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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, (831 reviews)
"The room was clean. Plenty of seats for everyone. The kitchen has dishes, utensils, bowls, pots, casserole dish, knives. Beds are comfortable. I will definitely return for a stay and recommend to others. "
United States
Kimberly
$164 nightly
The price is $179
May 10 - May 11
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, (1,186 reviews)
"The Align Inn has been a welcome retreat for me while I work in Hanover during the week. The staff is very friendly and helpful, and the room is comfy clean and quiet."
United States
Scott
$113 nightly
The price is $124
May 10 - May 11
Total with taxes and fees
Align Inn Vermont

Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon
2.5 star property
West Lebanon
8.2 out of 10, Very Good, (1,009 reviews)
"Yes everything is great at this hotel it's beautiful "
United States
Matthew
$135 nightly
The price is $146
May 10 - May 11
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, (1,005 reviews)
"Great staff and customer service. Welcoming "
United States
Vincenzo
$125 nightly
The price is $137
May 17 - May 18
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, (1,002 reviews)
"Excellent for a family stay"
United States
Harold
$142 nightly
The price is $154
Jun 2 - Jun 3
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, (499 reviews)
"Convenient location and friendly staff."
United States
Robert
$92 nightly
The price is $100
May 10 - May 11
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, (387 reviews)
"Beautiful inn! Room exceeded expectations, tall ceilings, brickwork and river view!! Lots of cozy nooks throughout inn for board games, reading, etc. Breakfast options were excellent- fresh pastries, breakfast sandwiches and fruit. Highly recommend @"
United States
Sarah
$164 nightly
The price is $178
May 14 - May 15
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, (334 reviews)
"Clean very well decorated room with comfortable beds and lots of pillows. Would stay again "
United States
Andrew
$267 nightly
The price is $294
Jun 4 - Jun 5
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, (1,006 reviews)
"Clean room, friendly staff, family-friendly. "
United States
Suwei
$197 nightly
The price is $217
May 10 - May 11
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, (576 reviews)
"Everything was excellent"
United States
Jerry
$429 nightly
The price is $472
May 11 - May 12
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)
"Woman who runs the place is great, such a nice little cabin beautiful views! "
United States
Jessica
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, (1,004 reviews)
"Very clean, well maintained property Helpful front desk staff"
United States
Dermot
$163 nightly
The price is $177
May 24 - May 25
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, (924 reviews)
"Everything was great."
United States
Sue
$151 nightly
The price is $166
May 25 - May 26
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, (1,004 reviews)
"Called for an early check in and was able to get in the room at a time that worked for us. Everything was clean and quiet and breakfast was great"
United States
Abby
$149 nightly
The price is $164
May 10 - May 11
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, (1,004 reviews)
"Always love our stay - dog friendly and people friendly!"
United States
Hanna
$156 nightly
The price is $172
May 10 - May 11
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, (462 reviews)
"Great breakfast, clean rooms"
United States
Brian
Summit Lodge

North Star Lodge and Resort

North Star Lodge and Resort
2.0 star property
Killington
8.8 out of 10, Excellent, (1,005 reviews)
"Plenty of space, storage, and nice kitchen. Room and bathroom was clean, bed was comfortable, and the heated pool with a view of the mountain was a huge plus after a long day of skiing"
United States
William
$148 nightly
The price is $162
May 10 - May 11
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, (941 reviews)
"Beautiful hotel, recommend. "
United States
Dayana
$369 nightly
The price is $400
May 13 - May 14
Total with taxes and fees
Hanover Inn Dartmouth

Killington Grand Hotel

Killington Grand Hotel
3.5 star property
Base Area
8.8 out of 10, Excellent, (211 reviews)
"Fantastic....Perfect place for a fall getaway."
United States
Justin
$248 nightly
The price is $272
May 15 - May 16
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, (1,005 reviews)
"Great stay. "
United States
Julie
$105 nightly
The price is $116
May 31 - Jun 1
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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