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

Windsor Hotels from S$108

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
24 Aug - 25 Aug
Tomorrow
25 Aug - 26 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Filter by

Star rating

Guest rating

Our top choices for Windsor hotels

Motel
Hotel
Breakfast included
Pet friendly
Reserve now, pay later

1. Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins
Windsor
United States
Jessica
S$333
includes taxes & fees
1 Sept - 2 Sept
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
Gene
S$213
includes taxes & fees
25 Aug - 26 Aug
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3. Claremont Motor Lodge

Claremont Motor Lodge
Claremont
United States
Sergio
S$148
includes taxes & fees
25 Aug - 26 Aug
Claremont Motor Lodge

4. Align Inn Vermont

Align Inn Vermont
Quechee
United States
Tammy
S$159
includes taxes & fees
25 Aug - 26 Aug
Align Inn Vermont

5. The Common Man Inn & Restaurant

The Common Man Inn & Restaurant
Claremont
United States
Denis
S$185
includes taxes & fees
7 Sept - 8 Sept
The Common Man Inn & Restaurant

6. Royal Inn Claremont

Royal Inn Claremont
Claremont
United States
Eva
S$136
includes taxes & fees
26 Aug - 27 Aug
Royal Inn Claremont

7. The Quechee Inn at Marshland Farm

The Quechee Inn at Marshland Farm
Quechee
United States
Ken
S$225
includes taxes & fees
26 Aug - 27 Aug
The Quechee Inn at Marshland Farm

8. Best Western West Lebanon-Hanover Hotel

Best Western West Lebanon-Hanover Hotel
West Lebanon
United States
Jolene
S$239
includes taxes & fees
30 Aug - 31 Aug
Best Western West Lebanon-Hanover Hotel

9. Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon
West Lebanon
United States
amber
S$202
includes taxes & fees
6 Sept - 7 Sept
Fireside Inn & Suites West Lebanon

10. Hampton Inn White River Junction

Hampton Inn White River Junction
White River Junction
United States
Hyosun
S$188
includes taxes & fees
10 Sept - 11 Sept
Hampton Inn White River Junction

11. The Inn at Weathersfield

The Inn at Weathersfield
Perkinsville
United States
Rula
S$319
includes taxes & fees
25 Aug - 26 Aug
The Inn at Weathersfield

12. Lincoln Inn & Gallery

Lincoln Inn & Gallery
Woodstock
United States
Elisabeth
S$212
includes taxes & fees
25 Aug - 26 Aug
Lincoln Inn & Gallery

13. Super 8 by Wyndham White River Junction

Super 8 by Wyndham White River Junction
White River Junction
United States
Louis
S$126
includes taxes & fees
6 Sept - 7 Sept
Super 8 by Wyndham White River Junction

14. Sleep Woodstock Motel

Sleep Woodstock Motel
Woodstock
United States
Sean
S$108
includes taxes & fees
25 Aug - 26 Aug
Sleep Woodstock Motel

15. The Jackson

The Jackson
West Woodstock
United States
Brian
S$250
includes taxes & fees
25 Aug - 26 Aug
The Jackson

16. 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$250
includes taxes & fees
10 Sept - 11 Sept
Holiday Inn Express Hotel & Suites White River Junction by IHG

17. Hotel Coolidge

Hotel Coolidge
White River Junction
United States
Randy
S$180
includes taxes & fees
6 Sept - 7 Sept
Hotel Coolidge

18. Best Western Springfield Hotel

Best Western Springfield Hotel
Springfield
United States
Gerry
S$225
includes taxes & fees
31 Aug - 1 Sept
Best Western Springfield Hotel

19. White River Inn and Suites

White River Inn and Suites
White River Junction
United States
Pei
S$186
includes taxes & fees
6 Sept - 7 Sept
White River Inn and Suites

20. Newport Motel

Newport Motel
Newport
United States
NORMAN
S$147
includes taxes & fees
25 Aug - 26 Aug
Newport Motel
View all properties
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Windsor attractions

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.
See properties

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.
See properties

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.
See properties

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.
See properties

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.
See properties

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.
See properties

Mount Ascutney Hospital

If Mount Ascutney Hospital is what brings you to town, hopefully you'll have a chance to explore more of Windsor.
See properties

