11 Mar - 12 Mar
The Quechee Inn at Marshland Farm

Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (253 reviews)
"Everything was great. Awesome hosts, room, common areas and a fabulous breakfast. Can’t recommend too highly."
United States
Mark
Harvest Barn Inn

Newport Motel

Newport Motel
2.0 star property
Newport
8.8 out of 10, Excellent, (297 reviews)
"The room was in good condition. Nothing exceptional other than being comfortable. Staff was friendly and helpful. Would recommend for a short stay. "
United States
J David
The price is AED 377
AED 409 total
includes taxes & fees
4 Apr - 5 Apr
Newport Motel

The Common Man Inn & Restaurant

The Common Man Inn & Restaurant
3.5 star property
Claremont
9.6 out of 10, Exceptional, (378 reviews)
"We loved staying here! It is very quaint, everyone is friendly and the restaurant is great!"
United States
Erica
The price is AED 555
AED 602 total
includes taxes & fees
9 Mar - 10 Mar
The Common Man Inn & Restaurant

Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (478 reviews)
"Only 35 min from Okemo. Had what we needed and plenty of hot water "
United States
Marissa
The price is AED 380
AED 412 total
includes taxes & fees
15 Mar - 16 Mar
Claremont Motor Lodge

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (115 reviews)
"So great all around!"
United States
Janet
The price is AED 721
AED 786 total
includes taxes & fees
16 Mar - 17 Mar
Stone Hearth Inn and Eatery

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, (970 reviews)
"Great location and nice staff. "
United States
Rebecca
The price is AED 394
AED 427 total
includes taxes & fees
16 Mar - 17 Mar
Best Western West Lebanon-Hanover Hotel

Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon
2.5 star property
West Lebanon
8.2 out of 10, Very Good, (1,006 reviews)
"clean room very friendly staff, great breakfast"
United States
John
The price is AED 530
AED 575 total
includes taxes & fees
9 Mar - 10 Mar
Fireside Inn & Suites West Lebanon

Hotel Coolidge

Hotel Coolidge
3.0 star property
White River Junction
8.2 out of 10, Very Good, (1,006 reviews)
"Room very clean, staff welcoming and professional. "
Canada
Jonathan
Hotel Coolidge

Mountain Sports Inn

Mountain Sports Inn
2.0 star property
Killington
8.8 out of 10, Excellent, (1,006 reviews)
"All wonderful for a two day stay!"
United States
Charles
The price is AED 364
AED 400 total
includes taxes & fees
5 Apr - 6 Apr
Mountain Sports Inn
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

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?
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.
What are some of the best vacation rentals in Windsor?
Spectacular opportunity to enjoy the finest property in Killington Summit: Located near Windsor, this vacation home rental is located in the mountains and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a hot tub. 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?
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.