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

Mountain Valley Retreat

Mountain Valley Retreat
2.5 star property
Killington
9.6 out of 10, Exceptional, (197 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 €105
includes taxes & fees
5 Mar - 6 Mar
Mountain Valley Retreat

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (557 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 €121
includes taxes & fees
1 Mar - 2 Mar
Sleep Woodstock Motel

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (831 reviews)
"Very friendly staff. The room and all surroundings were clean and fresh smelling."
United States
Alison
The price is €126
includes taxes & fees
2 Mar - 3 Mar
Best Western Springfield Hotel

Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee
2.0 star property
Newbury
8.6 out of 10, Excellent, (117 reviews)
"The room was spotless and check in was extremely easy"
United States
Emma
The price is €125
includes taxes & fees
22 Feb - 23 Feb
Hideaway Inn Mt.Sunapee

Align Inn Vermont

Align Inn Vermont
2.5 star property
Quechee
9.4 out of 10, Exceptional, (1,117 reviews)
"Very clean room, kind staff and excellent breakfast. "
Canada
Yong
The price is €101
includes taxes & fees
23 Feb - 24 Feb
Align Inn Vermont

Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (472 reviews)
"Only 35 min from Okemo. Had what we needed and plenty of hot water "
United States
Marissa
The price is €97
includes taxes & fees
22 Feb - 23 Feb
Claremont Motor Lodge

Newport Motel

Newport Motel
2.0 star property
Newport
8.8 out of 10, Excellent, (292 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 €95
includes taxes & fees
21 Mar - 22 Mar
Newport Motel

Sunset Motor Inn

Sunset Motor Inn
2.0 star property
West Lebanon
7.0 out of 10, Good, (858 reviews)
"Very nice staff and clean room."
United States
Harrison
The price is €74
includes taxes & fees
3 Mar - 4 Mar
Sunset Motor Inn

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 €118
includes taxes & fees
22 Feb - 23 Feb
Lincoln Inn & Gallery

Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very good, (418 reviews)
"Great staff and service. "
United States
Chris
The price is €119
includes taxes & fees
3 Mar - 4 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, (1,001 reviews)
"Had a great Stay. Food was Very Good"
United States
Allen
The price is €142
includes taxes & fees
3 Mar - 4 Mar
The Quechee Inn at Marshland Farm

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (112 reviews)
"So great all around!"
United States
Janet
The price is €193
includes taxes & fees
3 Mar - 4 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, (958 reviews)
"Great location and nice staff. "
United States
Rebecca
The price is €99
includes taxes & fees
16 Mar - 17 Mar
Best Western West Lebanon-Hanover Hotel

Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (251 reviews)
"Everything was great. Awesome hosts, room, common areas and a fabulous breakfast. Can’t recommend too highly."
United States
Mark
Harvest Barn Inn

The Inn at Weathersfield

The Inn at Weathersfield
4.0 star property
Perkinsville
10.0 out of 10, Exceptional, (74 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

Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon
2.5 star property
West Lebanon
8.2 out of 10, Very good, (1,004 reviews)
"clean room very friendly staff, great breakfast"
United States
John
The price is €134
includes taxes & fees
1 Mar - 2 Mar
Fireside Inn & Suites West Lebanon

Kedron Valley Inn

Kedron Valley Inn
3.5 star property
South Woodstock
9.0 out of 10, Wonderful, (332 reviews)
"Clean very well decorated room with comfortable beds and lots of pillows. Would stay again "
United States
Andrew
Kedron Valley Inn

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, (803 reviews)
"Big, clean, friendly, great "
United States
Brian
The price is €113
includes taxes & fees
15 Mar - 16 Mar
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Brook Road Inn

Brook Road Inn
3.0 star property
Goshen
8.6 out of 10, Excellent, (247 reviews)
"A cozy and comfortable venue."
United States
Brian
Brook Road 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. 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 Adventures: Windsor is a haven for outdoor enthusiasts, offering skiing, scenic trails, and picturesque river boat trips.
  • Rich History: Explore historic bridges and national state parks that showcase the area’s cultural heritage.
  • Family-Friendly Atmosphere: The warm, inviting community makes Windsor perfect for family excursions.
  • Scenic Beauty: Bask in the breathtaking landscapes and enjoy leisurely walks along Arthur Road.
  • Diverse Accommodation: Choose from a variety of lodging options, from family-friendly hotels to charming agritourism stays.

