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Top 10 Windsor hotels and places to stay

Align Inn Vermont

2.5 star property
9.4 out of 10, Exceptional, (1003)
"Great place to stay!"
The price is £97
includes taxes & fees
1 Sept - 2 Sept
Align Inn Vermont

Claremont Motor Lodge

2.5 star property
8.6 out of 10, Excellent, (379)
"2nd time we have stayed Perfect for overnight and a visit "
The price is £90
includes taxes & fees
28 Aug - 29 Aug
Claremont Motor Lodge

Mountain Sports Inn

2.0 star property
8.8 out of 10, Excellent, (924)
"Clean, quiet stay."
The price is £77
includes taxes & fees
28 Aug - 29 Aug
Mountain Sports Inn

Mountain Valley Retreat

2.5 star property
9.6 out of 10, Exceptional, (182)
"This place is a refuge -- location, facility and hosts!"
The price is £92
includes taxes & fees
1 Sept - 2 Sept
Mountain Valley Retreat

Brook Road Inn

3.0 star property
8.8 out of 10, Excellent, (230)
"It was well kept, had everything we needed and the location was great. "
Brook Road Inn

Newport Motel

2.0 star property
8.8 out of 10, Excellent, (227)
"This little hotel has great value, the staff was friendly, the rooms were clean and recently renovated and the bed was comfortable to sleep on."
The price is £103
includes taxes & fees
26 Sept - 27 Sept
Newport Motel

The Mountain Inn at Killington

2.5 star property
9.2 out of 10, Wonderful, (877)
"The staff was so welcoming and friendly, the rooms were immaculate and "
The Mountain Inn at Killington

Hotel Coolidge

3.0 star property
8.2 out of 10, Very good, (1003)
"Loved finding this historic hotel! Close to our relatives in WRJ and the staff was super friendly. Although we didn’t spend much time in the room I appreciated the quaintness and local reminiscence of another time. Will stay there again. "
Hotel Coolidge

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3.0 star property
9.0 out of 10, Wonderful, (733)
"Great place to stay and see the beautiful mt ascutney "
The price is £101
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

A Hotel Inn Sunapee

3.0 star property
8.8 out of 10, Excellent, (742)
"Great place"
The price is £101
includes taxes & fees
2 Sept - 3 Sept
A Hotel Inn Sunapee

Quality Inn

2.5 star property
7.2 out of 10, Good, (428)
"Was a good stay. Front desk gave my daughter a birthday present because we checked out on her birthday."
The price is £95
includes taxes & fees
7 Sept - 8 Sept
Quality Inn

Lincoln Inn & Gallery

3.0 star property
9.4 out of 10, Exceptional, (34)
"This place was great I cannot say enough about the innkeepers and the staff all in all you'll love it!!"
The price is £118
includes taxes & fees
2 Sept - 3 Sept
Lincoln Inn & Gallery

Fireside Inn & Suites West Lebanon

2.5 star property
8.2 out of 10, Very good, (1008)
"Staff is very friendly and the room was comfortable and clean"
The price is £123
includes taxes & fees
7 Sept - 8 Sept
Fireside Inn & Suites West Lebanon

Harvest Barn Inn

3.0 star property
9.8 out of 10, Exceptional, (225)
"A refurbished old Vermont home with a beautiful view of the Connecticut river. The young couple who own the home were delightful and very attentive. It was comfortable and very unique. I would certainly stay here again."
Harvest Barn Inn

North Star Lodge and Resort

2.0 star property
8.6 out of 10, Excellent, (1006)
"Great place to stay"
North Star Lodge and Resort

Pointe at Castle Hill Resort

3.5 star property
8.8 out of 10, Excellent, (870)
"Will definitely stay here again! Very clean room nice and quiet and staff were very personable!"
The price is £109
includes taxes & fees
2 Sept - 3 Sept
Pointe at Castle Hill Resort

Best Western West Lebanon-Hanover Hotel

2.5 star property
8.6 out of 10, Excellent, (883)
"Had a great stay here"
The price is £140
includes taxes & fees
7 Sept - 8 Sept
Best Western West Lebanon-Hanover Hotel

Super 8 by Wyndham White River Junction

2.0 star property
6.4 out of 10, (1009)
"Great place for the price. "
The price is £69
includes taxes & fees
7 Sept - 8 Sept
Super 8 by Wyndham White River Junction

Greenbrier Inn

2.0 star property
9.4 out of 10, Exceptional, (612)
"Convenient spot and priced well."
Greenbrier Inn

Holiday Inn Express Hotel & Suites White River Junction by IHG

2.5 star property
8.6 out of 10, Excellent, (1005)
"Very friendly and helpful staff."
The price is £123
includes taxes & fees
31 Aug - 1 Sept
Holiday Inn Express Hotel & Suites White River Junction 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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Learn more about Windsor

Experience the beer, golf and sledging in Windsor!

