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

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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, (862 reviews)
"It was clean an convenient"
United States
Russell
The price is NZ$286
includes taxes & fees
19 Aug - 20 Aug
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

2. 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)
"Great stay for the night"
United States
Jesse
The price is NZ$297
includes taxes & fees
9 Aug - 10 Aug
Fireside Inn & Suites West Lebanon

3. Align Inn Vermont

Align Inn Vermont
2.5 star property
Quechee
9.4 out of 10, Exceptional, (1,276 reviews)
"We stayed at this property twice, love it!"
United States
Leo
The price is NZ$241
includes taxes & fees
6 Aug - 7 Aug
Align Inn Vermont

4. On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,002 reviews)
"Breakfast was fantastic, such a lovely and peaceful place to stay for a few nights"
United Kingdom
Laura
The price is NZ$550
includes taxes & fees
9 Aug - 10 Aug
On The River Inn

5. Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (549 reviews)
"Nice place to stay"
United States
Shane
The price is NZ$187
includes taxes & fees
5 Aug - 6 Aug
Claremont Motor Lodge

6. The Mountain Inn at Killington

The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (1,005 reviews)
"Great place to stay with the best staff!"
United States
Travis
The price is NZ$299
includes taxes & fees
9 Aug - 10 Aug
The Mountain Inn at Killington

7. Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.4 out of 10, Exceptional, (597 reviews)
"As always - best hotel in Vermont."
United States
ben
The price is NZ$1,085
includes taxes & fees
24 Aug - 25 Aug
Woodstock Inn & Resort

8. The Common Man Inn & Restaurant

The Common Man Inn & Restaurant
3.5 star property
Claremont
9.6 out of 10, Exceptional, (408 reviews)
"Beautifully decorated old mill right on the river with great restaurant"
United States
Denis
The price is NZ$256
includes taxes & fees
31 Aug - 1 Sept
The Common Man Inn & Restaurant

9. 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)
"We had a great stay. The staff was nice and the property was awesome. The beds were super comfy and the rooms were clean.Close to everything."
United States
Nicole
The price is NZ$275
includes taxes & fees
10 Aug - 11 Aug
Killington Mountain Lodge, Tapestry Collection by Hilton

10. 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, (1,001 reviews)
"Friendly staff, clean place, nice room & great breakfast!"
United States
Jeannie
The price is NZ$303
includes taxes & fees
30 Aug - 31 Aug
Holiday Inn Express Hotel & Suites White River Junction by IHG

11. Mountain Meadows Lodge

Mountain Meadows Lodge
3.5 star property
Killington
9.6 out of 10, Exceptional, (256 reviews)
"The property was wonderful from the breakfast, room cleanliness and excellent staff. We would stay again at this location."
United States
Barry
The price is NZ$338
includes taxes & fees
19 Aug - 20 Aug
Mountain Meadows Lodge

12. The Shire Woodstock

The Shire Woodstock
3.0 star property
Woodstock
8.8 out of 10, Excellent, (969 reviews)
"It would be great to have a coffee maker in the room"
United States
Jean
The price is NZ$510
includes taxes & fees
18 Aug - 19 Aug
The Shire Woodstock

13. Kedron Valley Inn

Kedron Valley Inn
3.5 star property
South Woodstock
9.0 out of 10, Wonderful, (338 reviews)
"I love staying at the Inn when I come to Vermont to see my friends compete at Green Mountain Horse Association. Cozy place."
United States
Marylynn
The price is NZ$612
includes taxes & fees
18 Aug - 19 Aug
Kedron Valley Inn

14. Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
3.5 star property
Cavendish
8.8 out of 10, Excellent, (1,003 reviews)
"Friendly helpful staff . Easy to find. Well equipped kitchen . I will definitely return the next time I am in the area."
United States
Pamela
The price is NZ$272
includes taxes & fees
19 Aug - 20 Aug
Pointe at Castle Hill Resort

15. Hilton Garden Inn Hanover Lebanon

Hilton Garden Inn Hanover Lebanon
3.0 star property
Lebanon
9.0 out of 10, Wonderful, (1,009 reviews)
"Great location, clean, friendly staff"
United States
Deborah
The price is NZ$347
includes taxes & fees
27 Aug - 28 Aug
Hilton Garden Inn Hanover Lebanon

