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

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Our top choices for Windsor hotels

1. Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins
Windsor
United States
Jessica
NT$3,649
NT$5,743 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
NT$4,467
NT$5,400 total
includes taxes & fees
Nov 12 - Nov 13
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3. The Common Man Inn & Restaurant

The Common Man Inn & Restaurant
Claremont
United States
Anna
NT$4,200
NT$4,557 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
NT$3,664
NT$3,976 total
includes taxes & fees
Nov 12 - Nov 13
Best Western West Lebanon-Hanover Hotel

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
NT$3,699
NT$4,069 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express Hotel & Suites White River Junction by IHG

6. Claremont Motor Lodge

Claremont Motor Lodge
Claremont
United States
Marguerite
NT$3,860
NT$4,188 total
includes taxes & fees
Nov 8 - Nov 9
Claremont Motor Lodge

7. Hampton Inn White River Junction

Hampton Inn White River Junction
White River Junction
United States
Philip
NT$4,785
NT$5,264 total
includes taxes & fees
Nov 13 - Nov 14
Hampton Inn White River Junction

8. Align Inn Vermont

Align Inn Vermont
Quechee
Canada
Rafik
NT$3,951
NT$4,346 total
includes taxes & fees
Nov 1 - Nov 2
Align Inn Vermont

9. Kedron Valley Inn

Kedron Valley Inn
South Woodstock
United States
Erin
NT$7,499
NT$8,248 total
includes taxes & fees
Nov 1 - Nov 2
Kedron Valley Inn

10. Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon
West Lebanon
United States
Michelle
NT$4,550
NT$4,937 total
includes taxes & fees
Nov 1 - Nov 2
Fireside Inn & Suites West Lebanon

11. The Quechee Inn at Marshland Farm

The Quechee Inn at Marshland Farm
Quechee
United States
Beth
NT$5,472
NT$6,019 total
includes taxes & fees
Oct 27 - Oct 28
The Quechee Inn at Marshland Farm

12. Comfort Inn White River Junction

Comfort Inn White River Junction
White River Junction
United States
Patti
NT$2,981
NT$3,279 total
includes taxes & fees
Nov 8 - Nov 9
Comfort Inn White River Junction

13. On The River Inn

On The River Inn
West Woodstock
United States
SARAH
NT$5,249
NT$6,418 total
includes taxes & fees
Nov 12 - Nov 13
On The River Inn

14. The Jackson

The Jackson
West Woodstock
United States
Ava
NT$3,963
NT$4,360 total
includes taxes & fees
Nov 5 - Nov 6
The Jackson

15. Hilton Garden Inn Hanover Lebanon

Hilton Garden Inn Hanover Lebanon
Lebanon
United States
Gerardo
NT$5,715
NT$6,201 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Garden Inn Hanover Lebanon

16. Woodstock Inn & Resort

Woodstock Inn & Resort
Woodstock
United States
Ann
NT$11,958
NT$14,579 total
includes taxes & fees
Nov 16 - Nov 17
Woodstock Inn & Resort

17. Hotel Coolidge

Hotel Coolidge
White River Junction
United States
Debbie May
NT$3,756
NT$4,132 total
includes taxes & fees
Oct 27 - Oct 28
Hotel Coolidge

18. The Inn at Weathersfield

The Inn at Weathersfield
Perkinsville
United States
Dorrie
NT$7,347
NT$9,201 total
includes taxes & fees
Nov 5 - Nov 6
The Inn at Weathersfield

19. White River Inn and Suites

White River Inn and Suites
White River Junction
United States
ELIZABETH
NT$3,154
NT$3,470 total
includes taxes & fees
Nov 15 - Nov 16
White River Inn and Suites

20. Residence Inn by Marriott Hanover Lebanon

Residence Inn by Marriott Hanover Lebanon
Lebanon
United States
Kim
NT$6,341
NT$6,879 total
includes taxes & fees
Oct 18 - Oct 19
Residence Inn by Marriott Hanover Lebanon
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Stay near popular Windsor attractions

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

Brownsville Trail

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

Paradise Park

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

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

10.0/10 (2 reviews)
Housed in the historic 1846 Robbins & Lawrence 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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Silo Distillery

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

Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

8/10 Good
"Overall, the place was nice and felt centrally located within the town. There is an indoor pool, a small gift shop with both NH and VT stuff. We had dinner and breakfast there and food was okay. The room was a little outdated but overall was pretty nice."
Justin 1-night trip
Posted less than an hour ago
Fireside Inn & Suites West Lebanon
Six South St Hotel

