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

Windsor Hotels

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Check prices for these dates

Tonight
17 Sept - 18 Sept
Tomorrow
18 Sept - 19 Sept
This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 Sept

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Our top choices for Windsor hotels

1. Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins
Windsor
United States
Jessica
€271
includes taxes & fees
24 Sept - 25 Sept
Fat Sheep Farm & Cabins

2. Claremont Motor Lodge

Claremont Motor Lodge
Claremont
United States
EDWARD S
€114
includes taxes & fees
18 Oct - 19 Oct
Claremont Motor Lodge

3. Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Brownsville
United States
zhuang
€164
includes taxes & fees
24 Sept - 25 Sept
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

4. Best Western West Lebanon-Hanover Hotel

Best Western West Lebanon-Hanover Hotel
West Lebanon
United States
Judy
€155
includes taxes & fees
23 Sept - 24 Sept
Best Western West Lebanon-Hanover Hotel

5. Royal Inn Claremont

Royal Inn Claremont
Claremont
United States
Eva
€113
includes taxes & fees
30 Sept - 1 Oct
Royal Inn Claremont

6. Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon
West Lebanon
United States
amber
€162
includes taxes & fees
23 Sept - 24 Sept
Fireside Inn & Suites West Lebanon

7. The Common Man Inn & Restaurant

The Common Man Inn & Restaurant
Claremont
United States
Victoria
€174
includes taxes & fees
18 Oct - 19 Oct
The Common Man Inn & Restaurant

8. Align Inn Vermont

Align Inn Vermont
Quechee
United States
Daniele
€212
includes taxes & fees
20 Sept - 21 Sept
Align Inn Vermont

9. Hotel Coolidge

Hotel Coolidge
White River Junction
United States
Elizabeth
€142
includes taxes & fees
20 Sept - 21 Sept
Hotel Coolidge

10. Super 8 by Wyndham White River Junction

Super 8 by Wyndham White River Junction
White River Junction
United States
Jennifer
€96
includes taxes & fees
18 Oct - 19 Oct
Super 8 by Wyndham White River Junction

11. White River Inn and Suites

White River Inn and Suites
White River Junction
United States
Richard
€136
includes taxes & fees
22 Sept - 23 Sept
White River Inn and Suites

12. Newport Motel

Newport Motel
Newport
United States
Andrew
€101
includes taxes & fees
21 Sept - 22 Sept
Newport Motel

13. Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
Cavendish
United States
David
€143
includes taxes & fees
18 Oct - 19 Oct
Pointe at Castle Hill Resort

14. Best Western Springfield Hotel

Best Western Springfield Hotel
Springfield
United States
Gerry
€171
includes taxes & fees
24 Sept - 25 Sept
Best Western Springfield Hotel

15. Enfield Shaker Museum

Enfield Shaker Museum
Enfield
€129
includes taxes & fees
6 Oct - 7 Oct
Enfield Shaker Museum

16. Lincoln Inn & Gallery

Lincoln Inn & Gallery
Woodstock
United States
Maria
€180
includes taxes & fees
20 Sept - 21 Sept
Lincoln Inn & Gallery

17. Sleep Woodstock Motel

Sleep Woodstock Motel
Woodstock
United States
michelle
Sleep Woodstock Motel

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

Holiday Inn Express Hotel & Suites White River Junction by IHG
White River Junction
United States
Rena
€181
includes taxes & fees
21 Sept - 22 Sept
Holiday Inn Express Hotel & Suites White River Junction by IHG

19. The Inn at Weathersfield

The Inn at Weathersfield
Perkinsville
United States
Rula
€263
includes taxes & fees
20 Sept - 21 Sept
The Inn at Weathersfield

20. Hilton Garden Inn Hanover Lebanon

Hilton Garden Inn Hanover Lebanon
Lebanon
Mexico
Catalina
€174
includes taxes & fees
20 Sept - 21 Sept
Hilton Garden Inn Hanover Lebanon
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Stay near popular Windsor attractions

A snow-covered landscape with a wooden covered bridge over a river, surrounded by trees and a snowy path.