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

Top Windsor Hotel Reviews

More cheap stays in Windsor

More cheap stays in Windsor

Find out more about Windsor

Find out more about Windsor

Top reasons to visit Windsor

  • Outdoor Adventures: Windsor is ideal for outdoor enthusiasts, offering skiing in winter and hiking in summer amidst picturesque landscapes.
  • Historic Attractions: Explore charming historic bridges and the Windsor Mansion, which showcase the rich local heritage.
  • Family-Friendly Atmosphere: The town is welcoming to families, providing various excursions and activities for all ages.
  • Walking Tours: Discover Windsor's charm and history through delightful walking tours around the area.
  • Diverse Accommodations: Enjoy a range of lodging options, from cosy motels to agritourism properties, catering to different needs.

Find great hotels near Windsor

Discover a range of welcoming hotel accommodations in Windsor, Vermont, perfect for your getaway. Whether you're seeking pet-friendly options, family-friendly facilities, or an adventurous stay, Windsor offers a variety of choices, including agritourism properties and cosy motels. Enjoy the charm of this picturesque town while finding the ideal lodging to suit your needs, ensuring a memorable vacation experience in this lovely corner of the United States.

  • Super 8 by Wyndham White River Junction: This pet-friendly motel offers a convenient base for business travellers and their furry companions, situated 7.5km from Windsor. The Super 8 prioritises comfort and practicality, providing 24-hour access to a business centre, ideal for those needing to stay productive during their stay. Guests appreciate the welcoming atmosphere for pets, with amenities such as free pet allowances and specific accommodations for service animals, ensuring a stress-free experience for both you and your pet.
  • Best Western West Lebanon-Hanover Hotel: A family-friendly retreat located 6.8km from Windsor, the Best Western embraces inclusivity with a warm welcome for LGBTQIA travellers. This hotel is well-equipped for business guests, featuring a 24-hour business centre and a site location in the business district. Families can enjoy complimentary cribs for little ones, making it a convenient choice for those travelling with children. The hotel's commitment to creating a supportive environment for all guests ensures a pleasant and memorable stay.
  • White River Inn and Suites: Situated 7.5km from Windsor, this hotel caters to business travellers seeking adventure. The White River Inn boasts a variety of outdoor activities, including nearby skiing, snowboarding, and bicycle rentals, perfect for those who crave an active getaway. Business amenities, such as a 24-hour business centre, complement the adventurous spirit of the property. Additionally, the hotel welcomes pets with specific policies in place, ensuring a delightful stay for all members of the family.

Where to stay near Windsor

Windsor, Vermont, offers a delightful blend of outdoor adventures and charming scenery, perfect for a memorable getaway. Explore the family-friendly atmosphere, rich history, and friendly locals as you venture through the area. Nearby attractions provide various excursions, ensuring an enjoyable experience for all. Whether you’re skiing in winter or hiking in summer, Windsor and its surroundings promise a captivating trip filled with unique vibes and picturesque landscapes.

  • Woodstock: Nestled approximately 7.5km from Windsor, Woodstock is a picturesque town renowned for its enchanting charm and outdoor adventure. Visitors are drawn to its scenic landscapes, especially during peak months from July and September to October, when the beauty of the surroundings is truly captivating. Ski enthusiasts will find themselves in paradise with easy access to ski fields and resorts, while nature lovers can revel in the nearby lakes, mountains, and valleys that offer ample opportunities for hiking and exploration. With its quaint shops and inviting eateries, Woodstock provides a delightful blend of adventure and relaxation.
  • White River Junction: Also situated about 7.5km from Windsor, White River Junction is a vibrant city that attracts visitors year-round, particularly from July to September. Known for its adventurous spirit, this city is a hub for outdoor activities, including skiing at nearby resorts. The local landscape is dotted with historic landmarks such as a college university, a stunning canyon gorge, and picturesque bridges, all waiting to be explored. Whether you’re looking to hit the slopes or delve into the area's rich history, White River Junction offers a unique travel experience that caters to all interests.
  • Lebanon: Located 8.1km from Windsor, Lebanon is a charming city that entices adventurers and outdoor enthusiasts alike. The peak visitor season is from July to August and October, when outdoor activities abound. Lebanon's offerings include ski fields and educational institutions, making it a great destination for those seeking both leisure and learning. The surrounding area features beautiful lakes and mountains, perfect for hiking and relaxation. With its friendly atmosphere and vibrant community, Lebanon is a delightful stop on your journey through this captivating region.

