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

Windsor Hotels from S$138

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8 Oct - 9 Oct
Tomorrow
9 Oct - 10 Oct
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9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

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Our top choices for Windsor hotels

1. Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins
Windsor
United States
Jessica
S$255
includes taxes & fees
3 Nov - 4 Nov
Fat Sheep Farm & Cabins

2. Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Brownsville
United States
Shannon
S$215
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3. The Common Man Inn & Restaurant

The Common Man Inn & Restaurant
Claremont
Canada
Bruce
S$180
includes taxes & fees
1 Nov - 2 Nov
The Common Man Inn & Restaurant

4. Claremont Motor Lodge

Claremont Motor Lodge
Claremont
United States
Jeffrey
S$153
includes taxes & fees
18 Oct - 19 Oct
Claremont Motor Lodge

5. Best Western West Lebanon-Hanover Hotel

Best Western West Lebanon-Hanover Hotel
West Lebanon
United States
Judy
S$158
includes taxes & fees
2 Nov - 3 Nov
Best Western West Lebanon-Hanover Hotel

6. Align Inn Vermont

Align Inn Vermont
Quechee
United States
Bruce
S$175
includes taxes & fees
1 Nov - 2 Nov
Align Inn Vermont

7. 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
S$151
includes taxes & fees
8 Nov - 9 Nov
Holiday Inn Express Hotel & Suites White River Junction by IHG

8. On The River Inn

On The River Inn
West Woodstock
United States
SARAH
S$258
includes taxes & fees
1 Nov - 2 Nov
On The River Inn

9. Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon
West Lebanon
United States
amanda
S$179
includes taxes & fees
1 Nov - 2 Nov
Fireside Inn & Suites West Lebanon

10. The Jackson

The Jackson
West Woodstock
United States
Ava
S$173
includes taxes & fees
3 Nov - 4 Nov
The Jackson

11. Super 8 by Wyndham White River Junction

Super 8 by Wyndham White River Junction
White River Junction
United States
Tom
S$118
includes taxes & fees
31 Oct - 1 Nov
Super 8 by Wyndham White River Junction

12. Royal Inn Claremont

Royal Inn Claremont
Claremont
United States
Eva
S$150
includes taxes & fees
1 Nov - 2 Nov
Royal Inn Claremont

13. White River Inn and Suites

White River Inn and Suites
White River Junction
United States
ELIZABETH
S$138
includes taxes & fees
1 Nov - 2 Nov
White River Inn and Suites

14. Hotel Coolidge

Hotel Coolidge
White River Junction
United States
Amanda
S$164
includes taxes & fees
27 Oct - 28 Oct
Hotel Coolidge

15. The Inn at Weathersfield

The Inn at Weathersfield
Perkinsville
United States
Rula
S$344
includes taxes & fees
4 Nov - 5 Nov
The Inn at Weathersfield

16. Comfort Inn White River Junction

Comfort Inn White River Junction
White River Junction
United States
Patti
S$144
includes taxes & fees
8 Nov - 9 Nov
Comfort Inn White River Junction

17. Sleep Woodstock Motel

Sleep Woodstock Motel
Woodstock
United States
michelle
S$145
includes taxes & fees
9 Nov - 10 Nov
Sleep Woodstock Motel

18. The Shire Woodstock

The Shire Woodstock
Woodstock
United States
Francisco
S$219
includes taxes & fees
9 Nov - 10 Nov
The Shire Woodstock

19. Hampton Inn White River Junction

Hampton Inn White River Junction
White River Junction
United States
Philip
S$202
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn White River Junction

20. Kedron Valley Inn

Kedron Valley Inn
South Woodstock
United States
Erin
S$328
includes taxes & fees
1 Nov - 2 Nov
Kedron Valley Inn
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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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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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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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Path of Life Garden

9.6/10 (5 reviews)
The Path of Life Garden showcases 18 sculptures symbolising human life stages across 14 serene acres. Wander through the hemlock maze and discover the Buddha statue overlooking a reflective labyrinth.
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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

Mountain Sports Inn

Mountain Sports Inn

10/10 Excellent
"We had a comfortable stay in this old ski lodge. Nothing fancy but all of the necessities. You can't ask for a better breakfast. Made to order. That morning I enjoyed the special which was a huge fluffy pancake topped with two eggs, sausage and cheese. Delicious!"
Wanda 1-night trip
Posted 1 hour ago
Mountain Sports Inn
Hotel Coolidge

