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Our top choices for Windsor hotels

Newport Motel

Newport Motel
2.0 star property
Newport
8.8 out of 10, Excellent, (311 reviews)
"Place was clean, staff was friendly, and room was affordable. "
United States
Erick
The price is Rp1.545.117
Rp1.676.452 total
includes taxes & fees
4 May - 5 May
Newport Motel

Lincoln Inn & Gallery

Lincoln Inn & Gallery
3.0 star property
West Woodstock
8.8 out of 10, Excellent, (66 reviews)
"Super friendly and knowledgeable staff. The Inn is historic, in a lovely spot, and reasonably priced. Dining recommendations were spot on. "
United States
Christina
The price is Rp1.742.614
Rp1.916.789 total
includes taxes & fees
30 Apr - 1 May
Lincoln Inn & Gallery

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)
"Great location, close to nearby attractions and the town of Woodstock. Historic house, the rooms are big, super cosy bed and the breakfast is superb!"
United States
Alexander
The price is Rp2.181.494
Rp2.399.644 total
includes taxes & fees
30 Apr - 1 May
The Quechee Inn at Marshland Farm

Align Inn Vermont

Align Inn Vermont
2.5 star property
Quechee
9.4 out of 10, Exceptional, (1,179 reviews)
"Clean room, friendly staff, good breakfast. Always enjoy staying at the Inn. 👍👍"
United States
Daniele
The price is Rp2.249.133
Rp2.474.046 total
includes taxes & fees
2 May - 3 May
Align Inn Vermont

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (855 reviews)
"Location and amenities were great and so was breakfast "
United States
Adina
The price is Rp2.772.864
Rp3.050.151 total
includes taxes & fees
7 May - 8 May
Best Western Springfield Hotel

Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (496 reviews)
"Great staff.. super clean rooms comfy beds definitely will be back"
United States
Maryann
The price is Rp1.893.210
Rp2.054.133 total
includes taxes & fees
30 Apr - 1 May
Claremont Motor Lodge

Hotel Coolidge

Hotel Coolidge
3.0 star property
White River Junction
8.2 out of 10, Very good, (1,001 reviews)
"Room was nice and clean, staff was lovely and parking was okay. "
United States
Mickey
The price is Rp1.995.099
Rp2.194.609 total
includes taxes & fees
3 May - 4 May
Hotel Coolidge

Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very good, (433 reviews)
"The staff were incredible and the property have the perfect vibes for a ski trip. The food was great and everything was very clean and comfy."
United States
Rob
The price is Rp2.220.219
Rp2.420.039 total
includes taxes & fees
29 Apr - 30 Apr
Fullerton 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, (404 reviews)
"Room was very clean and the staff was great. Kids loved the pools. "
United States
joshua
The price is Rp2.772.692
Rp3.288.566 total
includes taxes & fees
5 May - 6 May
Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (259 reviews)
"Staff were wonderful, food was excellent, environment was peaceful, everything was clean and in decent condition."
United States
Charles
The price is Rp2.814.515
Rp3.067.861 total
includes taxes & fees
28 May - 29 May
Harvest Barn Inn

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (573 reviews)
"Trendy updated motel, well taken care of with a small guest lounge. Best ice cream next door, too."
United States
Gail
The price is Rp1.332.131
Rp2.067.730 total
includes taxes & fees
29 Apr - 30 Apr
Sleep Woodstock Motel

The Mountain Inn at Killington

The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (1,001 reviews)
"Always love our stay - dog friendly and people friendly!"
United States
Hanna
The price is Rp2.307.995
Rp2.665.812 total
includes taxes & fees
5 May - 6 May
The Mountain Inn at Killington

Sunset Motor Inn

Sunset Motor Inn
2.0 star property
West Lebanon
7.0 out of 10, Good, (869 reviews)
"Basic hotel but perfect for our needs and the price was fair."
United States
David
The price is Rp1.688.399
Rp1.831.939 total
includes taxes & fees
4 May - 5 May
Sunset Motor Inn

Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee
2.0 star property
Newbury
8.8 out of 10, Excellent, (168 reviews)
"We had a great stay and the staff was super helpful. "
United States
Noriecel
The price is Rp2.203.008
Rp2.390.264 total
includes taxes & fees
29 Apr - 30 Apr
Hideaway Inn Mt.Sunapee

Brook Road Inn

Brook Road Inn
3.0 star property
Goshen
8.6 out of 10, Excellent, (254 reviews)
"Clean room,kitchen privileges,and very nice staff."
United States
Dudley
The price is Rp1.146.253
Rp1.841.251 total
includes taxes & fees
5 May - 6 May
Brook Road Inn

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (118 reviews)
"Great stay! Very cozy and homey. Very yummy breakfast! "
United States
Olena
The price is Rp3.595.051
Rp3.918.606 total
includes taxes & fees
29 Apr - 30 Apr
Stone Hearth Inn and Eatery

Royal Inn Claremont

Royal Inn Claremont
2.0 star property
Claremont
6.6 out of 10, (336 reviews)
"You can’t go wrong with the price. Close to many activities."
United States
Carolina
The price is Rp1.721.100
Rp1.867.394 total
includes taxes & fees
30 Apr - 1 May
Royal Inn Claremont

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, (1,000 reviews)
"Did not need any services but the room was excellent, clean roomy enough for two and the complimentary breakfast was perfect! Thanks for the stay!"
United States
Thomas
The price is Rp2.106.626
Rp2.285.689 total
includes taxes & fees
10 May - 11 May
Best Western West Lebanon-Hanover Hotel

The Vesper

The Vesper
3.0 star property
Woodstock
9.4 out of 10, Exceptional, (60 reviews)
"Uniqueness of rooms, breakfast options and walking distance to so many great spots!"
United States
Emily
The price is Rp2.689.219
Rp2.958.141 total
includes taxes & fees
30 Apr - 1 May
The Vesper

Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon
2.5 star property
West Lebanon
8.2 out of 10, Very good, (1,001 reviews)
"always my go-to hotel when traveling to this area "
United States
Renee
The price is Rp2.416.424
Rp2.621.820 total
includes taxes & fees
10 May - 11 May
Fireside Inn & Suites West Lebanon
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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. Afterwards, savour 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 Adventure: Windsor is a haven for outdoor enthusiasts, offering thrilling activities like skiing and exploring scenic landscapes.
  • Historic Attractions: The town features charming historic bridges and state parks, perfect for cultural explorations.
  • Family-Friendly Atmosphere: Windsor provides a welcoming environment with activities suitable for families and travellers of all ages.
  • Charming Accommodations: A variety of lodgings, from pet-friendly hotels to agritourism experiences, cater to diverse preferences.
  • Picturesque Countryside: Immerse yourself in the stunning natural beauty of the Berkshire region and its captivating landscapes.

Find great hotels in and around Windsor

Discover a charming selection of accommodations in Windsor, Vermont, perfect for every type of traveller. Whether you're seeking pet-friendly lodgings, family-friendly hotels, or agritourism experiences, you'll find an array of options to suit your needs. Many establishments offer accessible accommodations and complimentary Wi-Fi, ensuring a comfortable stay. Enjoy the adventure that awaits in this picturesque town, where relaxation and exploration go hand in hand.

