Cornish-Windsor Covered Bridge

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Our top choices for Windsor hotels

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, (849 reviews)
"Location of resort is beautiful."
United States
Carol
8 days ago
$174 nightly
The price is $190
Jul 12 - Jul 13
Total with taxes and fees
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Align Inn Vermont

Align Inn Vermont
2.5 star property
Quechee
9.4 out of 10, Exceptional, (1,231 reviews)
"Helpful, friendly desk staff! Property clean and tiday, good location."
United States
Elisabeth
21 hours ago
$125 nightly
The price is $138
Jun 28 - Jun 29
Total with taxes and fees
Align Inn Vermont

Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon
2.5 star property
West Lebanon
8.4 out of 10, Very Good, (1,010 reviews)
"An excellent restaurant. The property had excellent amenities. The staff were helpful."
United States
Faye
13 hours ago
$134 nightly
The price is $145
Jul 5 - Jul 6
Total with taxes and fees
Fireside Inn & Suites West Lebanon

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton
3.5 star property
Killington
7.4 out of 10, Good, (1,000 reviews)
"Very nice bed with comfortable mattress."
United States
Li
14 days ago
$130 nightly
The price is $143
Jul 5 - Jul 6
Total with taxes and fees
Killington Mountain Lodge, Tapestry Collection by Hilton

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
3.5 star property
Cavendish
8.8 out of 10, Excellent, (1,001 reviews)
"The room was terrific it was like a one bedroom apartment the staff was great."
United States
Daniel
23 days ago
$140 nightly
The price is $152
Jul 7 - Jul 8
Total with taxes and fees
Pointe at Castle Hill Resort

Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (520 reviews)
"Everything was clean, maintained, and comfortable on the inside."
United States
John
3 days ago
$96 nightly
The price is $104
Jun 24 - Jun 25
Total with taxes and fees
Claremont Motor Lodge

The Common Man Inn & Restaurant

The Common Man Inn & Restaurant
3.5 star property
Claremont
9.6 out of 10, Exceptional, (393 reviews)
"Little more home town thing big city hotel."
United States
Brian
6 days ago
$148 nightly
The price is $160
Jun 25 - Jun 26
Total with taxes and fees
The Common Man Inn & Restaurant

Kedron Valley Inn

Kedron Valley Inn
3.5 star property
South Woodstock
9.0 out of 10, Wonderful, (336 reviews)
"I love staying at the Inn."
United States
Marylynn
22 hours ago
$293 nightly
The price is $322
Jul 1 - Jul 2
Total with taxes and fees
Kedron Valley Inn

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,004 reviews)
"They've upgraded some rooms with new linens. We know the breakfast staff by name."
United States
Julie
3 days ago
$204 nightly
The price is $224
Jun 24 - Jun 25
Total with taxes and fees
On The River Inn

Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.4 out of 10, Exceptional, (586 reviews)
"You're looking for a very comfortable stay in the quaint."
United States
john
6 days ago
$509 nightly
The price is $560
Jun 28 - Jun 29
Total with taxes and fees
Woodstock Inn & Resort

Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins
3.0 star property
Windsor
9.8 out of 10, Exceptional, (13 reviews)
"Suzy are amazing. The fat sheep farm is such a a cute cozy place."
United States
Jennifer
Fat Sheep Farm & Cabins

Hilton Garden Inn Hanover Lebanon

Hilton Garden Inn Hanover Lebanon
3.0 star property
Lebanon
9.0 out of 10, Wonderful, (1,003 reviews)
"Lovely, maintained hotel. Safe and convenient location. Good for kids and families."
United States
Erin
29 days ago
$179 nightly
The price is $195
Jun 28 - Jun 29
Total with taxes and fees
Hilton Garden Inn Hanover Lebanon

The Shire Woodstock

The Shire Woodstock
3.0 star property
Woodstock
8.8 out of 10, Excellent, (944 reviews)
"We love this place. Would stay there again. Our family has stayed here twice."
United States
Alejandra
3 days ago
$192 nightly
The price is $212
Jul 8 - Jul 9
Total with taxes and fees
The Shire Woodstock

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, (1,002 reviews)
"Very clean, room was comfortable and updated, great amenities."
United States
carleen
2 days ago
$154 nightly
The price is $169
Jun 28 - Jun 29
Total with taxes and fees
Holiday Inn Express Hotel & Suites White River Junction by IHG

The Mountain Inn at Killington

The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (1,002 reviews)
"Had a great time. The location is great."
United States
Meital
2 days ago
$146 nightly
The price is $161
Jun 24 - Jun 25
Total with taxes and fees
The Mountain Inn at Killington