Hotel Coolidge

8/10 Good
"Old style quarters well mantained and quite serviceable."
joseph 1-night trip
Posted 1 hour ago
Hotel Coolidge
Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

10/10 Excellent
"Friendly helpful staff. Clean"
Patricia 1-night trip
Posted 11 hours ago
Fireside Inn & Suites West Lebanon
Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee

10/10 Excellent
"There are minimal staff, so it really is a very limited service inn. But for the price that you pay, the very quaint atmosphere, and the gorgeous surroundings, it is a great place at a great value. Plus, there is a nice pub next-door within walking distance that does lots of fun activities at night like karaoke, trivia, and live music."
Parker 7-night trip
Posted 13 hours ago
Hideaway Inn Mt.Sunapee
Woodstock Inn & Resort

Woodstock Inn & Resort

10/10 Excellent
"Lovely feel to the hotel with friendly staff. Room was comfortable and location is excellent. Love Woodstock as a destination. I am never the biggest fan of breakfast, but really enjoyed it for once"
patrick 3-night trip
Posted 1 day ago
Woodstock Inn & Resort
White River Inn and Suites

White River Inn and Suites

10/10 Excellent
"Great location to visit Quechee gorgeous. Goidbreakfast & clean, comfortable rooms"
ELIZABETH 2-night trip
Posted 2 days ago
White River Inn and Suites
Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

8/10 Good
"Everything about this property was exceptional, EXCEPT the bed. We had an amazing time, enjoyed the lift to view fall colors & mountain coaster. But we had a miserable experience sleeping. The beds are like rock. I know it's the granite state, but get some toppers!"
Pamela 4-night trip
Posted 2 days ago
Jackson Gore Village, A Vail Resorts Property
On The River Inn

On The River Inn

10/10 Excellent
"Karen at the front desk was absolutely delightful. She saw me struggling with my dog and bags, and helped me to my room. Dan on the housekeeping was so nice. We saw him almost every day. The hotel is incredibly pet friendly. It's so convenient to walk out of your room directly onto the rear lawn, and down toward the river. I had a nice chat with the lady who lives across the river. She also has a dog. The drive to downtown was just a few minutes. I highly recommend the farmer's market (you pass it on the way to downtown Woodstock). The room was very clean. The sink and bathroom door could use some updates, but other than that it was lovely. I would definitely return again with my pup."
VS 4-night trip
Posted 2 days ago
On The River Inn
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

10/10 Excellent
"Very nice place, quiet and easily accessible. Room was large with separate large bedroom with door. Large LR with fireplace, sofa & recliner and fully stocked kitchen."
Mary 2-night trip
Posted 7 days ago
Pointe at Castle Hill Resort

More cheap stays in Windsor

White River Inn and Suites

White River Inn and Suites

91 Ballardvale Drive White River Junction VT
S$138
1 Nov - 2 Nov
includes taxes & fees
7/10 Good! (1,000 reviews)
White River Inn and Suites
Align Inn Vermont

Align Inn Vermont

5817 Woodstock Rd Quechee VT
S$175
1 Nov - 2 Nov
includes taxes & fees
Align Inn Vermont
Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

25 Airport Road West Lebanon NH
S$179
1 Nov - 2 Nov
includes taxes & fees
8.4/10 Very good! (1,007 reviews)
Fireside Inn & Suites West Lebanon
The Mountain Inn at Killington

The Mountain Inn at Killington

47 Old Mill Rd Killington VT
S$198
19 Oct - 20 Oct
includes taxes & fees
9.2/10 Wonderful! (1,007 reviews)
The Mountain Inn at Killington
Hampton Inn White River Junction

Hampton Inn White River Junction

104 Ballardvale Dr White River Junction VT
S$214
9 Nov - 10 Nov
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
Hampton Inn White River Junction
Six South St Hotel

Six South St Hotel

6 South Street Hanover NH
S$336
1 Nov - 2 Nov
includes taxes & fees
Six South St Hotel

Find out more about Windsor

Top reasons to visit Windsor

  • Outdoor Adventures: Windsor offers skiing at local resorts and stunning scenic ski fields, perfect for adventure seekers.
  • Historic Attractions: Explore the iconic Windsor Bridge and the vibrant Windsor Farmers Market for a taste of local culture.
  • Beautiful Parks: Relax and unwind at Windsor Park and the scenic Great Park, ideal for families and nature lovers.
  • Charming Accommodations: Enjoy a variety of welcoming hotels and inns, including pet-friendly options for a comfortable stay.
  • Picturesque Scenery: Experience the lush landscapes and stunning views that make Windsor a memorable getaway.