Six South St Hotel

10/10 Excellent
"Great place."
Jonathan 2-night trip
Posted 8 hours ago
Six South St Hotel
Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee

10/10 Excellent
"We loved our stay at the Hideaway. We stayed a full week. The room was decorated in kind of a retro feel... very cool. The shower was amazing. The game room, visible upon entering was well decorated and appointed and it gave us a feel as if we were staying at someone's cabin for the week. It was well maintained daily. The walls were a bit thin, but we'd stay here again."
Ann 8-night trip
Posted 11 hours ago
Hideaway Inn Mt.Sunapee
Align Inn Vermont

Align Inn Vermont

8/10 Good
"Staff friendly. Clean room. Maybe more breakfast options."
Matt 1-night trip
Posted 13 hours ago
Align Inn Vermont
Mountain Sports Inn

Mountain Sports Inn

10/10 Excellent
"We enjoyed our stay at Mountain Sports Inn in Killington, Vermont. The room was comfortable and decent, and the staff were very friendly and welcoming. The price was reasonable, and parking was convenient. Our favorite part was the hot, made-to-order breakfast m, a great way to start the day! Overall, it was a good value for the money, and we appreciated the friendly service. 😊"
lynn 1-night trip
Posted 13 hours ago
Mountain Sports Inn
Woodstock Inn & Resort

Woodstock Inn & Resort

10/10 Excellent
"Beautiful"
Dan 3-night trip
Posted 1 day ago
Woodstock Inn & Resort
Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

8/10 Good
"We could hear or neighbors like they were in our room. Luckily they weren't loud all night."
Ed 1-night trip
Posted 1 day ago
Jackson Gore Village, A Vail Resorts Property
The Mountain Inn at Killington

The Mountain Inn at Killington

8/10 Good
"The staff was wonderfull. The room was clean but we were on the bottom floor so it was a little noisy above us with people walking around most of the night. Breakfast was delicious."
Michelle 1-night trip
Posted 1 day ago
The Mountain Inn at Killington
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

10/10 Excellent
"This was a great spot! Very clean. The 25 person hot tub was incredible, with a view of the mountains while you soaked. Definitely will be going back!"
Hannah 2-night trip
Posted 2 days ago
Killington Mountain Lodge, Tapestry Collection by Hilton

More cheap stays in Windsor

White River Inn and Suites

White River Inn and Suites

91 Ballardvale Drive White River Junction VT
NT$3,154
NT$3,470 total
Nov 15 - Nov 16
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
NT$3,951
NT$4,346 total
Nov 1 - Nov 2
includes taxes & fees
9.4/10 Exceptional! (1,397 reviews)
Align Inn Vermont
Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

25 Airport Road West Lebanon NH
NT$4,550
NT$4,937 total
Nov 1 - Nov 2
includes taxes & fees
8.4/10 Very Good! (1,014 reviews)
Fireside Inn & Suites West Lebanon
The Mountain Inn at Killington

The Mountain Inn at Killington

47 Old Mill Rd Killington VT
NT$4,314
NT$4,983 total
Oct 19 - Oct 20
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
The Mountain Inn at Killington
Hampton Inn White River Junction

Hampton Inn White River Junction

104 Ballardvale Dr White River Junction VT
NT$4,785
NT$5,264 total
Nov 13 - Nov 14
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
Hampton Inn White River Junction
Six South St Hotel

Six South St Hotel

6 South Street Hanover NH
NT$7,262
NT$7,879 total
Nov 16 - Nov 17
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
Six South St Hotel

Hotels in Windsor with star-rating

Find out more about Windsor

Top reasons to visit Windsor

  • Outdoor Adventures: Windsor is perfect for skiing and outdoor activities, catering to adventure enthusiasts year-round.
  • Scenic Parks: Enjoy beautiful scenery and recreational activities at Windsor Park and the stunning Windsor Great Park.
  • Historic Attractions: Visit the historic Windsor Mansion for a glimpse into the area's rich history.
  • Vibrant Farmers Market: Experience local culture at the lively Windsor Farmers Market, showcasing regional goods.
  • Diverse Accommodations: Choose from family-friendly hotels, cozy inns, and unique agritourism properties for a memorable stay.