Summit Lodge

Summit Lodge
3.0 star property
Killington
8.8 out of 10, Excellent, (464 reviews)
"Nice old school ski hotel nice bar with a hot tub."
United States
william
May 11th, 2026
Summit Lodge

North Star Lodge and Resort

North Star Lodge and Resort
2.0 star property
Killington
8.8 out of 10, Excellent, (1,002 reviews)
"Amazing hot pool. Laundry room is clutch coin operated machines."
United States
patrick
25 days ago
$138 nightly
The price is $151
Jul 7 - Jul 8
Total with taxes and fees
North Star Lodge and Resort

Hanover Inn Dartmouth

Hanover Inn Dartmouth
4.0 star property
Hanover
9.6 out of 10, Exceptional, (956 reviews)
"Excellent place to stay right by Dartmouth. The staff is incredibly friendly."
United States
Kyle
7 days ago
$329 nightly
The price is $357
Jun 28 - Jun 29
Total with taxes and fees
Hanover Inn Dartmouth

Killington Grand Hotel

Killington Grand Hotel
3.5 star property
Base Area
9.0 out of 10, Wonderful, (213 reviews)
"Our room was just beautiful. The bed the most comfortable ever."
United States
Debbie
$248 nightly
The price is $272
Jun 25 - Jun 26
Total with taxes and fees
Killington Grand Hotel

White River Inn and Suites

White River Inn and Suites
2.5 star property
White River Junction
7.0 out of 10, Good, (1,001 reviews)
"We stayed here. We were able to get good sleep."
United States
Jessica
6 days ago
$148 nightly
The price is $163
Jul 12 - Jul 13
Total with taxes and fees
White River Inn and Suites
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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. Afterward, savor 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

Hotels in Windsor with star-rating

Find out more about Windsor

Top reasons to visit Windsor

  • Outdoor Adventure: Windsor is a haven for outdoor enthusiasts, offering skiing, hiking, and golf in stunning natural settings.
  • Scenic Rides: Enjoy picturesque drives through the charming countryside, especially vibrant during the fall.
  • Cultural Experiences: Engage with the local community by attending lively cocktail parties and exploring historical attractions.
  • Family-Friendly Atmosphere: The area is perfect for families, providing numerous activities suitable for all ages.
  • Diverse Accommodations: Choose from cozy motels to agritourism properties that fit any traveler's needs.

Find great hotels near Windsor

Explore a variety of hotel accommodations in Windsor, Vermont, ideal for every traveler. Whether you're seeking a cozy motel or an inviting agritourism property, Windsor offers options that cater to adventure seekers, families, and pet owners alike. Enjoy a memorable vacation experience surrounded by the beauty of Vermont's landscapes while finding the perfect place to unwind after a day of exploration.

  • Super 8 by Wyndham White River Junction: Ideal for budget-conscious travelers, Super 8 by Wyndham White River Junction is a pet-friendly motel located 12 miles from Windsor. This property caters to both leisure and business guests, offering essential amenities for a comfortable stay. The hotel allows pets onsite, making it a great choice for animal lovers. Guests appreciate the added convenience of free pet accommodations, ensuring that your furry friends can join you on your getaway.
  • Best Western West Lebanon-Hanover Hotel: With a solid guest rating of 8.4, the Best Western West Lebanon-Hanover Hotel is a family-friendly option located 11 miles from Windsor. This budget-friendly hotel is designed for both business and leisure travelers, providing amenities that cater to families, including complimentary cribs for younger guests. Visitors enjoy its comfortable atmosphere and accessibility to local attractions, making it a practical choice for families seeking a welcoming environment.
  • Fireside Inn & Suites West Lebanon: Rated 8.2, the Fireside Inn & Suites West Lebanon offers a cozy, inviting atmosphere just 11 miles from Windsor. This budget-friendly accommodation is also pet-friendly, allowing some pets onsite, complete with special amenities like food and water bowls for your furry companions. It’s perfect for travelers seeking both comfort and convenience, with a focus on making your stay enjoyable for you and your pets alike.

Where to stay in and around Windsor

Your vacation in Windsor, Vermont, promises a delightful blend of outdoor adventure and scenic beauty. Explore the charming countryside, perfect for a fall getaway, and immerse yourself in its family-friendly atmosphere. Nearby attractions offer a taste of history and urban vibrancy, ensuring a memorable trip. Whether you're skiing or enjoying excursions, Windsor invites you to experience its friendly community and breathtaking landscapes.