Brownsville Trail

9.4/10 (3 reviews)
This challenging 5.2-mile trail rewards hikers with panoramic views and the historic Norcross Quarry from the early 1900s. Pack water and wear sturdy boots for the 2,395-foot ascent through Vermont's forests.
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A calm river with dense greenery and trees reflecting on the water.

Paradise Park

8.8/10 (8 reviews)
Paradise Park offers diverse ecosystems around Lake Runnemede, with well-maintained trails through forests and meadows. Observe abundant wildlife including birds, turtles, and beavers in this peaceful natural sanctuary.
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Harpoon Brewery

9.4/10 (23 reviews)
This working brewery offers a unique tasting experience with fresh craft beers and handmade pretzels. Enjoy the communal atmosphere in the taproom overlooking brewing operations or relax in the outdoor beer garden.
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American Precision Museum

10.0/10 (2 reviews)
Housed in the historic 1846 Robbins & Lawrence Armoury, this museum showcases America's largest collection of significant machine tools. Interactive exhibits highlight how precision manufacturing shaped our industrial heritage.
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Ascutney Park

Vermont's first state park offers 12+ miles of trails through former quarries and historic homesteads. Drive the 3.7-mile auto road for panoramic views of the Connecticut River Valley without the summit hike.
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Weathersfield Proctor Library

This community-centered library offers a welcoming hub for book lovers and local engagement. Browse their diverse collection or join one of their regular educational programmes in this Ascutney gathering place.
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Windsor Public Library

This historic library has served as Windsor's community hub since 1882, offering diverse collections for all ages. Browse books, use free Wi-Fi, or join one of their engaging programmes.
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Silo Distillery

You can take time to visit Silo Distillery during your travels to Windsor. Wander the forests or discover the area's mountain views.
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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.

See all hotels in Windsor
A covered bridge over a river with lush greenery and a clear sky.

Top Windsor Hotel Reviews

Align Inn Vermont

Align Inn Vermont

10/10 Excellent
"Very comfortable room. Friendly staff. Great breakfast. Beautiful area and close to everything! Was a perfect getaway"
Jennifer 3-night trip
Posted 5 hours ago
Align Inn Vermont
On The River Inn

On The River Inn

8/10 Good
"Housekeeping was a bit lax. No tissues and only one hand towel. The rest of the Inn was great!"
Marion 1-night trip
Posted 9 hours ago
On The River Inn
Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

8/10 Good
"It was nice, a little northwoods retro. A little sus at 1st glance bc of its location. Front desk personnel were kind enough, could be a bit more welcoming, energetic. I had dinner at the bar since there were very few people in dining room. Bartender was kind and attentive. Food was good. However, the morning breakfast buffet was a bit lacking, coffee was meh, as was any real sign of service. On an other note, the doors /walls are very thin. The couple in the next room, besides arguing loudly with expletives, played the tv as loud... and in the middle of the night, I guess they decided to... "make up" ;-/... again... loudly. Overall, would probably stay there again, maybe on top floor and would bring ear plugs just in case. I'd opt to go out for nice breakfast."
DAVID 1-night trip
Posted 14 hours ago
Fireside Inn & Suites West Lebanon
The Jackson

The Jackson

10/10 Excellent
"Close enough to Woodstock yet far enough away to be peaceful. Very kind staff."
joanne 1-night trip
Posted 14 hours ago
The Jackson
The Mountain Inn at Killington

The Mountain Inn at Killington

10/10 Excellent
"Stay was great, they have bike lockers to keep bikes at night super close to Killington lifts"
Christopher 1-night trip
Posted 16 hours ago
The Mountain Inn at Killington
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"I loved that they have 2 room suites with a full kitchen. Everyone who worked there was beyond efficient and friendly. The fact that its dog friendly was great as I had been on the road almost 3 weeks and was missing my pups ."
Linda 3-night trip
Posted 1 day ago
Pointe at Castle Hill Resort
Mountain Meadows Lodge