Find great hotels near Windsor

Experience the charm of Windsor, Vermont, with a selection of accommodation options designed for every type of traveller. From family-friendly hotels to pet-friendly stays, you’ll find the perfect base for your adventures. Whether you're seeking a relaxing agritourism property or modern hotel amenities, Windsor offers delightful lodging to ensure a memorable visit.

  • Super 8 by Wyndham White River Junction: This motel offers a practical and affordable option for travellers seeking a business-themed getaway. Located 19.3km from Windsor, it caters to those who require a pet-friendly environment alongside business amenities. The property boasts a 24-hour business centre, allowing guests to manage work commitments with ease. Its welcoming atmosphere and amenities for pets, including a fee-waived service animal policy, make it an ideal choice for both business professionals and pet owners looking for convenience during their stay.
  • Best Western West Lebanon-Hanover Hotel: Situated 17.7km from Windsor, this hotel is a family-friendly establishment that embraces inclusivity with its LGBTQIA welcoming ethos. It is an excellent choice for those travelling with children, offering free cribs and a supportive atmosphere. The hotel features a well-equipped business centre and is located in a prime business district, making it perfect for both leisure and work travellers. Guests appreciate the balance of comfort and professionalism, ensuring a pleasant stay for families and business visitors alike.
  • White River Inn and Suites: A versatile hotel located 19.3km from Windsor, White River Inn and Suites is perfect for those seeking adventure and inclusivity. With a strong commitment to LGBTQIA welcoming, the property also offers a range of exciting outdoor activities, including snowboarding, skiing, and bicycle rentals nearby. Pet-friendly policies, including restrictions for dogs, create a welcoming space for all guests. With its focus on adventure and recreation, this hotel is ideal for active travellers eager to explore the natural beauty of the region.

Where to stay near Windsor

Windsor, Vermont, offers an enchanting escape for those seeking adventure and natural beauty. The city is perfect for outdoor enthusiasts and ski lovers, with breathtaking scenery to explore. Nearby, Arthur Road presents a beautiful spot for leisurely walks. Experience the warm, family-friendly atmosphere of the area, steeped in history and charm, making it an ideal destination for excursions that capture the essence of the region.

  • Woodstock: Nestled approximately 19.3km from Windsor, Woodstock is a picturesque town renowned for its adventure and outdoor experiences. Visitors flock here particularly during July and from September to October, eager to explore the stunning ski fields and resorts nearby. The town is surrounded by beautiful landscapes, including mountains, valleys, and lakes, making it a perfect destination for nature enthusiasts. Whether you’re skiing down the slopes or enjoying a leisurely hike, Woodstock offers a delightful blend of excitement and scenic beauty.
  • White River Junction: Located about 19.3km from Windsor, White River Junction is a vibrant city that attracts adventure seekers year-round. The peak visitor season runs from July to September, and during this time, the city buzzes with energy. Known for its ski fields and resorts, this area is ideal for both winter sports enthusiasts and those looking to enjoy the great outdoors. In addition to its stunning natural landscapes, visitors can explore historic landmarks such as the local college university and the scenic canyon gorge, making White River Junction a culturally enriching destination.
  • Lebanon: Just 20.9km from Windsor, Lebanon is a charming city that beckons outdoor adventurers and skiing enthusiasts alike. The peak travel periods are in July and August, as well as October, when visitors come to revel in the natural beauty of the area. Lebanon boasts several educational institutions and is surrounded by lakes and mountains, offering a wealth of recreational activities. Whether you’re skiing or simply enjoying the tranquil environment, Lebanon perfectly combines adventure with a touch of history and charm.

Things to do in and around Windsor

Windsor, Vermont, is a fantastic destination for adventure seekers, particularly for outdoor and ski vacations. Visitors can enjoy a variety of activities, including skiing at local resorts and exploring scenic ski fields. Additionally, boat trips provide a unique way to experience the beautiful landscapes. With its diverse offerings, Windsor is an ideal spot for those looking to embrace both winter sports and picturesque river adventures.

