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

Windsor Hotels

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Aug 24 - Aug 25
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Aug 25 - Aug 26
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Aug 28 - Aug 30
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Our top choices for Windsor hotels

Reserve now, pay later
Motel
Hotel
Breakfast included
Pet friendly

1. Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins
Windsor
United States
Jessica
P11,997
P16,440 total
includes taxes & fees
Sep 1 - Sep 2
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
P8,578
P10,368 total
includes taxes & fees
Aug 25 - Aug 26
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3. Align Inn Vermont

Align Inn Vermont
Quechee
United States
Tammy
P7,332
P8,065 total
includes taxes & fees
Aug 26 - Aug 27
Align Inn Vermont

4. The Common Man Inn & Restaurant

The Common Man Inn & Restaurant
Claremont
United States
Denis
P8,276
P8,979 total
includes taxes & fees
Sep 7 - Sep 8
The Common Man Inn & Restaurant

5. 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
P10,738
P11,812 total
includes taxes & fees
Aug 30 - Aug 31
Holiday Inn Express Hotel & Suites White River Junction by IHG

6. Claremont Motor Lodge

Claremont Motor Lodge
Claremont
United States
Sergio
P6,788
P7,365 total
includes taxes & fees
Aug 25 - Aug 26
Claremont Motor Lodge

7. Royal Inn Claremont

Royal Inn Claremont
Claremont
United States
Eva
P6,110
P6,629 total
includes taxes & fees
Aug 25 - Aug 26
Royal Inn Claremont

8. Hampton Inn White River Junction

Hampton Inn White River Junction
White River Junction
United States
Hyosun
P8,296
P9,126 total
includes taxes & fees
Sep 10 - Sep 11
Hampton Inn White River Junction

9. Best Western West Lebanon-Hanover Hotel

Best Western West Lebanon-Hanover Hotel
West Lebanon
United States
Jolene
P10,701
P11,611 total
includes taxes & fees
Aug 30 - Aug 31
Best Western West Lebanon-Hanover Hotel

10. Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon
West Lebanon
United States
amber
P9,998
P10,847 total
includes taxes & fees
Sep 6 - Sep 7
Fireside Inn & Suites West Lebanon

11. Kedron Valley Inn

Kedron Valley Inn
South Woodstock
United States
Kathryn
P24,216
P26,638 total
includes taxes & fees
Sep 23 - Sep 24
Kedron Valley Inn

12. The Quechee Inn at Marshland Farm

The Quechee Inn at Marshland Farm
Quechee
United States
Ken
P9,936
P10,929 total
includes taxes & fees
Aug 26 - Aug 27
The Quechee Inn at Marshland Farm

13. Super 8 by Wyndham White River Junction

Super 8 by Wyndham White River Junction
White River Junction
United States
Louis
P5,560
P6,116 total
includes taxes & fees
Sep 6 - Sep 7
Super 8 by Wyndham White River Junction

14. White River Inn and Suites

White River Inn and Suites
White River Junction
United States
Pei
P8,220
P9,042 total
includes taxes & fees
Sep 6 - Sep 7
White River Inn and Suites

15. Comfort Inn White River Junction

Comfort Inn White River Junction
White River Junction
United States
Crystal
P8,341
P9,175 total
includes taxes & fees
Sep 13 - Sep 14
Comfort Inn White River Junction

16. Hilton Garden Inn Hanover Lebanon

Hilton Garden Inn Hanover Lebanon
Lebanon
United States
Deborah
P10,070
P10,926 total
includes taxes & fees
Sep 6 - Sep 7
Hilton Garden Inn Hanover Lebanon

17. The Hartness House

The Hartness House
Springfield
United States
Dan
P10,937
P12,030 total
includes taxes & fees
Aug 26 - Aug 27
The Hartness House

18. Quality Inn Lebanon - Hanover

Quality Inn Lebanon - Hanover
Lebanon
United States
Traci
P8,526
P9,250 total
includes taxes & fees
Sep 6 - Sep 7
Quality Inn Lebanon - Hanover

19. Best Western Springfield Hotel

Best Western Springfield Hotel
Springfield
United States
Gerry
P9,943
P10,937 total
includes taxes & fees
Aug 31 - Sep 1
Best Western Springfield Hotel

20. Sleep Woodstock Motel

Sleep Woodstock Motel
Woodstock
United States
Sean
P4,777
P5,254 total
includes taxes & fees
Aug 25 - Aug 26
Sleep Woodstock Motel
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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.
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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 Armory, 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 programs 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 programs.
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Mount Ascutney Hospital

Though Mount Ascutney Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Windsor while you are here.
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Old Constitution House

10.0/10 (1 review)
You can learn about the history of Windsor with a visit to Old Constitution House. Wander the riverfront in this quaint area.
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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. Afterward, savor 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 less than an hour 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 less than an hour 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 didn’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 1 hour 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 14 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 didn’t stay longer. Thank you to the staff. 10/10"
Randy 1-night trip
Posted 16 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 19 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 22 hours ago
Hideaway Inn Mt.Sunapee
Hotel Coolidge