Mountain Meadows Lodge

10/10 Excellent
"Such a unique and special property! It feels like an intimate resort, with comfy beds, hot tub, lake access, and so much more. Highly recommend!"
Richard 1-night trip
Posted 2 days ago
Mountain Meadows Lodge
The Shire Woodstock

The Shire Woodstock

10/10 Excellent
"Na"
Maria 1-night trip
Posted 2 days ago
The Shire Woodstock
White River Inn and Suites

White River Inn and Suites

8/10 Good
"Keith helped us at the front desk and we had such a good experience bc of his help with some booking issues we had."
Tricia 1-night trip
Posted 3 days ago
White River Inn and Suites

More cheap stays in Windsor

Super 8 by Wyndham White River Junction

Super 8 by Wyndham White River Junction

442 North Hartland Rd White River Junction VT
€96
18 Oct - 19 Oct
includes taxes & fees
Super 8 by Wyndham White River Junction
The Mountain Inn at Killington

The Mountain Inn at Killington

47 Old Mill Rd Killington VT
€135
18 Oct - 19 Oct
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
The Mountain Inn at Killington
Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

25 Airport Road West Lebanon NH
€162
23 Sept - 24 Sept
includes taxes & fees
8.4/10 Very good! (1,003 reviews)
Fireside Inn & Suites West Lebanon
Holiday Inn Express Hotel & Suites White River Junction by IHG

Holiday Inn Express Hotel & Suites White River Junction by IHG

121 Ballardvale Dr White River Junction VT
€181
21 Sept - 22 Sept
includes taxes & fees
Holiday Inn Express Hotel & Suites White River Junction by IHG
Align Inn Vermont

Align Inn Vermont

5817 Woodstock Rd Quechee VT
€212
20 Sept - 21 Sept
includes taxes & fees
9.4/10 Exceptional! (1,342 reviews)
Align Inn Vermont
Six South St Hotel

Six South St Hotel

6 South Street Hanover NH
€236
21 Sept - 22 Sept
includes taxes & fees
Six South St Hotel

Find out more about Windsor

Top reasons to visit Windsor

  • Outdoor Adventure: Windsor is a haven for outdoor enthusiasts, offering activities like hiking, skiing, and exploring the scenic Windsor Park.
  • Charming Village Atmosphere: Experience the quaint charm of Windsor Village, complete with friendly locals and a rich historical backdrop.
  • Family-Friendly Excursions: Enjoy a variety of family-oriented activities, making Windsor an ideal destination for travellers of all ages.
  • Stunning Natural Beauty: Take in the breathtaking views along the Connecticut River and the nearby national state parks.
  • Diverse Accommodations: Choose from a range of comfortable stays, including pet-friendly hotels and family inns.

Find great hotels near Windsor

Discover the charm of Windsor, Vermont, with a range of comfortable accommodations tailored for every traveller. From pet-friendly hotels to family-friendly inns, Windsor offers a delightful stay for those seeking adventure or a relaxing getaway. Explore popular options such as the Inn at Windsor and Windsor Mansion Inn, ensuring a memorable experience in this picturesque locale.

  • Best Western West Lebanon-Hanover Hotel: This budget-friendly hotel offers a comfortable and welcoming environment ideal for families and business travellers. Located approximately 17.7km from Windsor, the Best Western West Lebanon-Hanover Hotel features amenities tailored for children, including complimentary cribs. Guests appreciate the convenient location and the blend of modern décor and practical facilities that cater to both leisure and work-related needs. With a commendable guest rating of 8.4, the hotel ensures a pleasant stay for those visiting the scenic Vermont area.
  • White River Inn and Suites: Situated around 19.3km from Windsor, White River Inn and Suites is perfect for adventurous souls and pet lovers alike. This budget-friendly accommodation is renowned for its proximity to various outdoor activities, including snowboarding and skiing. The hotel maintains a pet-friendly policy, allowing dogs and offering amenities that cater to furry companions. Guests can enjoy a range of adventure sports onsite or nearby, making it an appealing choice for those seeking both relaxation and excitement during their stay.
  • Comfort Inn White River Junction: Also located approximately 19.3km from Windsor, Comfort Inn White River Junction is an excellent option for business travellers and pet owners. This budget-friendly hotel provides a welcoming atmosphere and features a pet-friendly policy, allowing guests to bring their furry friends along. The property is equipped with essential amenities that cater to working professionals while ensuring comfort. With a focus on convenience and accessibility, it serves as a reliable base for exploring the local area.