16. The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (299 reviews)
"Everything was terrific! Great vibe & location."
United States
Brian
The price is NZ$310
includes taxes & fees
19 Aug - 20 Aug
The Jackson

17. Hotel Coolidge

Hotel Coolidge
3.0 star property
White River Junction
8.2 out of 10, Very good, (1,001 reviews)
"Very helpful and kind staff. Nice accommodations, comfortable and clean and well located, with some character and history."
United States
Nancy
The price is NZ$242
includes taxes & fees
9 Aug - 10 Aug
Hotel Coolidge

18. The Quechee Inn at Marshland Farm

The Quechee Inn at Marshland Farm
3.0 star property
Quechee
9.0 out of 10, Wonderful, (1,005 reviews)
"Fantastic place near everything you want to be near."
United States
Robert T
The price is NZ$302
includes taxes & fees
1 Sept - 2 Sept
The Quechee Inn at Marshland Farm

19. Six South St Hotel

Six South St Hotel
2.5 star property
Hanover
9.4 out of 10, Exceptional, (960 reviews)
"Beautiful property, rooms with thoughtful details, wonderful staff and location. Would stay here again and again."
United States
Tamzen
The price is NZ$446
includes taxes & fees
9 Aug - 10 Aug
Six South St Hotel

20. Hanover Inn Dartmouth

Hanover Inn Dartmouth
4.0 star property
Hanover
9.6 out of 10, Exceptional, (969 reviews)
"Great location and friendly welcoming staff."
United States
Laly
The price is NZ$595
includes taxes & fees
9 Aug - 10 Aug
Hanover Inn Dartmouth
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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

  • Outdoor Adventures: Windsor is a haven for outdoor enthusiasts, offering skiing, scenic parks, and various activities amidst stunning landscapes.
  • Cultural Experiences: Visitors can immerse themselves in local history and charm at attractions like Windsor Great Park and the farmers market.
  • Family-Friendly Activities: Enjoy engaging experiences suitable for all ages, ensuring a fun-filled holiday for families.
  • Charming Accommodations: Windsor boasts delightful stays, from agritourism to inviting hotels, catering to diverse traveller needs.
  • Picturesque Surroundings: The scenic beauty of Windsor provides a perfect backdrop for relaxation and exploration.

Find great hotels near Windsor

Discover a delightful selection of accommodations in Windsor, Vermont, perfect for every type of traveller. From charming agritourism properties to inviting hotels, you'll find options that cater to adventure seekers, families, and pet owners alike. Whether you're considering a stay at the Inn at Windsor or the Windsor Mansion Inn, you're sure to enjoy a memorable experience in this picturesque town.

  • Best Western West Lebanon-Hanover Hotel: The Best Western West Lebanon-Hanover Hotel offers a welcoming atmosphere for families and business travellers alike. With a commendable guest rating of 8.4 out of 10, this budget-friendly lodging is located 17.7km from Windsor. Families will find excellent amenities tailored for children, including complimentary cribs. The hotel features comfortable rooms designed for relaxation after a day of exploring the area. Guests appreciate its convenient location and friendly service, making it a solid choice for your stay.
  • Fireside Inn & Suites West Lebanon: Fireside Inn & Suites West Lebanon is a charming pet-friendly accommodation with a guest rating of 8.2 out of 10. Situated 17.7km from Windsor, this hotel is an excellent option for those travelling with furry companions. The property allows pets on-site, with amenities that include food and water bowls, and a no-fee policy for service animals. Designed for both leisure and business travellers, the Fireside Inn boasts a cosy atmosphere that promises a warm welcome after a day of adventures.
  • Holiday Inn Express Hotel & Suites White River Junction by IHG: With a guest rating of 8.6 out of 10, the Holiday Inn Express Hotel & Suites White River Junction by IHG stands out as an ideal choice for business travellers. Located 19.3km from Windsor, this budget-friendly hotel combines modern comfort with practical amenities. Guests can enjoy complimentary breakfast and high-speed internet access, ensuring a productive stay. The hotel’s sleek design and attentive service create an inviting environment for those visiting the area on business.

Where to stay near Windsor

Windsor, Vermont, offers a delightful mix of outdoor adventures and serene getaways, perfect for travellers seeking both excitement and relaxation. Explore the picturesque scenery and family-friendly atmosphere, or immerse yourself in the rich history of the area. Nearby cities provide a vibrant urban vibe, ensuring a memorable weekend escape. Whether you’re hitting the slopes or enjoying leisurely excursions, Windsor promises an unforgettable experience for every kind of visitor.

