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

Windsor Hotels

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Oct 8 - Oct 9
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Oct 9 - Oct 10
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Oct 9 - Oct 11
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Oct 16 - Oct 18

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Our top choices for Windsor hotels

1. Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins
Windsor
United States
Jessica
P8,337
P12,508 total
includes taxes & fees
Nov 3 - Nov 4
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
P8,716
P10,536 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3. The Common Man Inn & Restaurant

The Common Man Inn & Restaurant
Claremont
Canada
Bruce
P8,134
P8,826 total
includes taxes & fees
Nov 1 - Nov 2
The Common Man Inn & Restaurant

4. Best Western West Lebanon-Hanover Hotel

Best Western West Lebanon-Hanover Hotel
West Lebanon
United States
Judy
P7,149
P7,757 total
includes taxes & fees
Nov 2 - Nov 3
Best Western West Lebanon-Hanover Hotel

5. Claremont Motor Lodge

Claremont Motor Lodge
Claremont
United States
Jeffrey
P7,532
P8,172 total
includes taxes & fees
Oct 19 - Oct 20
Claremont Motor Lodge

6. 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
P6,729
P7,402 total
includes taxes & fees
Nov 8 - Nov 9
Holiday Inn Express Hotel & Suites White River Junction by IHG

7. Align Inn Vermont

Align Inn Vermont
Quechee
United States
Bruce
P7,811
P8,592 total
includes taxes & fees
Nov 1 - Nov 2
Align Inn Vermont

8. Hampton Inn White River Junction

Hampton Inn White River Junction
White River Junction
United States
Philip
P8,500
P9,350 total
includes taxes & fees
Nov 8 - Nov 9
Hampton Inn White River Junction

9. Kedron Valley Inn

Kedron Valley Inn
South Woodstock
United States
Erin
P14,630
P16,093 total
includes taxes & fees
Nov 1 - Nov 2
Kedron Valley Inn

10. Comfort Inn White River Junction

Comfort Inn White River Junction
White River Junction
United States
Patti
P6,448
P7,092 total
includes taxes & fees
Nov 8 - Nov 9
Comfort Inn White River Junction

11. Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon
West Lebanon
United States
amanda
P8,812
P9,561 total
includes taxes & fees
Nov 1 - Nov 2
Fireside Inn & Suites West Lebanon

12. The Quechee Inn at Marshland Farm

The Quechee Inn at Marshland Farm
Quechee
United States
Beth
P8,897
P9,786 total
includes taxes & fees
Nov 5 - Nov 6
The Quechee Inn at Marshland Farm

13. The Jackson

The Jackson
West Woodstock
United States
Ava
P7,732
P8,506 total
includes taxes & fees
Nov 3 - Nov 4
The Jackson

14. On The River Inn

On The River Inn
West Woodstock
United States
SARAH
P10,242
P12,647 total
includes taxes & fees
Nov 1 - Nov 2
On The River Inn

15. Royal Inn Claremont

Royal Inn Claremont
Claremont
United States
Bonita
P6,778
P7,355 total
includes taxes & fees
Nov 1 - Nov 2
Royal Inn Claremont

16. White River Inn and Suites

White River Inn and Suites
White River Junction
United States
ELIZABETH
P6,154
P6,770 total
includes taxes & fees
Nov 1 - Nov 2
White River Inn and Suites

17. Hotel Coolidge

Hotel Coolidge
White River Junction
United States
Amanda
P7,328
P8,061 total
includes taxes & fees
Oct 27 - Oct 28
Hotel Coolidge

18. The Inn at Weathersfield

The Inn at Weathersfield
Perkinsville
United States
Dorrie
P14,229
P17,819 total
includes taxes & fees
Nov 4 - Nov 5
The Inn at Weathersfield

19. Hilton Garden Inn Hanover Lebanon

Hilton Garden Inn Hanover Lebanon
Lebanon
Mexico
Catalina
P11,173
P12,122 total
includes taxes & fees
Nov 8 - Nov 9
Hilton Garden Inn Hanover Lebanon

20. Woodstock Inn & Resort

Woodstock Inn & Resort
Woodstock
United States
Ann
P27,553
P33,070 total
includes taxes & fees
Nov 2 - Nov 3
Woodstock Inn & Resort
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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 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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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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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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Path of Life Garden

9.6/10 (5 reviews)
The Path of Life Garden showcases 18 sculptures symbolizing 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. 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

8/10 Good
"Room was good size and bathroom area was adequate for two people. There was some audible road noise. Breakfast was ok with cold breakfast sandwiches that could be heated up in the microwave."
Kathy 1-night trip
Posted 1 hour ago
Align Inn Vermont
Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

10/10 Excellent
"The staff is amazing here at Jackson Gore Village. There were actually some issues with our stay and we reported to the front desk. The staff was really helpful and took care of the issue immediately. Katie, the manager, followed up the next day and further resolved the issue. The way they treat their customers makes me trust them in the future. We surely will come back."
guiyun 1-night trip
Posted 2 hours ago
Jackson Gore Village, A Vail Resorts Property
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 3 hours ago
Mountain Sports Inn
Hotel Coolidge

Hotel Coolidge

8/10 Good
"Old style quarters well mantained and quite serviceable."
joseph 1-night trip
Posted 3 hours 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 13 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 15 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
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

More cheap stays in Windsor

White River Inn and Suites

White River Inn and Suites

91 Ballardvale Drive White River Junction VT
P6,154
P6,770 total
Nov 1 - Nov 2
includes taxes & fees
White River Inn and Suites
Align Inn Vermont

Align Inn Vermont

5817 Woodstock Rd Quechee VT
P7,811
P8,592 total
Nov 1 - Nov 2
includes taxes & fees
9.4/10 Exceptional! (1,380 reviews)
Align Inn Vermont
Hampton Inn White River Junction

Hampton Inn White River Junction

104 Ballardvale Dr White River Junction VT
P8,500
P9,350 total
Nov 8 - Nov 9
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
Hampton Inn White River Junction
Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

25 Airport Road West Lebanon NH
P8,812
P9,561 total
Nov 1 - Nov 2
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
P8,417
P9,721 total
Oct 19 - Oct 20
includes taxes & fees
9.2/10 Wonderful! (1,008 reviews)
The Mountain Inn at Killington
Six South St Hotel

Six South St Hotel

6 South Street Hanover NH
P15,195
P16,487 total
Nov 1 - Nov 2
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?
Based on our traveler data, Fat Sheep Farm & Cabins is one of the top choices for your stay. This cabin offers free parking and private decks. Other good options for your visit to 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, 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?
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 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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