Where to stay near Windsor

Windsor, Vermont, offers an idyllic retreat for outdoor enthusiasts and families alike. Discover the scenic beauty of the area while hiking the nearby trails or enjoying a serene getaway by the Connecticut River. With a charming atmosphere and friendly locals, visitors can explore the rich history of the region and indulge in various excursions. A weekend getaway in Windsor promises memorable experiences and a perfect blend of adventure and relaxation.

  • White River Junction: Nestled approximately 19.3km from Windsor, White River Junction is a vibrant city known for its rich cultural heritage and outdoor adventures. Visitors can enjoy a plethora of activities, particularly during the peak season from July to September. The area is famed for its skiing opportunities, with access to several ski resorts and fields that attract winter sports enthusiasts. Notable local attractions include a historic college university, a picturesque lake, and a stunning canyon gorge, all of which offer excellent opportunities for exploration and relaxation.
  • Quechee: Also located about 19.3km from Windsor, Quechee is a charming city that draws travellers seeking adventure and outdoor experiences. The peak visitation period occurs in June to July and September, making it an ideal destination for summer activities. Quechee boasts similar skiing options as White River Junction, with its ski resorts and fields being a major draw for visitors. Additionally, the area is home to captivating landmarks, including a scenic lake, historic college university, and the breathtaking canyon gorge, perfect for sightseeing and outdoor exploration.
  • Cornish: Just a mile from Windsor, Cornish is a quaint city that offers a unique blend of outdoor adventure and serene landscapes. This destination is particularly popular from June to August, attracting those eager to immerse themselves in nature. Cornish is well-equipped for skiing enthusiasts with its nearby ski fields and resorts. Visitors can also explore local highlights such as a tranquil lake, majestic mountains, and the nearby national state park, making it an excellent spot for hiking and enjoying the great outdoors.

Things to do in Windsor

Shopping

Windsor offers charming local shops for unique gifts and souvenirs, such as The Windsor Clothier and The Bookstore. If you're up for a drive, visit the West Lebanon Shopping Plaza, approximately 24.1km away, featuring a range of retailers and dining options for a pleasant shopping experience.

Recreation

The Retreat at Green Mountain offers a tranquil environment with yoga classes and holistic therapies tailored to rejuvenate your mind and body. Nearby, the picturesque Windsor Recreation Area invites leisurely walks along scenic trails, perfect for immersing oneself in nature and enjoying the fresh, crisp air.

Adventure

Explore Mount Ascutney State Park for hiking and stunning vistas, or try mountain biking on scenic trails. For a unique thrill, experience zip-lining at Okemo Mountain Resort, offering exhilarating rides through the treetops amidst breathtaking scenery.

Nightlife

Visit the Windsor Station for a lively atmosphere with local brews and hearty fare. For a more relaxed vibe, try The Crown Grill, where you can enjoy cocktails and local music in a charming setting. Don't miss the Pizza Chef for late-night slices and a casual hangout.

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

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, especially on Tuesdays. Avoid Fridays, as they tend to be pricier. Use Expedia to filter for the best deals based on your budget and preferences, and consider bundling your hotel, flights, and activities for additional savings. Explore free activities in the area to further stretch your budget, ensuring an enjoyable yet economical holiday experience.

  • 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, such as your budget, preferred location, and the type of accommodation you desire. To discover the most affordable options and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can potentially save money by combining your hotel reservation in Windsor with your flights and activities through an Expedia package.