Shopping

In Windsor, you can visit The Sustainable Farmer for unique gifts and souvenirs. North Country Smokehouse is also nearby, just 11.3km away, offering delicious local products. If you're up for a drive, Quechee Gorge Village, located 17.7km from Windsor, features charming shops and delightful finds.

Recreation

The Upper Valley Aquatic Center, located 17.7km from Windsor, offers a family-friendly atmosphere for swimming and fitness. The Woodstock Country Club, also 17.7km away, provides a vibrant outdoor setting for golf enthusiasts. For ultimate relaxation, visit The Strong House Spa, 19.3km from Windsor, specialising in rejuvenating body treatments.

Adventure

Explore the Brownsville Trail for a refreshing outdoor experience, immersing yourself in nature's beauty. For skiing enthusiasts, Arrowhead Recreation Area offers thrilling slopes, located 14.5km from Windsor. For a unique adventure, enjoy the scenic flight at Morningside Flight Park, located 17.7km away, providing stunning aerial views.

Nightlife

For an exciting evening in Windsor, catch a show at the Woodstock Town Hall Theatre for a touch of culture and romance. If you're in the mood for some fun, head to Maple Lanes for arcade adventures or experience the thrills of the Timber Ripper Mountain Coaster nearby.

*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 in April to May or November when accommodation prices are lower, especially on Tuesdays. Avoid Fridays, as they tend to be pricier. Use Expedia to filter for the best deals based on your budget and preferences, and consider bundling your hotel, flights, and activities for additional savings. Explore free activities in the area to further stretch your budget, ensuring an enjoyable yet economical holiday experience.

  • 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: Utilise Expedia's search tool to refine your preferences, such as your budget, preferred location, and the type of accommodation you desire. To discover the most affordable options and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can potentially save money by combining your hotel reservation in Windsor with your flights and activities through an Expedia package.

Find the best attractions near Windsor

Windsor, Vermont, offers a delightful mix of adventure and culture, making it a perfect destination for tourists. With attractions such as historic bridges, national state parks, and environmental centres, visitors can enjoy outdoor activities and family-friendly experiences. Whether you're keen on skiing or exploring the rich history of the area, Windsor has something to suit every traveler's interests.

  • Blow-Me-Down Bridge: This historic bridge, located half a mile from Windsor, offers a glimpse into the area's rich cultural heritage. Its picturesque setting makes it a perfect spot for photography and leisurely walks.
  • Mount Ascutney: Just four miles away, Mount Ascutney invites adventure seekers with its hiking trails and stunning vistas. Enjoy outdoor activities amidst breathtaking scenery, making it an ideal destination for nature lovers.
  • Saint-Gaudens National Historic Site: Located two miles from Windsor, this historic site celebrates the artistry of sculptor Augustus Saint-Gaudens. Explore the beautifully maintained grounds and appreciate the cultural significance of his works.

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

For your visit to Windsor, Vermont, you have several airport options. Lebanon Municipal Airport (LEB) is 17.7km away, with nearby accommodation such as the 4-star Hanover Inn Dartmouth, 8.0km from the airport, and the 3-star Hotel Coolidge, only 3.2km away. Rutland Southern Vermont Regional Airport (RUT) is 45.1km away, with the 3.5-star Killington Mountain Lodge situated 17.7km from there. Lastly, Hartness State Airport (VSF) is just 13.2km away, offering options like the 4-star Inn at Weathersfield, only 1.6km from the airport. Each hotel provides convenient access to transport services for a smooth journey.

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 Align Inn Vermont. See all available top hotels, or vacation rentals in Windsor.
What are some of the best holiday rentals that Windsor has to offer?
Idyllic Lakefront House Suited Two Families: This holiday home rental outside of Windsor is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games. See all 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: Offers free self parking, an indoor pool and complimentary wireless Internet access. Align Inn Vermont and Pointe at Castle Hill Resort 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. 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 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. Additionally, you'll find Okemo Mountain Resort in the area. 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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