Hotel Coolidge

8/10 Good
"It’s definitely a vintage property, which is fine as long as you’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
P5,560
P6,116 total
Sep 6 - Sep 7
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
P7,332
P8,065 total
Aug 26 - Aug 27
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
P8,276
P9,559 total
Sep 6 - Sep 7
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
P9,998
P10,847 total
Sep 6 - Sep 7
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
P10,738
P11,812 total
Aug 30 - Aug 31
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
P13,830
P15,006 total
Sep 6 - Sep 7
includes taxes & fees
Six South St Hotel

Find out more about Windsor

Top reasons to visit Windsor

  • Outdoor Adventures: Windsor offers thrilling outdoor activities, particularly skiing in the nearby resorts and exploring stunning natural sites like canyonGorge and nationalStatePark.
  • Historic Landmarks: Discover rich history at notable sites such as the Royal Windsor, Windsor Mansion, and Windsor Bridge, perfect for family exploration.
  • Picturesque Parks: Relax in the scenic Windsor Park, a lovely spot for leisurely strolls and enjoying nature.
  • Charming Accommodations: Experience delightful stays in various lodgings, from the historic Inn at Windsor to unique agritourism options.
  • Warm Local Culture: Embrace the friendly community and local hospitality, making your visit truly memorable.

Find great hotels near Windsor

Discover a variety of charming accommodations in Windsor, Vermont, ideal for your getaway. From inviting hotels to unique agritourism properties, you'll find options that cater to adventurous spirits, families, and pet owners alike. Whether you choose the historic Inn at Windsor or the elegant Windsor Mansion Inn, enjoy a memorable stay in this delightful town surrounded by scenic beauty.

  • Super 8 by Wyndham White River Junction: This budget-friendly motel offers a practical option for travellers seeking comfort and convenience. Located 19km from Windsor, it caters well to those travelling with pets, ensuring a stress-free stay for both you and your furry companions. Amenities include free pet accommodation, along with business facilities making it suitable for those combining leisure with work. The welcoming atmosphere and essential comforts make it a solid choice for budget-conscious guests.
  • Best Western West Lebanon-Hanover Hotel: With a guest rating of 8.4 out of 10, this hotel is an excellent option for families and business travellers alike. Situated 18km from Windsor, it offers several family-friendly amenities, including complimentary cribs for younger guests. The hotel’s warm and inviting ambiance, combined with its practical services, makes it a reliable choice for those looking to balance work with family time while enjoying the local sights.
  • Fireside Inn & Suites West Lebanon: Rated 8.2 out of 10, this charming inn welcomes both business travellers and pets, situated just 18km from Windsor. Known for its cosy atmosphere, the property features specific pet amenities such as food and water bowls, ensuring that your pet feels right at home. The combination of a friendly environment and essential business facilities makes it an appealing option for those looking to blend work and leisure in a serene setting.

Where to stay near Windsor

Windsor, Vermont, is an idyllic destination for outdoor enthusiasts seeking adventure and stunning scenery. This charming city offers a perfect weekend getaway with its serene atmosphere and family-friendly vibe. Explore nearby regions rich in history and friendly communities, where you can partake in exciting excursions and embrace the warm hospitality of the locals. Whether skiing or simply enjoying the picturesque landscapes, Windsor promises an unforgettable travel experience.

  • Woodstock: Nestled approximately 19km from Windsor, Woodstock is a charming town that captures the essence of Vermont’s natural beauty. Known for its year-round outdoor adventures, it attracts visitors particularly in July and from September to October. Travellers flock here for skiing, with its beautiful ski resorts and fields that promise thrilling experiences. The surrounding landscape features serene lakes and majestic mountains, making it a picturesque destination for nature enthusiasts. Don’t miss the chance to explore the nearby national state park, which offers stunning views and hiking trails that showcase the area's natural splendour.
  • West Lebanon: Also located about 19km from Windsor, West Lebanon is a vibrant city offering a mix of adventure and education. Its appeal peaks during the summer months of June and July, with outdoor activities drawing in adventurous souls. The city is home to historic colleges and universities, providing a unique cultural backdrop. With access to ski fields and numerous outdoor experiences, West Lebanon is perfect for those looking to enjoy both winter sports and scenic beauty. The nearby lakes and mountains invite exploration, making it an excellent choice for a diverse travel experience.
  • White River Junction: Just 19km from Windsor, White River Junction is a lively city well-known for its outdoor adventures and ski opportunities. Visitors are drawn here mainly during the warmer months, particularly from July to September. The city features excellent ski resorts and fields, making it a winter haven for ski enthusiasts. Rich in educational heritage, it’s close to historic colleges and universities. The local landscape is marked by beautiful lakes and the stunning canyon gorge, offering visitors a mix of excitement and tranquility amidst the natural wonders of Vermont.

