A snow-covered river valley with a bridge and a town.

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Our top choices for Windsor hotels

Align Inn Vermont

Align Inn Vermont
2.5 star property
Quechee
9.4 out of 10, Exceptional, (1,228 reviews)
"Great place to stay! Very comfortable bed, spacious room!"
United States
Wanda
The price is AU$198
includes taxes & fees
5 July - 6 July
Align Inn Vermont

Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (523 reviews)
"Great stay and good location"
Canada
Alexandre
The price is AU$151
includes taxes & fees
29 June - 30 June
Claremont Motor Lodge

Newport Motel

Newport Motel
2.0 star property
Newport
8.8 out of 10, Excellent, (325 reviews)
"Clean and spacious room, friendly staff, great stay"
United States
lauren
The price is AU$168
includes taxes & fees
1 July - 2 July
Newport Motel

Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon
2.5 star property
West Lebanon
8.4 out of 10, Very good, (1,005 reviews)
"Room was clean and staff helpful."
United States
Steven
The price is AU$203
includes taxes & fees
5 July - 6 July
Fireside Inn & Suites West Lebanon

Hotel Coolidge

Hotel Coolidge
3.0 star property
White River Junction
8.2 out of 10, Very good, (1,004 reviews)
"Nice old Inn on Main street."
United States
Ralph
The price is AU$189
includes taxes & fees
6 July - 7 July
Hotel Coolidge

Super 8 by Wyndham White River Junction

Super 8 by Wyndham White River Junction
2.0 star property
White River Junction
6.2 out of 10, (1,001 reviews)
"Great stay!!!"
United States
Mamadou
The price is AU$142
includes taxes & fees
2 July - 3 July
Super 8 by Wyndham White River Junction

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (586 reviews)
"Quiet, well kept, comfortable, convenient."
United States
Elisabeth
The price is AU$181
includes taxes & fees
19 July - 20 July
Sleep Woodstock Motel

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, (1,006 reviews)
"Good place to stay"
United States
Jay
The price is AU$244
includes taxes & fees
1 July - 2 July
Best Western West Lebanon-Hanover Hotel

The Mountain Inn at Killington

The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (1,002 reviews)
"Clean, comfortable and great location. Plus they have a hotel dog on staff!"
United States
Laura
The price is AU$255
includes taxes & fees
5 July - 6 July
The Mountain Inn at Killington

Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very good, (439 reviews)
"Beautiful old inn Great Staff"
United States
Elizabeth A
The price is AU$235
includes taxes & fees
30 June - 1 July
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, (1,003 reviews)
"Wonderful staff and very charming inn!"
United States
Kathy
The price is AU$271
includes taxes & fees
29 June - 30 June
The Quechee Inn at Marshland Farm

The Vesper

The Vesper
3.0 star property
Woodstock
9.4 out of 10, Exceptional, (66 reviews)
"Great place to live and the owner is very friendly!"
United States
Qing
The price is AU$279
includes taxes & fees
8 July - 9 July
The Vesper

Mountain Meadows Lodge

Mountain Meadows Lodge
3.5 star property
Killington
9.6 out of 10, Exceptional, (232 reviews)
"Beautiful couple for hosts and stunning location. Great breakfast and hot tub to relax after a long drive. Will come back to stay longer"
Canada
Tanuja
The price is AU$287
includes taxes & fees
5 July - 6 July
Mountain Meadows Lodge

Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee
2.0 star property
Newbury
8.8 out of 10, Excellent, (206 reviews)
"Great Service, clean rooms."
United States
Patrick
The price is AU$189
includes taxes & fees
1 July - 2 July
Hideaway Inn Mt.Sunapee

Mountain Sports Inn

Mountain Sports Inn
2.0 star property
Killington
8.8 out of 10, Excellent, (1,001 reviews)
"Great place"
United States
Peter
The price is AU$174
includes taxes & fees
2 July - 3 July
Mountain Sports Inn

Hilton Garden Inn Hanover Lebanon

Hilton Garden Inn Hanover Lebanon
3.0 star property
Lebanon
9.0 out of 10, Wonderful, (1,004 reviews)
"Very clean, well maintained property Helpful front desk staff"
United States
Dermot
The price is AU$290
includes taxes & fees
12 July - 13 July
Hilton Garden Inn Hanover Lebanon