Things to do in and around Windsor

Windsor offers a fantastic getaway for adventure enthusiasts, particularly for those keen on outdoor activities and skiing. Visitors can enjoy the local ski fields and resorts, perfect for a winter holiday. Additionally, exploring the area through walking tours provides a unique way to discover Windsor's charm and history. Whether you're hitting the slopes or strolling through the town, there's plenty to keep you engaged during your stay.

Shopping

In Windsor, you can explore The Sustainable Farmer for unique gifts. For a delightful drive, visit North Country Smokehouse, just 4.3km away, or head to Quechee Gorge Village, 6.8km from Windsor, for more shopping options and charming souvenirs.

Recreation

The Upper Valley Aquatic Center offers a family-friendly atmosphere with various swimming options for all ages, promoting wellness through water activities. Nearby, the Woodstock Country Club provides an outdoor golfing experience amidst beautiful landscapes, while Wilderness Trails invites you to unwind in nature with serene paths for relaxation and rejuvenation.

Adventure

Brownsville Trail offers a delightful outdoor experience with picturesque views and invigorating hikes in Windsor’s natural beauty. For skiing enthusiasts, Arrowhead Recreation Area, located 5.6km from Windsor, provides thrilling slopes. Alternatively, enjoy breathtaking aerial views at Morningside Flight Park, situated 6.8km away, perfect for adventure seekers.

Nightlife

Windsor offers delightful nightlife options, such as the Woodstock Town Hall Theatre, 7.5km away, perfect for culture and romance. Alternatively, enjoy family fun at Maple Lanes, just 5.0km from Windsor, where adventure awaits in an arcade setting.

Booking tips and Expedia advantages for Windsor

To save money on your trip to Windsor, visit during the off-peak months of April to May and November for lower accommodation rates, avoiding the pricier periods in February, October, and December. Book your stay for a Tuesday, the cheapest day, and consider using Expedia to find deals by sorting prices from low to high and combining hotel, flight, and activity bookings for additional savings. Explore the area on foot, as it’s compact, allowing you to enjoy various free activities while keeping transport costs down.

  • 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, desired location, and the type of hotel you prefer. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels currently available. To find the best prices and deals, simply sort the price filter from low to high.
  • Consider bundling your trip: You can save money by combining your Windsor hotel reservation with your flights and activities when you book an Expedia package.

Find the best attractions near Windsor

Windsor, Vermont, offers a delightful blend of adventure and culture, making it an ideal destination for outdoor enthusiasts and families alike. Explore historic bridges, national state parks, and environmental centres, all while immersing yourself in the local heritage. Don't miss the Windsor Mansion and other top attractions that showcase the charm of the area. Whether you're seeking thrilling outdoor activities or cultural experiences, Windsor has something for everyone to enjoy.

  • Blow-Me-Down Bridge: This historic bridge, located a mere 311m from Windsor, offers a charming glimpse into the area's rich cultural heritage. Its picturesque setting makes it a delightful spot for photography and leisurely strolls.
  • Mount Ascutney: Just 2.5km away, Mount Ascutney is a haven for outdoor enthusiasts. With its stunning landscapes and adventure opportunities, it’s perfect for hiking, rock climbing, or simply enjoying the breathtaking views from the summit.
  • Saint-Gaudens National Historic Site: Situated 1.2km from Windsor, this historic site celebrates the life and work of sculptor Augustus Saint-Gaudens. Visitors can immerse themselves in art and culture while exploring the beautiful gardens and sculptures that adorn the grounds.

