Windsor Hotels

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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, (804 reviews)
"Big, clean, friendly, great "
United States
Brian
The price is P6,234
P7,747 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, (1,002 reviews)
"Had a great Stay. Food was Very Good"
United States
Allen
The price is P8,665
P9,532 total
includes taxes & fees
Mar 1 - Mar 2
The Quechee Inn at Marshland Farm

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
3.5 star property
Cavendish
8.8 out of 10, Excellent, (988 reviews)
"Friendly staff, clean rooms. "
United States
Kirt
The price is P9,829
P11,205 total
includes taxes & fees
Mar 1 - Mar 2
Pointe at Castle Hill Resort

Align Inn Vermont

Align Inn Vermont
2.5 star property
Quechee
9.4 out of 10, Exceptional, (1,120 reviews)
"Very clean room, kind staff and excellent breakfast. "
Canada
Yong
The price is P6,281
P6,909 total
includes taxes & fees
Feb 24 - Feb 25
Align Inn Vermont

Main and Mountain Bar & Motel

Main and Mountain Bar & Motel
2.0 star property
Ludlow
9.6 out of 10, Exceptional, (217 reviews)
"Overall great property and stay!"
United States
Cassondra
The price is P17,901
P19,691 total
includes taxes & fees
Mar 2 - Mar 3
Main and Mountain Bar & Motel

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

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 P6,377
P6,951 total
includes taxes & fees
Mar 25 - Mar 26
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 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
Brook Road Cabin

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, (1,004 reviews)
"GREAT STAY"
United States
Ronald
The price is P6,234
P6,858 total
includes taxes & fees
Mar 8 - Mar 9
Holiday Inn Express Hotel & Suites White River Junction by IHG

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 P21,690
P26,352 total
includes taxes & fees
Mar 23 - Mar 24
Jackson Gore Village, A Vail Resorts Property

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, (1,004 reviews)
"Clean and comfortable "
United States
Anthony
The price is P4,943
P5,438 total
includes taxes & fees
Mar 22 - Mar 23
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, (107 reviews)
"Great place for a good price. "
United States
Matthew
The price is P14,603
P15,918 total
includes taxes & fees
Mar 23 - Mar 24
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 P7,106
P7,816 total
includes taxes & fees
Mar 1 - Mar 2
Hampton Inn White River Junction

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 P16,950
P18,476 total
includes taxes & fees
Feb 24 - Feb 25
Echo Lake Inn

The Hartness House

The Hartness House
3.0 star property
Springfield
8.2 out of 10, Very Good, (336 reviews)
"nice folks, practical place to stay. "
United States
Mark
The price is P9,241
P10,165 total
includes taxes & fees
Mar 1 - Mar 2
The Hartness House

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 P7,863
P8,649 total
includes taxes & fees
Mar 1 - Mar 2
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, (1,003 reviews)
"Great location. "
United States
Lily
White River Inn and Suites

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 P10,701
P17,416 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

Find out more about Windsor

Top reasons to visit Windsor

  • Outdoor Adventures: Windsor offers a plethora of activities, from skiing in winter to hiking during the summer, catering to all adventure enthusiasts.
  • Charming Downtown: The town features a delightful downtown area with unique shops and a friendly local atmosphere.
  • Historic Attractions: Explore historic bridges and national state parks that enrich the cultural experience.
  • Live Music Scene: Enjoy vibrant live music that showcases the local culture and adds to the lively atmosphere.
  • Diverse Accommodations: Windsor provides a range of lodging options, from family-friendly hotels to pet-friendly retreats.

Find great hotels near Windsor

Discover the charming accommodations in Windsor, Vermont, where a variety of lodging options await. Whether you seek a family-friendly hotel, a pet-friendly retreat, or an adventurous agritourism experience, there’s something for everyone. With excellent hotel services and a warm local atmosphere, Windsor offers a delightful stay. Explore the best hotels, read reviews, and find the perfect room rates to ensure an unforgettable vacation in this picturesque New England town.