  • Woodstock: Nestled approximately 12 miles from Windsor, Woodstock is a picturesque town known for its charming New England ambiance. Visitors flock to this area year-round, with peak seasons in July and September to October. Outdoor enthusiasts will find plenty to do, from skiing on the nearby slopes to exploring the scenic trails in the national state park. Highlights include the stunning views of the surrounding mountains and serene lakes, making it a perfect spot for adventure seekers and those looking to relax in nature.
  • Cornish: Located just 1 mile from Windsor, Cornish offers a delightful escape with its seasonal charm. The town sees a surge of visitors during the summer months, particularly from June to August, drawn by its outdoor adventures and skiing opportunities. With ski fields and resorts nearby, Cornish is ideal for thrill-seekers. The surrounding landscape is dotted with beautiful lakes and mountains, providing a breathtaking backdrop for hiking, fishing, and outdoor activities throughout the year.
  • Ascutney: Situated within the area of Windsor, Ascutney is a quaint village that attracts visitors year-round, with a peak in arrivals from July to September. Known for its adventurous spirit, Ascutney offers excellent skiing and outdoor experiences, making it a favorite for those seeking adrenaline-fueled activities. The village is surrounded by stunning mountains and lakes, and with a close proximity to the national state park, it provides ample opportunities for hiking, skiing, and enjoying Vermont's natural beauty.

Things to do in Windsor

Windsor, Vermont, is a fantastic destination for outdoor enthusiasts and adventure seekers. Enjoy skiing at local ski resorts and fields, or take advantage of the beautiful golf courses nearby. For a more leisurely experience, consider scenic rides through the picturesque landscape, and don’t miss the opportunity to attend one of the lively cocktail parties to mingle with locals and fellow travelers alike.

Shopping

In Windsor, you can enjoy local shops and boutiques offering unique gifts and souvenirs. If you're up for a drive, check out the West Lebanon Market Place, located about 12 miles away, featuring a mix of shops and dining options for a diverse shopping experience.

Recreation

In Windsor, indulge in rejuvenating treatments at the Windsor Wellness Center, where holistic therapies and personalized wellness programs await you. Explore the serene beauty of the Connecticut River at local parks, perfect for hiking and leisurely strolls, enhancing your relaxation and connection with nature.

Adventure

Explore Mount Ascutney State Park, offering hiking trails with stunning views and opportunities for rock climbing. For a thrilling water experience, visit the Connecticut River for kayaking and canoeing adventures. Don't miss the scenic bike trails that wind through the beautiful landscapes of Windsor.

Nightlife

In Windsor, the nightlife is cozy and inviting. Enjoy craft brews at Harpoon Brewery or unwind with live music at the Windsor Station Restaurant and Bar. For a laid-back evening, visit the local taverns where friendly locals share stories and laughter over drinks.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Windsor

  • 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 January to February and October, 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: Utilize Expedia's search tool to tailor your results based on your preferences, such as budget, desired location, and the type of hotel you wish to stay in. For instance, selecting the Eco-certified option will showcase sustainable and environmentally friendly hotels 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 money by combining your hotel stay in Windsor with your flights and activities through an Expedia package deal.

Find the best attractions in and around Windsor

Windsor, Vermont, is a fantastic destination for outdoor enthusiasts and adventure seekers. Visitors can enjoy activities in local parks and explore the breathtaking beauty of nearby national and state parks, along with stunning canyons and gorges. With a focus on outdoor recreation, cultural experiences, and family-friendly activities, Windsor offers something for everyone looking to immerse themselves in nature and create lasting memories.

  • American Precision Museum: Discover the rich history of American manufacturing at the American Precision Museum, housed in a former textile mill. This museum showcases precision tools and machines, offering a glimpse into the innovations that shaped the industrial era.
  • Quechee Gorge Bridge: Experience breathtaking views at the Quechee Gorge Bridge, spanning a stunning canyon located 11 miles from Windsor. This site is perfect for outdoor enthusiasts, featuring scenic trails and opportunities for adventure in a picturesque setting.
  • Mount Ascutney: Just 4 miles from Windsor, Mount Ascutney provides a thrilling outdoor experience with hiking trails that lead to stunning vistas. Enjoy the beauty of nature while engaging in various recreational activities, from hiking to picnicking.

