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

Search Windsor hotels

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Windsor hotels

1. 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, (858 reviews)
"Location of resort is beautiful!! We were not there very long or at resort for many hours but was well kept, beautiful area. Clean and well stocked. Would definitely return."
United States
Carol
The price is AU$225
includes taxes & fees
28 July - 29 July
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

2. Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (545 reviews)
"Nice place to stay"
United States
Shane
The price is AU$157
includes taxes & fees
26 July - 27 July
Claremont Motor Lodge

3. The Common Man Inn & Restaurant

The Common Man Inn & Restaurant
3.5 star property
Claremont
9.6 out of 10, Exceptional, (405 reviews)
"Beautifully decorated old mill right on the river with great restaurant"
United States
Denis
The price is AU$229
includes taxes & fees
30 July - 31 July
The Common Man Inn & Restaurant

4. Align Inn Vermont

Align Inn Vermont
2.5 star property
Quechee
9.4 out of 10, Exceptional, (1,259 reviews)
"We stayed at this property twice, love it!"
United States
Leo
The price is AU$203
includes taxes & fees
28 July - 29 July
Align Inn Vermont

5. 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, (1,001 reviews)
"Really nice hotel"
United States
Kadian
The price is AU$256
includes taxes & fees
12 Aug - 13 Aug
Best Western West Lebanon-Hanover Hotel

6. Holiday Inn Express Hotel & Suites White River Junction by IHG

Holiday Inn Express Hotel & Suites White River Junction by IHG
2.5 star property
White River Junction
8.6 out of 10, Excellent, (1,000 reviews)
"Friendly staff, clean place, nice room & great breakfast!"
United States
Jeannie
The price is AU$188
includes taxes & fees
16 Aug - 17 Aug
Holiday Inn Express Hotel & Suites White River Junction by IHG

7. Royal Inn Claremont

Royal Inn Claremont
2.0 star property
Claremont
6.8 out of 10, (345 reviews)
"I like it was clean bathroom was new."
United States
Eva
The price is AU$154
includes taxes & fees
26 July - 27 July
Royal Inn Claremont

8. Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon
2.5 star property
West Lebanon
8.4 out of 10, Very good, (1,000 reviews)
"Friendly service, clean room. Would recommend."
United States
Marc
The price is AU$241
includes taxes & fees
26 July - 27 July
Fireside Inn & Suites West Lebanon

9. 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)
"Fantastic place near everything you want to be near."
United States
Robert T
The price is AU$268
includes taxes & fees
28 July - 29 July
The Quechee Inn at Marshland Farm

10. The Inn at Weathersfield

The Inn at Weathersfield
4.0 star property
Perkinsville
9.8 out of 10, Exceptional, (80 reviews)
"Great location, service and restaurant "
United States
LUDJANE
The price is AU$336
includes taxes & fees
27 July - 28 July
The Inn at Weathersfield

11. Hotel Coolidge

Hotel Coolidge
3.0 star property
White River Junction
8.2 out of 10, Very good, (1,000 reviews)
"Nice old Inn on Main street."
United States
Ralph
The price is AU$190
includes taxes & fees
17 Aug - 18 Aug
Hotel Coolidge

12. Hampton Inn White River Junction

Hampton Inn White River Junction
2.5 star property
White River Junction
8.6 out of 10, Excellent, (1,004 reviews)
"Good location for Dartmouth family, Clean, Good breakfast."
United States
Hyosun
The price is AU$233
includes taxes & fees
16 Aug - 17 Aug
Hampton Inn White River Junction

13. Super 8 by Wyndham White River Junction

Super 8 by Wyndham White River Junction
2.0 star property
White River Junction
6.4 out of 10, (1,005 reviews)
"Great stay!!!"
United States
Mamadou
The price is AU$140
includes taxes & fees
9 Aug - 10 Aug
Super 8 by Wyndham White River Junction

14. Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (593 reviews)
"Love that they catered to my dog. Will be back!"
United States
Mark
The price is AU$122
includes taxes & fees
28 July - 29 July
Sleep Woodstock Motel

15. The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (297 reviews)
"Everything was terrific! Great vibe & location."
United States
Brian
The price is AU$511
includes taxes & fees
7 Aug - 8 Aug
The Jackson

16. The Vesper

The Vesper
3.0 star property
Woodstock
9.2 out of 10, Wonderful, (68 reviews)
"Great place to live and the owner is very friendly!"
United States
Qing
The price is AU$236
includes taxes & fees
26 July - 27 July
The Vesper

17. Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (868 reviews)
"Our stay was great. Staff was very friendly and helpful."
United States
Patricia
The price is AU$282
includes taxes & fees
30 July - 31 July
Best Western Springfield Hotel

18. Newport Motel

Newport Motel
2.0 star property
Newport
8.8 out of 10, Excellent, (339 reviews)
"Newport Motel is a friendly place to stay. No frills just a nice clean , friendly and safe place to be."
United States
starr
The price is AU$166
includes taxes & fees
27 July - 28 July
Newport Motel

19. Hilton Garden Inn Hanover Lebanon

Hilton Garden Inn Hanover Lebanon
3.0 star property
Lebanon
9.0 out of 10, Wonderful, (1,000 reviews)
"Great location, clean, friendly staff"
United States
Deborah
The price is AU$299
includes taxes & fees
9 Aug - 10 Aug
Hilton Garden Inn Hanover Lebanon

20. Comfort Inn White River Junction

Comfort Inn White River Junction
2.5 star property
White River Junction
7.4 out of 10, Good, (1,000 reviews)
"Hotel itself was a little worn, but the staff was excellent."
United States
Matthew
The price is AU$222
includes taxes & fees
23 Aug - 24 Aug
Comfort Inn White River Junction
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.
Save an average of 15% on thousands of hotels when you're signed in

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 discounts with Member Prices on Windsor hotels. Plus, you'll earn OneKeyCashā„¢* 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$140 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.

Explore a world of travel with Expedia