  • White River Inn and Suites: Emphasising adventure and inclusivity, White River Inn and Suites is a perfect retreat for those seeking an exhilarating getaway. Located a mere 19.3km from Windsor, this hotel is LGBTQIA welcoming and offers a host of adventure sports and recreational activities both onsite and in the surrounding area. Whether you're drawn to skiing, snowboarding, or exploring on a bicycle, there’s no shortage of excitement. The inn's commitment to catering to business travellers ensures a comfortable stay, making it an ideal choice for those balancing work with play.
  • Holiday Inn Express Hotel & Suites White River Junction by IHG: This property, also situated 19.3km from Windsor, is designed with the modern business traveller in mind while remaining welcoming to the LGBTQIA community. The hotel features contemporary amenities, ensuring a comfortable and productive stay. With a focus on convenience and quality, guests can enjoy complimentary breakfast options and a range of business facilities, making it suitable for those who wish to blend work with leisure during their stay.
  • Holiday Inn Club Vacations Mount Ascutney Resort by IHG: Just 6.4km from Windsor, this 3-star resort is a sanctuary for adventure enthusiasts and LGBTQIA travellers alike. Offering a stunning array of activities such as snowboarding, rock climbing, and snowshoeing, guests can immerse themselves in the great outdoors. The resort’s family-friendly atmosphere and on-site amenities make it an excellent choice for those seeking both relaxation and adventure, promising an unforgettable holiday experience.

Where to stay in and around Windsor

Windsor, Vermont, offers a delightful blend of adventure and relaxation, making it the perfect getaway. Explore the charming downtown, filled with unique shops and friendly locals. Enjoy the stunning scenery and outdoor activities, from skiing in winter to hiking in summer. Nearby towns enrich your experience with their family-friendly atmosphere and historical excursions. Whether you seek urban vibrancy or serene landscapes, Windsor promises an unforgettable Vermont escape.

  • Woodstock: Situated 19.3km from Windsor, Woodstock is a charming town that captivates visitors with its quintessential New England aesthetics. This picturesque locale is bustling particularly during the summer and autumn months, when outdoor enthusiasts flock here for skiing and adventure sports. Surrounded by stunning mountains and pristine lakes, Woodstock is a haven for nature lovers. The nearby national state parks offer ample opportunities for hiking and exploring, while the local ski resorts provide thrilling winter activities. The town itself is home to delightful shops and eateries that reflect the region's rich culture and heritage.
  • Cornish: Just 1.6km from Windsor, Cornish is a small town known for its breathtaking scenery and outdoor adventures. The peak visitation period during the summer months attracts those looking to enjoy the area's natural beauty, while winter sees fewer visitors. Cornish boasts a range of exciting activities, from skiing to educational experiences, making it a versatile destination for all. The town is flanked by striking mountains and features notable landmarks such as a historic bridge and various monuments, offering a glimpse into the region's past and its stunning vistas.
  • Ascutney: Nestled within the area of Windsor, Ascutney is a quaint village that thrives in the summer and autumn months, attracting visitors eager to engage in sports and adventure activities. The local ski fields and resorts provide exhilarating winter fun, while the nearby lakes and mountains present year-round recreational opportunities. Ascutney's proximity to national state parks enhances its appeal for nature enthusiasts, inviting exploration and relaxation. This village offers a serene escape with a community-focused atmosphere, making it an ideal stop for tourists seeking both adventure and tranquillity.

Things to do in and around Windsor

Windsor, Vermont, is an ideal destination for adventure enthusiasts, offering a variety of outdoor activities, particularly skiing at its renowned ski resorts and fields. In addition to winter sports, visitors can enjoy the vibrant local scene, featuring live music that showcases the area's cultural charm. Whether you're hitting the slopes or soaking in the lively atmosphere, Windsor promises a delightful blend of outdoor adventure and entertainment.

Shopping

In Windsor, visit The Sustainable Farmer for unique gifts and local products. North Country Smokehouse, just 11.3km away, offers delicious smoked goods. If you're up for a drive, head to Quechee Gorge Village, located 17.7km from Windsor, featuring charming shops and artisan crafts.