  • Woodstock: Nestled 19.3km from Windsor, Woodstock is a charming town renowned for its stunning landscapes and outdoor adventures. Travellers flock here year-round, with peaks in visitor numbers during July and the autumn months of September to October. This picturesque spot is perfect for skiing enthusiasts, offering access to ski fields and resorts. Beyond winter sports, Woodstock boasts nearby lakes and mountains, making it an ideal base for hiking and exploring the scenic beauty of national and state parks. Don't miss the local shops and eateries that contribute to the town's vibrant atmosphere.
  • West Lebanon: Also located 19.3km from Windsor, West Lebanon is a lively city that attracts visitors throughout the year, particularly in June to July and September. Known for its adventurous spirit, the city offers ample opportunities for skiing and outdoor activities. With its proximity to historic colleges and universities, West Lebanon combines education with adventure. Explore the stunning natural landscapes, including lakes and mountains, while enjoying the various ski fields in the area. This city is perfect for those seeking both thrills and a touch of culture.
  • White River Junction: Situated 19.3km from Windsor, White River Junction is a vibrant city that offers a mix of adventure and historical charm. Visitors are drawn to its ski fields and resorts, especially during the summer months of July to September. The town is not only a hub for outdoor activities but also home to historic colleges and universities. Explore the nearby lakes and the dramatic canyon gorge, which provide breathtaking views and ample recreational opportunities. White River Junction is a fantastic destination for those looking to immerse themselves in nature and history alike.

Things to do in Windsor

Shopping

In the heart of Windsor, you can explore charming local shops for unique gifts. If you're up for a drive, consider visiting the nearby West Lebanon Shopping Plaza, where you'll find larger retailers and a diverse selection of souvenirs to take home.

Recreation

In Windsor, the Salt Spa provides a serene environment with salt therapy sessions that promote relaxation and respiratory health. For outdoor enthusiasts, the nearby Mount Ascutney offers hiking trails with stunning views, ideal for connecting with nature while enjoying physical activity.

Adventure

In Windsor, explore the scenic beauty of the Connecticut River by kayaking or canoeing, offering a unique perspective of the landscape. For thrill-seekers, nearby hiking trails present challenging terrains and breathtaking views, ideal for an adventurous day out in nature.

Nightlife

In Windsor, the Harpoon Brewery offers a relaxed vibe with craft beers and occasional live music, while the Windsor Station is a charming spot for casual dining and drinks. The local taverns often host trivia nights and pub games, adding a fun twist to your evening out.

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

Find the best attractions in and around Windsor

Windsor, Vermont, offers a fantastic blend of outdoor adventures and cultural experiences, making it a perfect destination for tourists. You can explore stunning attractions like canyonGorge and the nationalStatePark, or enjoy family-friendly activities at the historic Windsor Great Park and the local farmers market. Don’t miss out on the main attractions that showcase the charm and beauty of Windsor, ensuring a memorable visit.

  • Blow-Me-Down Bridge: This historic bridge, located 805m from Windsor, offers a picturesque glimpse into the region’s architectural heritage. Its unique design and serene surroundings create a tranquil atmosphere, ideal for photography and leisurely strolls.
  • Taftsville Covered Bridge: Situated 17.7km from Windsor, this charming covered bridge exudes historical charm. With its rich history and scenic backdrop, it's a lovely spot for exploring local culture and enjoying a peaceful picnic by the river.
  • American Precision Museum: Located within Windsor, this museum showcases the evolution of precision manufacturing. Visitors will appreciate the fascinating exhibits and insights into the region’s industrial heritage, making for an enlightening experience.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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

Visiting Windsor, Vermont, is easy with access to several major airports. Burlington International Airport (BTV) is 125.5km away, with nearby hotels like the DoubleTree by Hilton Burlington, just 3.2km from the airport, offering convenient transportation options. Albany International Airport (ALB) is located 141.6km from Windsor, with excellent accommodation such as The Landing Hotel at Rivers Casino & Resort, 12.9km away. Manchester-Boston Regional Airport (MHT) is 98.2km from Windsor, with luxurious options like The Grand at Bedford Village Inn, situated 6.4km from the airport. Each airport provides accessible transport to their respective hotels, ensuring a smooth journey for tourists.

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, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 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 NZ$167 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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