Lincoln Inn & Gallery

Lincoln Inn & Gallery
3.0 star property
West Woodstock
8.6 out of 10, Excellent, (75 reviews)
"Peaceful, historic property with amiable keepers."
United States
Elisabeth
The price is AU$277
includes taxes & fees
15 July - 16 July
Lincoln Inn & Gallery

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (866 reviews)
"Great place to stay"
United States
Daniel
The price is AU$286
includes taxes & fees
12 July - 13 July
Best Western Springfield Hotel

The Common Man Inn & Restaurant

The Common Man Inn & Restaurant
3.5 star property
Claremont
9.6 out of 10, Exceptional, (395 reviews)
"We have stayed at The Common Man Inn many times. It is always a treat. Right in town, very clean, restaurant is great and breakfast is perfect to start your day. The staff is very helpful and always available as well as friendly."
United States
Robert
The price is AU$245
includes taxes & fees
13 July - 14 July
The Common Man Inn & Restaurant

Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (267 reviews)
"Excellent hosts provided a terrific stay!"
United States
Mark
The price is AU$243
includes taxes & fees
29 June - 30 June
Harvest Barn Inn
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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.

A covered bridge over a river with lush greenery and a clear sky.

Top Windsor Hotel Reviews

Recent Reviews in Windsor

More cheap accommodation in Windsor

Find out more about Windsor

Top reasons to visit Windsor

  • Adventure Activities: Windsor is a haven for thrill-seekers, offering excellent skiing and outdoor adventures amidst stunning landscapes.
  • Historic Bridges: Explore the charming historic bridges that reflect the rich history and architectural beauty of the area.
  • Family-Friendly Vibe: The West Windsor area is perfect for families, with numerous activities and a welcoming atmosphere.
  • Unique Accommodations: Choose from charming hotels and agritourism stays, catering to various preferences and ensuring a memorable experience.
  • Natural Beauty: Immerse yourself in the serene surroundings, ideal for relaxation and exploration of nature.

Find great hotels near Windsor

Windsor, Vermont offers a delightful array of accommodations, ranging from charming hotels to unique agritourism properties. Whether you're seeking pet-friendly options for a family getaway or adventurous stays, you'll find suitable choices in both Windsor and West Windsor. Discover the perfect lodging to complement your holiday experience, with various facilities designed to make your stay enjoyable and memorable.

  • Super 8 by Wyndham White River Junction: Located 19.3km from Windsor, Super 8 by Wyndham White River Junction is a comfortable motel ideal for travellers seeking a pet-friendly and business-oriented atmosphere. This property prioritises convenience for business guests, offering a 24-hour business centre and additional business amenities. They cater to pet owners with a welcoming pet policy allowing certain pets onsite, making it a great choice for those who want to travel with their furry companions. With its focused services and amenities, it's perfect for a practical yet comfortable stay.
  • Best Western West Lebanon-Hanover Hotel: Situated 17.7km from Windsor, the Best Western West Lebanon-Hanover Hotel is a family-friendly property that embraces a business theme while being LGBTQIA welcoming. This hotel is affiliated with LGBTQI travel guides, ensuring a welcoming environment for all. Business travellers will appreciate the onsite business centre and strategic location in the business district. Additionally, families can take advantage of amenities like free cribs, ensuring a comfortable stay for guests of all ages. Experience a blend of professionalism and warmth at this inviting hotel.
  • White River Inn and Suites: Also located 19.3km from Windsor, White River Inn and Suites offers a unique combination of pet-friendly, business-themed, and LGBTQIA welcoming accommodations. This hotel is committed to providing a supportive environment for LGBTQI travellers and features a 24-hour business centre for corporate needs. Pets are permitted, with specific guidelines, making it a solid choice for guests travelling with dogs. With modern amenities and a friendly atmosphere, White River Inn and Suites caters to diverse needs, ensuring a pleasant and memorable stay.

Where to stay near Windsor

Windsor, Vermont, offers a fantastic blend of adventure and relaxation, perfect for any traveller. Nestled in scenic landscapes, it’s ideal for outdoor activities and ski vacations. Explore the charming West Windsor area, known for its family-friendly vibe and rich history. With top hotel picks ensuring a comfortable stay, you’ll find a welcoming atmosphere filled with friendly locals. Don’t miss the chance to experience the unique excursions that Windsor has to offer!