Find the best attractions in and around Windsor

Windsor, Vermont, is perfect for outdoor enthusiasts and adventure seekers, offering a range of attractions such as canyonGorge, local parks, and national state parks. Visitors can enjoy a blend of nature, culture, and family-friendly experiences. Noteworthy sites to explore include the Royal Windsor, Windsor Great Park, Windsor Mansion, Windsor Bridge, and the charming Windsor Village, ensuring a delightful holiday for all types of travellers.

  • American Precision Museum: Discover the rich history of American precision engineering at this museum located in Windsor. Housed in a historic textile mill, it features fascinating exhibits that delve into the evolution of machinery and manufacturing, offering insight into the industrial heritage of the region.
  • Quechee Gorge Bridge: Experience breathtaking views from this scenic bridge spanning the stunning Quechee Gorge, located 17.7km from Windsor. Ideal for outdoor enthusiasts, this spot provides excellent opportunities for hiking and photography amid the natural beauty of Vermont’s landscape.
  • Mount Ascutney: Just 6.4km from Windsor, Mount Ascutney invites adventure seekers to explore its trails and enjoy panoramic vistas. Whether hiking or enjoying a picnic, the mountain’s diverse scenery offers a refreshing escape into the great outdoors.

Best time to go to Windsor

The best time to visit Windsor is dependent 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.

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

Getting to Windsor, Vermont, is convenient with several nearby airports. ALBany International Airport (ALB) is 141.6km away, with good hotel options like Hilton Albany and Oakcliff Bed and Breakfast, both 11.3km from the airport. Burlington International Airport (BTV) is located 125.5km away, offering hotels such as Hotel Vermont and Home2 Suites by Hilton, both 4.8km from the airport. Lastly, Manchester-Boston Regional Airport (MHT) is 98.2km from Windsor, with nearby hotels like Best Western Plus Executive Court Inn and Homewood Suites, both under 1.6km away. Each hotel provides easy access to its respective airport, ensuring a smooth travel experience.

Frequently asked questions

What's the best place to stay in Windsor?
Based on our traveller data, Fat Sheep Farm & Cabins is one of the top choices for your stay. This cabin offers free parking and private decks. Two other options for your stay in the area are Align Inn Vermont and The Mountain Inn at Killington. See all available top hotels, or vacation rentals in Windsor.
What are some of the best holiday rentals that Windsor has to offer?
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo: This holiday home rental outside of Windsor is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games. See all vacation rentals in Windsor.
If I need to cancel my hotel reservation in Windsor, will I receive a refund?
Yes, the majority of hotel room reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, you may still be able to cancel and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Windsor.
What's the best dog-friendly hotel in Windsor?
Fat Sheep Farm & Cabins is a top dog-friendly option for your stay. See more pet-friendly hotel accommodations in Windsor.
What are some accommodation options with pools in Windsor?
Align Inn Vermont: Offers daily, an indoor pool and free self parking. The Mountain Inn at Killington and Fireside Inn & Suites West Lebanon are a couple of other choices that feature an on-site pool. View all hotels with pools in Windsor.
What's it like to stay in Windsor?
Visitors can enjoy all that Windsor has to offer, including the breweries, golf courses and forests. The scenic and rural setting also entices those visiting the city. In Windsor, there are 21 hotels and other accommodation options to choose from. Find out more about Windsor.
What should I do while I'm visiting Windsor?
The picturesque setting of Connecticut River and Paradise Park exemplify the area's natural beauty. A couple of additional sights to add to your itinerary are Harpoon Brewery and Mt Ascutney State Park. Take a look at what more there is to see and do in Expedia's Windsor guide.
What's the best way to get around Windsor?
To venture out into the surrounding area, take a train from Windsor Station. If you want to venture out around the area, you may want a rental car in Windsor for your journey.
What's the weather like in Windsor?
The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -6°C. The snowiest months in Windsor are March, January, November and February, with each month seeing an average of 38 cm of snowfall.

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