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 CloudyAverageSlightly High
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 LowAverage

The nearest major airports for your trip to Windsor

Traveling to Windsor, Vermont, you have several major airports to consider. ALBany International Airport (ALB) is located 88 miles away, with nearby hotels like The Landing Hotel at Rivers Casino & Resort and DoubleTree by Hilton Schenectady Downtown, both 8 miles from the airport. Burlington International Airport (BTV) is 78 miles from Windsor, featuring hotels such as DoubleTree by Hilton Burlington Vermont, just 2 miles away. Manchester-Boston Regional Airport (MHT) is 61 miles from Windsor, with options like The Grand at Bedford Village Inn, 4 miles from the airport. All these airports offer various transportation services to their respective hotels, ensuring a smooth journey.

Frequently asked questions

What is the best area to stay in Windsor?
The best area to stay in Windsor is the historic downtown area, particularly around Main Street and State Street, for its convenient access to local attractions and a pleasant setting.

This central area is Windsor's main hub, characterized by its historic architecture and proximity to the Connecticut River. You'll find local shops, eateries, and key landmarks like the American Precision Museum and the Windsor-Cornish Covered Bridge within easy walking distance. The layout is compact and walkable, making it easy to explore on foot.

Couples often find this area ideal for a relaxing getaway. The charming setting, with its historic buildings and river views, provides a pleasant backdrop for strolls, dining, and exploring local history. Many of the boutique accommodations in this area offer a more personalized and intimate experience.

Families will also appreciate staying downtown due to the ease of access to attractions like the American Precision Museum, which offers engaging exhibits for all ages.
What are the best family hotels in Windsor?
For an excellent family-friendly hotel in Windsor, Fat Sheep Farm & Cabins is a superb choice.

This 3-star property, with an impressive 9.8 rating, offers amenities that cater to families, including free cribs for little ones and a kitchen in each cabin, making meal preparation convenient. Guests also benefit from complimentary parking for RVs, buses, or trucks, free self-parking, and free WiFi. Additionally, the property provides free toiletries and features an electric car charging station and accessible parking.
What are the top pet-friendly hotels in Windsor?
For top pet-friendly hotels in Windsor, Fat Sheep Farm & Cabins is an excellent option.

This 3-star property, with an outstanding 9.8 rating, warmly welcomes both dogs and cats, even providing food and water bowls for your companions. Guests also benefit from complimentary self-parking and free WiFi. The cabins offer a comfortable stay for both you and your pets. See more pet-friendly hotels in Windsor
What are the best budget hotels in Windsor?
For a highly-rated budget hotel in Windsor, consider the Fat Sheep Farm & Cabins.

The 3-star Fat Sheep Farm & Cabins, with an exceptional 9.8 rating, offers guests a comfortable stay with a focus on convenience and practicality. Travelers will appreciate the free parking for RVs, buses, and trucks, as well as complimentary self-parking and electric car charging stations. The accommodations also feature free Wi-Fi and fully equipped kitchens, providing a home-like experience. Families traveling with infants will also find the free cribs a useful amenity.
What are the most romantic hotels in Windsor for couples?
For a romantic getaway in Windsor, consider the Fat Sheep Farm & Cabins.

This 3-star property, with an outstanding 9.8 rating, offers a wonderful setting for couples. Guests appreciate the free parking, free WiFi, and the convenience of a kitchen in each cabin, allowing for private, cozy meals. The cabins also offer mountain views, providing a picturesque backdrop for a romantic retreat. See all romantic hotels in Windsor
When is the best time to go to Windsor?
The best time to go to Windsor, Vermont, is during the summer months, from June to August, and the fall foliage season, from late September to mid-October.

Summer in Windsor offers pleasant weather, with average temperatures ranging from the mid-60s to high 70s Fahrenheit. This is an ideal time for outdoor activities, including exploring the Cornish-Windsor Covered Bridge, the longest two-span covered bridge in the United States, and enjoying the walking trails along the Connecticut River. The warm weather is also superb for visiting the Saint-Gaudens National Historical Park, which hosts outdoor concerts and events. Families will find plenty to do, from picnicking in local parks to visiting the numerous local farms.

The fall foliage season transforms Windsor into a picturesque landscape, with vibrant reds, oranges, and yellows. While cooler, with temperatures typically in the 50s and 60s Fahrenheit, this period is highly sought after for its scenic beauty. It's a prime time for leisurely drives through the countryside, visiting local apple orchards, and enjoying the crisp air. Couples often find this season particularly romantic for a getaway, with opportunities for cozy stays and scenic photography amidst the colorful backdrop.
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 earn OneKeyCash™* on eligible Windsor hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
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 $93 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.

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