  • Woodstock: Nestled about 19.3km from Windsor, Woodstock is a charming city that draws visitors year-round, especially during the peak months of July and from September to October. Known for its adventurous spirit, this area is perfect for outdoor enthusiasts seeking skiing and other recreational activities. The surrounding natural beauty features stunning lakes, majestic mountains, and picturesque valleys, making it an ideal destination for those looking to immerse themselves in nature. Don't miss the local ski resorts, which offer thrilling slopes and breathtaking views.
  • White River Junction: Also situated 19.3km from Windsor, White River Junction is a vibrant city that attracts adventure seekers and outdoor lovers alike. Peak visitor numbers occur from July to September and dip slightly from November to January. This city boasts a rich history and is home to a historic college university, providing a unique blend of culture and education. Outdoor activities abound, with nearby ski fields and breathtaking canyon gorges to explore. The iconic bridges in the area add a touch of charm to the region.
  • Lebanon: Located just 20.9km from Windsor, Lebanon is a welcoming city that offers plenty of outdoor adventures and a vibrant community feel. Visitor numbers peak in the warmer months of July and August, as well as in October. Lebanon is known for its educational institutions, including a historic college university, and is surrounded by stunning lakes and mountains. For skiing enthusiasts, the local ski fields provide fantastic opportunities for winter sports, making it a great destination for both adventure and relaxation.

Things to do in and around Windsor

Windsor offers a fantastic getaway for adventure enthusiasts, especially those keen on outdoor activities and skiing. With its excellent ski resorts and fields, visitors can enjoy thrilling ski experiences amidst stunning landscapes. Whether you’re hitting the slopes or exploring the serene surroundings, Windsor promises an unforgettable vacation filled with excitement and natural beauty.

Shopping

In Windsor, check out The Sustainable Farmer for unique gifts. The North Country Smokehouse, 11.3km away, offers delicious local products. If you're up for a drive, visit Quechee Gorge Village, located 17.7km from Windsor, where you can find charming shops and souvenirs.

Recreation

Experience the Upper Valley Aquatic Center for fun with family in the pool and enjoy various aquatic activities. For a day on the green, head to Woodstock Country Club, where you can play golf in a stunning outdoor setting. Finally, unwind at Wilderness Trails, perfect for relaxation and connecting with nature.

Adventure

Explore the Brownsville Trail, an outdoor haven in Windsor, perfect for hiking and enjoying nature. For skiing enthusiasts, the Arrowhead Recreation Area offers thrilling slopes and sports vibes, located 14.5km away. Experience breathtaking views at Morningside Flight Park, a scenic flight adventure 17.7km from Windsor.

Nightlife

In Windsor, the Lebanon Opera House offers a charming cultural experience, while Maple Lanes provides fun for the whole family with its arcade games. For thrill-seekers, the Timber Ripper Mountain Coaster delivers exhilarating rides just a short drive away.

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. Book your stay on a Tuesday to save more, as Fridays are the priciest. Use Expedia's search tool to find eco-friendly hotels and sort by price to snag the best deals. Combining your hotel with flights and activities through Expedia can also save you money. Don't forget to explore free local attractions to make the most of your trip without breaking the bank.

  • 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, including your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified option will showcase sustainable and eco-friendly hotels that are currently available. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save some dollars 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 perfect for those seeking adventure and outdoor fun, including skiing. Popular attractions include historic bridges, state parks, and environmental centres, catering to families and culture enthusiasts alike. Whether you're exploring nature or delving into local history, Windsor offers a fantastic mix of experiences that will make your holiday memorable.

  • Blow-Me-Down Bridge: A historic gem located merely 805m from Windsor, Blow-Me-Down Bridge offers a charming glimpse into local culture. Its picturesque setting is perfect for a leisurely stroll and photography enthusiasts will appreciate its unique architecture.
  • Mount Ascutney: Just 6.4km from Windsor, Mount Ascutney is an outdoor lover's paradise. Whether you're hiking, biking, or simply soaking in the scenic vistas, the mountain's rugged beauty invites adventure and exploration.
  • Saint-Gaudens National Historic Site: Situated 3.2km away, this historic site celebrates the artistry of Augustus Saint-Gaudens. Wander through beautifully landscaped grounds and discover stunning sculptures that showcase rich cultural heritage.