Recreation

The Upper Valley Aquatic Center, located 17.7km from Windsor, invites families to enjoy a range of aquatic activities in a vibrant atmosphere. Meanwhile, the Strong House Spa, 19.3km away, offers rejuvenating body treatments designed for ultimate relaxation and wellness.

Adventure

The Northern Rail Trail, located 25.7km from Windsor, offers stunning scenery and invigorating hiking experiences amidst nature. For winter thrill-seekers, the Tubing Park and Snow Stars Carpet, both 27.4km away, provide exhilarating skiing and snowboarding adventures in a picturesque outdoor setting.

Nightlife

In Windsor, the nightlife offers unique experiences like the family-friendly Maple Lanes arcadeAdventureZone, 12.9km away, perfect for fun and adventure. For a touch of romance and culture, the Woodstock Town Hall Theatre, 19.3km away, presents captivating performances, while the Timber Ripper Mountain Coaster, 27.4km away, adds thrill to your evening.

*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 off-peak months like April to May and November, when accommodation prices drop. Tuesdays tend to be the cheapest days for stays, while Fridays are the most costly. Utilise Expedia's search tool to find the best hotel deals by sorting prices and filtering for eco-certified options. Additionally, save further by bundling your hotel, flights, and activities into a package. Look out for free activities in the area to enrich your experience without straining your budget.

  • 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 enables you to customise your preferences, including your budget and desired location. You can organise your search results to display prices from lowest to highest, ensuring you find the most affordable accommodation first. Additionally, you can refine your choices by hotel type—by selecting the Eco-certified filter, for instance, you’ll be presented with sustainable and environmentally friendly hotels ready for booking.
  • Consider bundling your trip: You can make savings by combining your hotel reservation in Windsor with your flights and activities by opting for an Expedia package.

Find the best attractions near Windsor

Windsor, Vermont, is an ideal destination for adventure seekers and outdoor enthusiasts, offering a variety of attractions such as historic bridges, national state parks, and environmental centres. This charming town caters to those looking for cultural experiences and family-friendly activities, making it perfect for a memorable holiday. Whether you fancy skiing or exploring the great outdoors, Windsor has something for every type of traveller.

  • Blow-Me-Down Bridge: This historic bridge, located merely 805m from Windsor, offers a charming glimpse into the region's rich cultural heritage. The picturesque setting and scenic views make it a perfect spot for photography and leisurely strolls.
  • Mount Ascutney: A short 6.4km trip from Windsor, Mount Ascutney is a haven for outdoor enthusiasts. With its breathtaking scenery and adventurous hiking trails, it provides an exhilarating escape into nature.
  • Saint-Gaudens National Historic Site: Just 3.2km away, this historic site celebrates the life and work of renowned sculptor Augustus Saint-Gaudens. Visitors can explore beautifully landscaped grounds and remarkable artworks, immersing themselves in a vibrant cultural experience.

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, can be easily accessed through several nearby airports. Rutland Southern Vermont Regional Airport (RUT) is situated 45.1km away, with hotels like the 3-star Cortina Inn and Days Inn by Wyndham, both offering free airport transportation and 24-hour shuttles. Lebanon Municipal Airport (LEB) is only 17.7km away, with excellent options such as the 3.5-star Windsor Mansion Inn and Courtyard by Marriott Hanover Lebanon, conveniently located nearby. Additionally, Hartness State Airport (VSF) is 19.3km from Windsor, with notable hotels like the Pointe at Castle Hill Resort and Golden Stage Inn B&B, providing suitable accommodation options for visitors.

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 Fireside Inn & Suites West Lebanon and Align Inn Vermont. 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.
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.
What are some accommodations with pools in Windsor?
Fireside Inn & Suites West Lebanon: Offers free self parking, an indoor pool, and complimentary wireless internet access. Align Inn Vermont and White River Inn and Suites are a couple of other choices that feature an onsite pool. View all hotels with pools in Windsor.
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.

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