  • Sunset Motor Inn: Nestled 22.5km from Windsor, Sunset Motor Inn caters to business travellers seeking a convenient and comfortable stay. This hotel features well-appointed rooms that blend practicality with comfort, ideal for those who need to balance work and leisure. Guests can enjoy amenities such as complimentary Wi-Fi, a business centre, and free parking, ensuring a hassle-free experience. With its focus on providing a seamless stay for professionals, Sunset Motor Inn stands out for its inviting atmosphere and efficient service.
  • Windsor Mansion Inn: Located in the heart of Windsor, the Windsor Mansion Inn is a charming 3.5-star Bed & Breakfast that offers a unique nature-themed experience. Perfect for adventure seekers, this inn features a range of outdoor activities including skiing, mountain climbing, and zip-lining nearby. Guests can indulge in comfortable accommodations that reflect the beauty of the surrounding landscape. With its emphasis on adventure and recreation, the Windsor Mansion Inn is an ideal choice for those looking to combine business travel with thrilling outdoor experiences.
  • Super 8 by Wyndham White River Junction: Situated 19.3km from Windsor, Super 8 by Wyndham White River Junction is a pet-friendly motel that welcomes travellers with furry companions. This motel is ideal for those seeking a budget-friendly, comfortable stay without leaving their pets behind. Guests can take advantage of amenities such as free breakfast, complimentary Wi-Fi, and a welcoming atmosphere for pets. With its convenient location and relaxed vibe, Super 8 is perfect for families and business travellers alike who value convenience and comfort.

Where to stay in and around Windsor

Windsor, Vermont, offers a delightful mix of adventure and scenic beauty, perfect for outdoor enthusiasts. Surrounded by acres of picturesque countryside and ample green spaces, visitors can immerse themselves in the charming architectural styles and friendly atmosphere. Nearby areas boast family-friendly vibes and historical excursions, making it an ideal destination for all types of travellers. Experience the stunning landscapes and the welcoming spirit of the Berkshire region during your stay in this enchanting city.

  • Woodstock: Nestled approximately 19.3km from Windsor, Woodstock is a charming town celebrated for its picturesque landscapes and vibrant outdoor activities. The town attracts visitors year-round, with peak seasons in July and September to October, offering a delightful blend of adventure and relaxation. Outdoor enthusiasts flock to its renowned ski fields and resorts, while nature lovers can explore the nearby mountains and national parks. Woodstock's quaint shops and local eateries further enhance the travel experience, making it a perfect spot for those seeking both adventure and culture.
  • Cornish: just 1.6km from Windsor, Cornish offers a delightful escape into nature, particularly during the summer months from June to August when visitor numbers are at their highest. Known for its outdoor and adventure experiences, this small city features scenic ski fields and educational attractions. Visitors can enjoy the local mountains, iconic bridges, and historic monuments, all while soaking in the serene atmosphere. Cornish’s close-knit community vibe and stunning landscapes make it an ideal destination for those seeking a peaceful yet adventurous getaway.
  • Ascutney: Located within the Windsor area, Ascutney is a quaint village that captivates visitors with its breathtaking natural beauty and outdoor activities. Peak travel times occur from July to September, making it a popular choice for adventure seekers. Ascutney offers easy access to ski fields and resorts, along with stunning lakes and mountainous terrain perfect for hiking and exploration. With its proximity to national parks, this village serves as a fantastic base for outdoor enthusiasts eager to immerse themselves in the beauty of Vermont's landscapes.

Things to do in and around Windsor

Windsor, Vermont offers a delightful blend of outdoor adventure and winter sports, making it an ideal destination for ski enthusiasts. Visitors can enjoy various activities including skiing at local resorts and exploring scenic ski fields. With its picturesque landscapes, Windsor is perfect for those seeking an exhilarating ski vacation or simply wishing to immerse themselves in the great outdoors.

Shopping

For a delightful shopping experience in Windsor, visit The Sustainable Farmer and North Country Smokehouse for local goods. If you're up for a drive, explore Quechee Gorge Village, 17.7km away, for charming shops and unique souvenirs to take home.

Recreation

The Upper Valley Aquatic Center offers a family-friendly atmosphere with a variety of swimming activities, perfect for relaxation and fun. For golf enthusiasts, the Woodstock Country Club provides a scenic outdoor setting, while The Strong House Spa promises a rejuvenating experience focused on wellness and relaxation.

Adventure

Experience the thrill of flight at Morningside Flight Park, located 17.7km from Windsor, where you can glide through stunning landscapes. For outdoor enthusiasts, the Brownsville Trail offers a picturesque setting right in Windsor, while Arrowhead Recreation Area, 14.5km away, provides excellent skiing and sports activities.