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.
See properties

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
"Great location for a college visit & Quechee Gorge. Clean, quiet & convenient"
Maria Belinda 1-night trip
Posted 2 hours ago
Align Inn Vermont
On The River Inn

On The River Inn

8/10 Good
"Everything about the Inn was great. There was a major price discrepancy between the 3rd party booking site I used (Expedia) and what was actually charged but I have yet to get to the bottom of the issue."
Joe 3-night trip
Posted 2 hours ago
On The River Inn
The Mountain Inn at Killington

The Mountain Inn at Killington

10/10 Excellent
"Definitely our new go-to! Maura and crew were really great! A quick tour at check in of the facilities which was so nice. Storage for bikes and skis (in winter) is all really spacious and secure. Nice pool even though we didnโ€™t get to use it this time. Connecting distillery is great and staff is wicked fun there. Mix it with a great time all around at the Beast for biking bands and brews and all good! Will be back."
Brian 1-night trip
Posted 3 hours ago
The Mountain Inn at Killington
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

8/10 Good
"Food was shocking ....."
DIARMUID 1-night trip
Posted 16 hours ago
Killington Mountain Lodge, Tapestry Collection by Hilton
Mountain Meadows Lodge

Mountain Meadows Lodge

10/10 Excellent
"Absolutely Gem! This place is fantastic for a weekend getaway. Beautiful views, decor, rooms. Very friendly staff. Loved the amenities. Hot breakfast was a bonus! Will definitely be back! Our only complaint was that we didnโ€™t stay longer. Thank you to the staff. 10/10"
Randy 1-night trip
Posted 18 hours ago
Mountain Meadows Lodge
Hilton Garden Inn Hanover Lebanon

Hilton Garden Inn Hanover Lebanon

8/10 Good
"Everything was excellent from the staff, room, bar and breakfast."
Frances 1-night trip
Posted 21 hours ago
Hilton Garden Inn Hanover Lebanon
Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee

8/10 Good
"There was not a staff member to be found. At one point we thought we were the only guests staying at the resort. It was a keyless check in and check out so it was easy but it was very strange. There was a rec room but most of the stuff was broken."
Melissa 2-night trip
Posted 1 day ago
Hideaway Inn Mt.Sunapee
Hotel Coolidge

Hotel Coolidge

8/10 Good
"Itโ€™s definitely a vintage property, which is fine as long as youโ€™re expecting that. Quirky feel, tasty restaurant next door, fun shops nearby. Great price for a 2-room suite for our family of 5."
Amanda 1-night trip
Posted 2 days ago
Hotel Coolidge
The Shire Woodstock

The Shire Woodstock

10/10 Excellent
"Great stay, staff and room was great. Bed was super comfy. Only flaw, they should put a fence up in front of garbage and dumpsters. They are an eye sore."
susan 1-night trip
Posted 2 days ago
The Shire Woodstock

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
S$126
6 Sept - 7 Sept
includes taxes & fees
6.2/10 (1,025 reviews)
Super 8 by Wyndham White River Junction
Align Inn Vermont

Align Inn Vermont

5817 Woodstock Rd Quechee VT
S$159
25 Aug - 26 Aug
includes taxes & fees
9.4/10 Exceptional! (1,300 reviews)
Align Inn Vermont
The Mountain Inn at Killington

The Mountain Inn at Killington

47 Old Mill Rd Killington VT
S$183
25 Aug - 26 Aug
includes taxes & fees
9.2/10 Wonderful! (1,028 reviews)
The Mountain Inn at Killington
Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

25 Airport Road West Lebanon NH
S$202
6 Sept - 7 Sept
includes taxes & fees
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
S$250
10 Sept - 11 Sept
includes taxes & fees
8.6/10 Excellent! (1,011 reviews)
Holiday Inn Express Hotel & Suites White River Junction by IHG
Six South St Hotel

Six South St Hotel

6 South Street Hanover NH
S$306
6 Sept - 7 Sept
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?
Fireside Inn & Suites West Lebanon, located 10.9 mi (17.5 km) from the heart of Windsor, is a top choice for your stay, based on our traveller data. Two other options for your stay in the area are Align Inn Vermont and Woodstock Inn & Resort. 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?
Fireside Inn & Suites West Lebanon: Offers free self parking, an indoor pool and complimentary wireless Internet access. Align Inn Vermont and Woodstock Inn & Resort 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.

Explore a world of travel with Expedia