Find great hotels near Windsor

Discover a charming selection of accommodations in Windsor, Vermont, tailored for every type of traveller. Whether you seek adventure or a family-friendly retreat, the local hotels and inns, including the Inn at Windsor and Windsor Mansion Inn, offer a warm welcome and pet-friendly options. Experience the unique charm of agritourism properties alongside modern amenities, ensuring a memorable stay in this picturesque town.

  • Super 8 by Wyndham White River Junction: This budget-friendly motel offers a practical lodging solution for travellers seeking convenience and affordability. Located 19.3km from Windsor, Super 8 by Wyndham White River Junction is especially suitable for those with pets, as the property permits certain animals onsite. Amenities include complimentary breakfast and free Wi-Fi, making it ideal for both business and leisure travellers. The pet-friendly policy, including waived fees for service animals, adds to the appeal for visitors travelling with their furry companions.
  • Best Western West Lebanon-Hanover Hotel: Situated 17.7km from Windsor, Best Western West Lebanon-Hanover Hotel stands out with its welcoming atmosphere and family-oriented services. Rated 8.4 out of 10, this hotel is well-suited for families and business travellers alike. Amenities such as free cribs for infants ensure that families feel at home. Guests can enjoy the convenience of an on-site restaurant and fitness centre, while the friendly staff are dedicated to providing a pleasant stay for all visitors.
  • Fireside Inn & Suites West Lebanon: Offering a blend of comfort and practicality, Fireside Inn & Suites West Lebanon is located 17.7km from Windsor and boasts a guest rating of 8.2 out of 10. This budget-friendly accommodation is ideal for those travelling with pets, featuring a variety of pet amenities, including food and water bowls. The hotel provides a welcoming environment for business travellers, with essential services and facilities. Its quaint atmosphere, combined with modern conveniences, makes it a notable choice for your stay.

Where to stay near Windsor

Windsor, Vermont, offers a delightful blend of outdoor adventures and serene getaways, making it an ideal destination for tourists seeking both excitement and relaxation. With its picturesque scenery and family-friendly atmosphere, visitors can explore the charming urban vibe and historical excursions nearby. Whether you're skiing in winter or enjoying the lush landscapes in summer, Windsor promises a memorable weekend getaway filled with friendly locals and stunning views.

  • Woodstock: Nestled approximately 19.3km from Windsor, Woodstock is a charming town renowned for its picturesque landscapes and outdoor adventures. While visitor numbers peak in July and September to October, the allure of skiing in the winter and hiking in summer draws nature enthusiasts year-round. The area is a haven for adventure seekers, with accessible ski fields and resorts. Notable landmarks include serene lakes and majestic mountains, as well as the nearby national state park, making Woodstock an ideal destination for those looking to immerse themselves in the great outdoors.
  • West Lebanon: Also situated around 19.3km from Windsor, West Lebanon offers a vibrant mix of history and adventure. This city sees a surge in visitors during June to July and September, appealing to those eager for outdoor activities and skiing experiences. With its proximity to historic colleges and universities, thereโ€™s an academic charm to the area. Local attractions include beautiful lakes and scenic mountains, providing the perfect backdrop for exploration. Whether you're seeking educational opportunities or thrilling adventures, West Lebanon is an inviting stop on your journey.
  • White River Junction: Located a short distance of 19.3km from Windsor, White River Junction is a dynamic city that captures the spirit of adventure. Popular among travellers during peak months of July to September, it is a gateway to outdoor pursuits, particularly skiing. The city's unique appeal lies in its historic colleges and scenic landmarks, including stunning lakes and canyon gorges. With a blend of natural beauty and cultural heritage, White River Junction promises an enriching experience for visitors eager to explore its offerings.

