Windsor Hotels

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Top 10 trending Windsor hotels

Fat Sheep Farm & Cabins
3.0 star property
9.8 out of 10, Exceptional, (11)
"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! "
Fat Sheep Farm & Cabins
Align Inn Vermont
2.5 star property
9.4 out of 10, Exceptional, (1001)
"Great hotel"
The price is €116
includes taxes & fees
4 Nov - 5 Nov
Align Inn Vermont
Woodstock Inn & Resort
4.5 star property
9.2 out of 10, Wonderful, (538)
"Beautiful hotel!! The staff, room, and spa were fantastic!!"
The price is €427
includes taxes & fees
10 Nov - 11 Nov
Woodstock Inn & Resort
The Shire Woodstock
3.0 star property
8.8 out of 10, Excellent, (849)
"great location and the staff were great"
The Shire Woodstock
Sleep Woodstock Motel
2.0 star property
9.6 out of 10, Exceptional, (532)
"Everything was great! Staff was VERY accommodating and the perks of the washer / dryer and cleaning supplies was awesome!! Happy to have stayed! "
The price is €121
includes taxes & fees
26 Oct - 27 Oct
Sleep Woodstock Motel
Fireside Inn & Suites West Lebanon
2.5 star property
8.2 out of 10, Very good, (1023)
"Great stay "
The price is €137
includes taxes & fees
30 Oct - 31 Oct
Fireside Inn & Suites West Lebanon
Super 8 by Wyndham White River Junction
2.0 star property
6.4 out of 10, (1028)
"Great location close to ski resorts and plenty of restaurants near by ."
The price is €80
includes taxes & fees
26 Oct - 27 Oct
Super 8 by Wyndham White River Junction
Claremont Motor Lodge
2.5 star property
8.8 out of 10, Excellent, (420)
"Great place to stay"
The price is €112
includes taxes & fees
15 Oct - 16 Oct
Claremont Motor Lodge
Six South St Hotel
2.5 star property
9.4 out of 10, Exceptional, (836)
"Great, modern and stylish hotel in charming location."
The price is €205
includes taxes & fees
9 Nov - 10 Nov
Six South St Hotel
Mountain Edge Suites at Sunapee, an Ascend Collection Hotel
3.0 star property
9.2 out of 10, Wonderful, (362)
"Spacious rooms, friendly staff"
The price is €157
includes taxes & fees
12 Nov - 13 Nov
Mountain Edge Suites at Sunapee, an Ascend Collection Hotel
Hilton Garden Inn Hanover Lebanon
3.0 star property
9.0 out of 10, Wonderful, (1013)
"Clean hotel, friendly staff and great area! Loved it and would highly recommend!!"
The price is €142
includes taxes & fees
9 Nov - 10 Nov
Hilton Garden Inn Hanover Lebanon
Hotel Coolidge
3.0 star property
8.2 out of 10, Very good, (1000)
"Wonderful hotel location walkable from Amtrak train station with restaurants nearby"
Hotel Coolidge
Best Western West Lebanon-Hanover Hotel
2.5 star property
8.4 out of 10, Very good, (911)
"Second time staying here will recommend for a short visit "
The price is €107
includes taxes & fees
2 Nov - 3 Nov
Best Western West Lebanon-Hanover Hotel
Courtyard by Marriott Hanover Lebanon
3.0 star property
8.8 out of 10, Excellent, (968)
"Clean room and convenient for the area we were going to "
The price is €127
includes taxes & fees
2 Nov - 3 Nov
Courtyard by Marriott Hanover Lebanon
Norwich Inn
3.0 star property
9.4 out of 10, Exceptional, (396)
"The dinner restaurant is phenomenal. The bar is great. The Jasper Murdock brewery is fun. We enjoyed our stay."
The price is €197
includes taxes & fees
2 Nov - 3 Nov
Norwich Inn
Brook Road Inn
3.0 star property
8.6 out of 10, Excellent, (238)
"I basically live here sometimes and it’s great. Foods not far either"
Brook Road Inn
White River Inn and Suites
2.5 star property
7.0 out of 10, Good, (1015)
"They had a good breakfast. "
White River Inn and Suites
Pointe at Castle Hill Resort
3.5 star property
8.8 out of 10, Excellent, (902)
"It was a beautiful place "
The price is €156
includes taxes & fees
26 Oct - 27 Oct
Pointe at Castle Hill Resort
The Mountain Inn at Killington
2.5 star property
9.2 out of 10, Wonderful, (919)
"Nice accommodations, very inviting and friendly staff. "
The Mountain Inn at Killington
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
3.0 star property
9.0 out of 10, Wonderful, (759)
"It is Good place to stay. We enjoyed our stay here."
The price is €162
includes taxes & fees
11 Nov - 12 Nov
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
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

Experience the beer, golf and mountains in Windsor!

Photo by William E Berry Jr.
Open Photo by William E Berry Jr.

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?
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 traveller data. Two other options for your stay in the area are Fireside Inn & Suites West Lebanon and The Shire Woodstock. See all available top hotels, or vacation rentals in Windsor.
What are some of the best holiday rentals that Windsor has to offer?
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable: This holiday home rental outside of Windsor is located in the city centre, and has a fireplace, a patio and laundry facilities to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 1 hot tub. 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?
White River Inn and Suites: Offers a children's pool, an indoor pool and a snack bar/deli. Fireside Inn & Suites West Lebanon and Woodstock Inn & 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. The scenic and rural setting also entices those visiting the city. In Windsor, there are 21 hotels and other accommodation options to choose from. Find out more about Windsor.
What should I do while I'm visiting Windsor?
Natural beauty is on display at Connecticut River, Path of Life Garden and Paradise Park. A couple of additional sights to add to your itinerary are Harpoon Brewery and Mt Ascutney State Park. 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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