Nightlife

The nightlife in Windsor offers diverse experiences. Enjoy the adventure vibes at Maple Lanes, an arcade adventure zone just 12.9km away. For a touch of romance and culture, the Woodstock Town Hall Theatre awaits 19.3km from Windsor. Thrill-seekers can also ride the Timber Ripper Mountain Coaster, located 27.4km away.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Windsor

For a budget-friendly visit to Windsor, Vermont, consider travelling during the off-peak months of April to May and November, when hotel prices are lower. Tuesdays are the best day for affordable stays, while Fridays tend to be pricier. Use Expedia’s search tool to compare hotel prices and filter for eco-friendly options. Additionally, consider package deals that combine flights, hotels, and activities for further savings. Explore free local attractions to maximise your experience without overspending.

  • 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 specify your budget, desired location, and additional preferences. You can organise your results to display prices from lowest to highest, ensuring that the most affordable hotels appear at the top of your list. Furthermore, you have the option to refine your search by hotel type; for instance, selecting the Eco-certified filter will show you sustainable and environmentally friendly hotels that are available for booking.
  • Consider bundling your trip: You can potentially save money by combining your Windsor hotel reservation with your flights and activities through an Expedia package deal.

Find the best attractions near Windsor

Windsor, Vermont, is an ideal destination for outdoor enthusiasts and adventure seekers, particularly those interested in skiing. Visitors can explore a variety of attractions, such as historic bridges, national state parks, and environmental centres, which provide enriching experiences for families and culture lovers alike. Whether you're keen on outdoor activities or cultural exploration, Windsor offers a delightful array of options to enjoy during your stay.

  • Blow-Me-Down Bridge: Situated just 805m from Windsor, this historic bridge offers a glimpse into the region's cultural heritage. Its charming architecture and scenic surroundings make it a perfect spot for photography and leisurely strolls.
  • Mount Ascutney: Located 6.4km away, Mount Ascutney is a haven for adventure enthusiasts. Explore hiking trails that provide breathtaking views and immerse yourself in the natural beauty of the outdoors, ideal for both casual walkers and seasoned climbers.
  • Saint-Gaudens National Historic Site: Only 3.2km from Windsor, this historic site celebrates the life and work of sculptor Augustus Saint-Gaudens. Visitors can appreciate stunning sculptures and the serene landscape, enriching their understanding of American art and history.

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

Windsor, Vermont, can be easily accessed via three major airports. Lebanon Municipal Airport (LEB) is located 17.7km away and offers nearby accommodation options such as the Windsor Mansion Inn, a charming 3.5-star bed and breakfast, and the Residence Inn by Marriott Hanover Lebanon, just 6.4km distant. Rutland Southern Vermont Regional Airport (RUT), situated 45.1km away, features hotels like the Cortina Inn and Killington Mountain Lodge, with convenient transportation services available. Finally, Hartness State Airport (VSF) is 19.3km from Windsor, with options like the Inn at Weathersfield, a 4-star establishment, ensuring a comfortable stay 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 traveller data. Two other options for your stay in the area are Fireside Inn & Suites West Lebanon and Woodstock Inn & Resort. 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, the majority of hotel room reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, you may still be able to cancel and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Windsor.
What's the best dog-friendly hotel in Windsor?
Fat Sheep Farm & Cabins is a top dog-friendly option for your stay. See more pet-friendly hotel accommodations in Windsor.
What are some accommodation options with pools in Windsor?
Fireside Inn & Suites West Lebanon: Provides free self parking, an indoor pool and complimentary wireless Internet access. Woodstock Inn & Resort and Align Inn Vermont are a couple of other choices that feature an on-site pool. View all hotels with pools in Windsor.
What's it like to stay 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 accommodation options to choose from. Find out more about Windsor.
What should I do while I'm visiting 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 itinerary are American Precision Museum and Harpoon Brewery. Take a look at what more there is 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, take a train 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 weather like in Windsor?
The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -6°C. The snowiest months in Windsor are March, January, November and February, with each month seeing an average of 38 cm of snowfall.

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