Things to do in Windsor

Shopping

Windsor offers charming local shops like the Windsor Village Store for unique souvenirs. If you're up for a drive, head to the nearby Upper Valley Plaza, where youโ€™ll find familiar retail options and a variety of dining experiences to complement your shopping trip.

Recreation

Experience rejuvenation at the Aloha Spa, where you can indulge in therapeutic massages and holistic treatments designed to relax the mind and body. For outdoor enthusiasts, explore the scenic trails of Mount Ascutney for invigorating hikes amidst stunning natural beauty.

Adventure

In Windsor, explore the scenic trails of Mount Ascutney State Park, offering hiking and mountain biking with stunning views. For a thrilling water experience, consider kayaking on the Connecticut River, where you can paddle through serene landscapes and enjoy the local wildlife.

Nightlife

In Windsor, the Olde Windsor Station serves a cosy atmosphere with craft beers and live music, while the Windsor VFW offers a relaxed setting for socialising over darts and pool. For a more intimate vibe, the Windsor Cafรฉ features local wines and occasional acoustic performances.

*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, is an ideal destination for outdoor enthusiasts and families, offering a variety of attractions such as canyonGorge, state parks, and beautiful parks. Visitors can explore the historic Windsor Bridge, the vibrant Windsor Farmers Market, and the scenic Great Park. Whether you seek adventure or cultural experiences, Windsor provides ample opportunities for a memorable vacation.

  • American Precision Museum: Explore the fascinating history of American manufacturing at this museum located in Windsor. Housed in a former armory, it showcases precision tools and machinery, offering insight into the craftsmanship that shaped the industrial era.
  • Quechee Gorge Bridge: Experience breathtaking views from this iconic bridge spanning the stunning Quechee Gorge. A short drive from Windsor, it provides ample opportunities for outdoor adventures, including hiking and photography amidst the scenic landscape.
  • Mount Ascutney: Just a few miles from Windsor, this majestic mountain offers exhilarating hiking trails and panoramic vistas. Ideal for outdoor enthusiasts, itโ€™s a wonderful spot for both adventure and appreciating the natural beauty of the region.

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
January16.7ยฐF (-8.5ยฐC)Light RainMostly CloudyAverageSlightly High
February18.9ยฐF (-7.3ยฐC)Light RainMostly CloudySlightly LowSlightly High
March27.1ยฐF (-2.7ยฐC)Light RainMostly CloudyAverageAverage
April39.4ยฐF (4.1ยฐC)Light RainMostly CloudyAverageSlightly Low
May52.3ยฐF (11.3ยฐC)Light RainMostly SunnySlightly LowSlightly Low
June59.9ยฐF (15.5ยฐC)Light RainMostly SunnyAverageAverage
July65.8ยฐF (18.8ยฐC)Light RainMostly SunnySlightly HighAverage
August64.0ยฐF (17.8ยฐC)Light RainMostly SunnySlightly HighAverage
September57.0ยฐF (13.9ยฐC)Light RainMostly SunnySlightly HighAverage
October45.5ยฐF (7.5ยฐC)Light RainMostly CloudyAverageSlightly High
November33.1ยฐF (0.6ยฐC)Light RainMostly SunnyAverageSlightly Low
December24.3ยฐF (-4.3ยฐC)Light RainMostly CloudySlightly LowAverage

The nearest major airports for your trip to Windsor

Accessing Windsor, Vermont, is convenient from several major airports. Portsmouth International Airport (PSM) is located 135.2km away, with nearby hotels such as the 4-star Bow Hotel, 4.8km away, and Stage Neck Inn, 16.1km away. Albany International Airport (ALB) is 141.6km from Windsor, offering hotel options like The Landing Hotel at Rivers Casino & Resort, and Park Manor Hotel, both 12.9km away. Burlington International Airport (BTV), situated 125.5km from Windsor, features hotels like the DoubleTree by Hilton Burlington Vermont, just 3.2km away, and The Essex Resort & Spa, 6.4km away, providing various transportation services for airport access.

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 The Mountain Inn at Killington and Align Inn Vermont. See all available top hotels, or 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?
The Mountain Inn at Killington: Hotel, 1-minute walk from Killington Resort. Provides daily, an outdoor pool and free self parking. Align Inn Vermont 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 American Precision Museum and Harpoon Brewery. 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 17ยฐC, while the coldest months are January and February, with an average of -6ยฐC. 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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