Best time to go to Windsor

The best time to visit Windsor is dependant 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 LowAverage
March27.1°F (-2.7°C)Light RainMostly CloudyAverageSlightly Low
April39.4°F (4.1°C)Light RainMostly CloudyAverageSlightly Low
May52.3°F (11.3°C)Light RainMostly SunnySlightly LowAverage
June59.9°F (15.5°C)Light RainMostly SunnyAverageSlightly High
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 HighSlightly High
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 LowAverage

The nearest major airports for your trip to Windsor

When planning your visit to Windsor, Vermont, you have several airport options. Lebanon Municipal Airport (LEB) is approximately 6.8km away and offers nearby accommodations like the 4-star Hanover Inn Dartmouth and the 3-star Hotel Coolidge. Rutland Southern Vermont Regional Airport (RUT) is situated 17.4km from Windsor, with options such as the Killington Mountain Lodge and the Snowed Inn, both 6.8km away. Hartness State Airport in Springfield, VT, is about 7.5km from Windsor, with the 4-star Inn at Weathersfield just 621m from the airport. All airports provide convenient access to local hotels for a comfortable stay.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What are the best hotels in Windsor that travellers recommend?
Fat Sheep Farm & Cabins is a top-rated option in Windsor, boasting an impressive review score of 9.6. Nestled amidst picturesque mountain views, this charming retreat features luxurious amenities like premium bedding and Egyptian cotton sheets, ensuring a restful stay. With air conditioning for comfort, it's an ideal spot for couples looking to escape the hustle and bustle of everyday life and immerse themselves in serene surroundings.
What are the best family hotels in Windsor?
Fat Sheep Farm & Cabins is an exceptional family-friendly option in Windsor, Vermont, boasting a remarkable traveller review rating of 9.6. This charming property is not just a place to stay; it's an experience that combines comfort and a touch of adventure, superb for families looking to create lasting memories. Find more child-friendly accommodations in Windsor.
What are the top pet-friendly hotels in Windsor?
Fat Sheep Farm & Cabins is an exceptional choice for pet-friendly accommodations in Windsor, boasting an impressive traveller review rating of 9.6. This charming property not only welcomes your furry friends but also offers a stunning mountain view, creating a serene backdrop for your stay. Each cabin is equipped with a kitchen, allowing you the convenience of preparing your own meals, while the spacious deck or patio provides a great spot to unwind after a day of adventure. See more pet-friendly hotels in Windsor.
What are the best budget hotels in Windsor?
Fat Sheep Farm & Cabins is an exceptional choice for budget-conscious travellers seeking a memorable and comfortable stay in Windsor, Vermont. This charming property boasts an impressive review score of 9.6, reflecting its commitment to quality service and guest satisfaction. Families will appreciate the free cribs and spacious kitchen facilities, making it easy to prepare meals and enjoy family time together. View all budget hotels in Windsor.
When is the best time to go to Windsor?
The most popular time to visit Windsor is during the summer months, particularly in June and July. During this peak season, temperatures typically range from 18 to 24°C, creating a pleasant environment for exploring the historic sites and beautiful gardens that Windsor has to offer.

As you wander through the stunning grounds of Windsor Castle, the longest-occupied palace in Europe, you can truly appreciate the charm of this royal town. The summer months bring a vibrant atmosphere, with various events and festivals, including the changing of the guard, which attracts many visitors. This bustling energy enhances the experience, especially for those who enjoy guided tours that provide in-depth insights into the town's rich history.

For outdoor enthusiasts, the summer is ideal for enjoying the scenic walks along the River Thames or picnicking in the expansive Windsor Great Park. The long daylight hours allow for ample exploration, making it easy to fit in both sightseeing and relaxation.

If you're looking for a more budget-friendly option, consider visiting in September. This month often sees fewer tourists while still offering comfortable temperatures and the chance to enjoy the last of the summer charm. It's a wonderful time to enjoy the local dining scene with fewer crowds, allowing for a more intimate experience at Windsor's delightful cafés and restaurants.
Where can I find the best nightlife in Windsor?
Windsor may be a small town, but it offers a charming and laid-back atmosphere great for a relaxed evening out.

While the nightlife scene isn't bustling, you can still find a few delightful spots to enjoy a drink or two. Main Street is home to several local pubs and bars where you can unwind with a craft beer or a glass of wine. The Windsor Station Restaurant & Bar is a popular choice, offering a cosy ambiance and a good selection of food and drinks, making it a great place to spend your evening.

If you're looking for something a bit more lively, nearby towns like White River Junction or Woodstock provide additional options for nightlife, with more bars, live music venues, and entertainment.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Windsor.
How can I save on a Windsor hotel booking with Expedia?
With Expedia, you'll unlock our lowest prices by becoming a member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Windsor hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to significant savings.
How much is the nightly rate at a Windsor hotel?
Prices for hotels in Windsor often vary, but you can find a great deal from £69 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.