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 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, is conveniently accessible via several nearby airports. Lebanon Municipal Airport (LEB) is located 17.7km away, with hotels such as the 4-star Hanover Inn Dartmouth and the 3-star Hotel Coolidge nearby. Rutland Southern Vermont Regional Airport (RUT) is 45.1km away, offering options like the Killington Mountain Lodge, a 3.5-star hotel, and the Snowed Inn. Lastly, Hartness State Airport (VSF) is 19.3km from Windsor, featuring accommodations like the 3.5-star Castle Hill Resort And Spa and the Hartness House. Each airport provides various transport services to ensure a smooth journey to your destination.

Frequently asked questions

What is the best area to stay in Windsor?
The best area to stay in Windsor, Vermont, is the downtown historic district, particularly around Main Street and State Street.

This area is the heart of Windsor, offering a convenient and pleasant base for exploring. It's very walkable, with historic brick buildings housing local shops, eateries, and a brewery. The American Precision Museum is a prominent landmark here, and the district is close to the Cornish-Windsor Covered Bridge, a well-known local attraction.

Couples looking for a relaxing getaway will find this area particularly appealing. You can enjoy strolls along the Connecticut River, explore the quaint shops, and dine at local restaurants, all within easy reach. Many of the accommodations in this district offer a charming, historic feel, great for a romantic escape.

Travellers interested in history and local culture will also appreciate staying downtown. Being within walking distance of the American Precision Museum and the historic covered bridge allows for easy exploration of Windsor's significant past and engineering heritage.
What are the best family hotels in Windsor?
For families visiting Windsor, Fat Sheep Farm & Cabins is an excellent choice.

This 3-star property, with an outstanding 9.8 rating, offers a wonderful experience for families. Guests appreciate the free cribs, free toiletries, and complimentary WiFi. Each cabin includes a full kitchen, which is very convenient for families. The property also provides free parking for RVs, buses, and trucks, as well as an electric car charging station and accessible parking options.
What are the top pet-friendly hotels in Windsor?
For top pet-friendly accommodation in Windsor, Fat Sheep Farm & Cabins is an excellent choice.

This 3-star property, with an outstanding 9.8 rating, warmly welcomes both dogs and cats, ensuring they have food and water bowls provided. Guests appreciate the convenience of complimentary self-parking and free RV, bus, or truck parking. For those travelling with infants, a free crib is available, and all guests benefit from free WiFi and complimentary toiletries.
What are the best budget hotels in Windsor?
For a highly-rated budget hotel in Windsor, Vermont, consider the Fat Sheep Farm & Cabins.

The 3-star Fat Sheep Farm & Cabins, with an exceptional 9.8 rating, offers excellent value. Guests can enjoy convenient amenities such as free self-parking, complimentary toiletries, and free WiFi. The cabins also feature a kitchen, which is ideal for those who prefer to prepare their own meals. Additionally, it provides free cots, free RV, bus, and truck parking, and an electric car charging station.
What are the most romantic hotels in Windsor for couples?
For a romantic getaway in Windsor, couples should consider the Fat Sheep Farm & Cabins.

This 3-star property, with an outstanding 9.8 rating, is often highlighted for its beautiful mountain views, providing a delightful backdrop for a couple's retreat. Guests appreciate the convenience of free parking and complimentary WiFi. Each cabin includes a kitchen, offering the flexibility for private dining experiences.
When is the best time to go to Windsor?
The best time to visit Windsor, Vermont, is during late spring, summer, and autumn, from May to October, when the weather is most pleasant for outdoor activities.

Late spring and early summer, particularly May and June, offer mild temperatures and lush green landscapes. This is a lovely time for exploring the outdoors, with opportunities for hiking and enjoying the Connecticut River. The crowds are typically smaller during these months, making for a more relaxed visit.

Summer, from July to August, brings warmer weather, ideal for water activities on the Connecticut River, such as kayaking or paddleboarding. Many local farms are open for visits, and there are often community events and farmers' markets in the area. This is a popular time for families due to school holidays.

Autumn, especially September and October, is particularly stunning due to the vibrant fall foliage. The scenic drives along Route 5 and other local roads are breathtaking. This period is superb for leisurely drives, photography, and enjoying the crisp New England air.
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 cancelled 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 hotel booking in Windsor with Expedia?
One Key™ — Expedia's free travel rewards program—gives you instant access to perks and Member Prices on Windsor hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Windsor?
Prices for hotels in Windsor often vary, but you can find a great deal from AU$142 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 our cheapest rates.

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