Things to do in Windsor

Shopping

In the heart of Windsor, explore quaint shops like The Windsor Market for local crafts and artisanal goods. If you're up for a drive, head to the nearby Upper Valley Plaza, where you’ll find a variety of retailers and a selection of dining options to enhance your shopping experience.

Recreation

Experience rejuvenation at the Windsor Wellness Centre, where you can enjoy yoga classes and holistic therapies designed to nourish the mind and body. For outdoor enthusiasts, the nearby Mount Ascutney State Park offers hiking trails with scenic views, perfect for a refreshing escape into nature.

Adventure

In Windsor, embark on a thrilling white-water rafting adventure on the Connecticut River, where you can navigate exciting rapids and enjoy stunning scenic views. For hiking enthusiasts, the nearby Mount Ascutney offers picturesque trails and rewarding vistas, perfect for a day of exploration and connection with nature.

Nightlife

Visit the Long Trail Brewing Company for a relaxed atmosphere and enjoy their craft beers. For a lively evening, check out the Local Burger for tasty bites and a friendly vibe. Don’t miss the Windsor Theatre for a film or live performance to round off your night.

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

Booking tips and Expedia advantages for Windsor

To save money on your trip to Windsor, Vermont, consider visiting during off-peak months like April to May and November, when accommodation prices drop. Tuesdays tend to be the cheapest days for stays, while Fridays are the most costly. Utilise Expedia's search tool to find the best hotel deals by sorting prices and filtering for eco-certified options. Additionally, save further by bundling your hotel, flights, and activities into a package. Look out for free activities in the area to enrich your experience without straining your budget.

  • 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: Expedia’s search tool enables you to customise your preferences, including your budget and desired location. You can organise your search results to display prices from lowest to highest, ensuring you find the most affordable accommodation first. Additionally, you can refine your choices by hotel type—by selecting the Eco-certified filter, for instance, you’ll be presented with sustainable and environmentally friendly hotels ready for booking.
  • Consider bundling your trip: You can make savings by combining your hotel reservation in Windsor with your flights and activities by opting for an Expedia package.

Find the best attractions in and around Windsor

Windsor, Vermont, is an excellent destination for outdoor enthusiasts, offering a variety of adventures, including skiing and exploring stunning natural attractions such as canyonGorge and the nationalStatePark. Visitors can immerse themselves in the local culture with sites like the Royal Windsor, Windsor Mansion, and Windsor Bridge, making it perfect for families seeking memorable experiences. Historic landmarks like Windsor Great Park further enrich the journey, ensuring a delightful holiday.

  • American Precision Museum: Located in Windsor, this museum showcases the rich history of precision manufacturing in America. Visitors can explore exhibits that highlight both the craftsmanship and technological advancements that shaped the industry, all within a charming historical setting.
  • Quechee Gorge Bridge: A short drive from Windsor, this breathtaking bridge offers stunning views of Vermont's deepest gorge. It's an ideal spot for outdoor enthusiasts, with opportunities for hiking, photography, and simply soaking in the natural beauty of the surrounding landscape.
  • Mount Ascutney: Situated merely 6km from Windsor, this mountain provides exhilarating outdoor activities and scenic vistas. Whether hiking or enjoying a leisurely picnic, the area invites visitors to experience the awe of its natural surroundings.

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

Flying into Windsor, Vermont can be convenient via several major airports. Manchester-Boston Regional Airport (MHT) is situated 98km away, with nearby hotels like The Grand at Bedford Village Inn and DoubleTree by Hilton Manchester Downtown, both 6km from the airport. Albany International Airport (ALB) is 142km distant, offering hotel options such as The Landing Hotel at Rivers Casino & Resort. Burlington International Airport (BTV) is 126km from Windsor, with excellent accommodations including DoubleTree by Hilton Burlington Vermont, just 3km away. Each hotel provides various transportation services to ensure easy access to these airports.

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 traveler data. Other good options for your visit to 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, you'll find most hotel reservations are fully refundable as long as you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you booked a non-refundable reservation, it may still be possible to cancel it and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Windsor.
What's the best pet-friendly accommodation in Windsor?
Fat Sheep Farm & Cabins is a top pet-friendly option for your stay. See more pet-friendly hotel accommodations in Windsor.
What are some accommodations 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 onsite pool. View all hotels with pools in Windsor.
How is it staying 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 accommodations to choose from. Find out more about Windsor.
What should I see while I'm in 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 agenda are American Precision Museum and Harpoon Brewery. Check out what more 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, ride aboard one of the trains 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 seasonal weather like in Windsor?
The hottest months are usually July and August with an average temp of 62°F, while the coldest months are January and February with an average of 22°F. The snowiest months in Windsor are March, January, November, and February, with each month seeing an average of 15 inches of snowfall.

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