Find great hotels near Windsor

Discover the charm of Windsor, Vermont, with a variety of accommodation options tailored to suit every traveler. Whether you're seeking the comfort of a family-friendly hotel, the unique experience of an agritourism property, or a cozy inn like the Windsor Mansion Inn, you'll find the perfect spot to unwind. Many hotels offer pet-friendly services and adventure-filled amenities, ensuring a memorable stay for all guests.

  • Super 8 by Wyndham White River Junction: Located 19km from Windsor, Super 8 by Wyndham White River Junction offers budget-friendly accommodations with a focus on convenience. This motel is ideal for business travelers and pet owners, as it welcomes pets with no additional fee. Amenities include complimentary breakfast, Wi-Fi, and a business center for those needing to stay connected. The friendly atmosphere makes it a great choice for families and solo travelers alike seeking a practical and comfortable stay.
  • Best Western West Lebanon-Hanover Hotel: Just 18km from Windsor, the Best Western West Lebanon-Hanover Hotel boasts a guest rating of 8.4 out of 10, reflecting its reliable service and quality. This family-oriented hotel provides a welcoming environment with amenities tailored for children, such as complimentary cribs. Business travelers will appreciate the hotel’s meeting facilities and free Wi-Fi, while leisure guests can enjoy the nearby attractions. With a focus on comfort and value, this hotel is perfect for those looking to balance work and family time.
  • Fireside Inn & Suites West Lebanon: Also 18km from Windsor, Fireside Inn & Suites West Lebanon features a cozy atmosphere with a guest rating of 8.2 out of 10. This hotel is suitable for business travelers and pet owners, allowing dogs with certain restrictions. Guests can enjoy amenities such as free Wi-Fi, a fitness center, and a seasonal outdoor pool. The hotel’s friendly staff and inviting decor make it a pleasant retreat after a busy day. Whether you’re traveling for work or leisure, this inn provides a warm and accommodating experience.

Where to stay near Windsor

Windsor, Vermont, is a perfect weekend getaway for outdoor enthusiasts and adventure seekers. Nestled in a serene location, this charming city offers stunning scenery and a friendly atmosphere. Explore the rich history and family-friendly neighborhoods that surround Windsor. Whether you're skiing in winter or enjoying excursions in warmer months, you'll leave with unforgettable memories and a deeper appreciation for this beautiful region.

  • Woodstock: Nestled 19km from Windsor, Woodstock is a charming city renowned for its picturesque landscapes and vibrant outdoor activities. The area attracts visitors year-round, with peak seasons in July and from September to October. Travelers flock here for skiing and adventure, with local ski fields and resorts providing thrilling winter experiences. The nearby national state park offers breathtaking views, while stunning lakes and mountains enhance the scenic beauty. Whether you’re hitting the slopes or exploring the trails, Woodstock is a must-visit for outdoor enthusiasts.
  • West Lebanon: Located approximately 19km from Windsor, West Lebanon is a dynamic city that offers a blend of adventure and education. With visitor numbers peaking in June through July and September, this area is perfect for those seeking outdoor experiences, including skiing. The local historic colleges and universities add a unique charm to the region, along with beautiful lakes and mountains that invite exploration. Whether you’re looking to enjoy outdoor sports or learn about the area's history, West Lebanon provides a diverse travel experience.
  • White River Junction: Just 19km away from Windsor, White River Junction is a vibrant city known for its rich history and outdoor adventures. This area sees a surge in visitors from July to September, drawn by the skiing opportunities and the surrounding natural beauty. With ski fields nearby and stunning landmarks such as historic colleges, lakes, and the dramatic canyon gorge, there’s plenty to explore. The blend of adventure and culture makes White River Junction an exciting destination for those looking to immerse themselves in the great outdoors.

Things to do in Windsor

Shopping

In Windsor, you can enjoy shopping at local stores like The Artisan Shop, offering handcrafted gifts and souvenirs. If you're up for a drive, head to the West Lebanon Marketplace, which features a variety of shops, including clothing, home goods, and specialty food items.

Recreation

New Life Hiking Spa offers rejuvenating wellness retreats, combining guided hikes with healthy meals and yoga sessions amidst Vermont's stunning landscapes. For relaxation, visit the Windsor Wellness Center, where you can enjoy a variety of holistic treatments and fitness classes designed to promote balance and well-being.

Adventure

Explore the breathtaking trails at Mount Ascutney State Park, where you can hike, bike, or rock climb amidst stunning vistas. For water adventure, try kayaking on the Connecticut River, which offers a refreshing way to enjoy the scenic beauty of the area.

Nightlife

Windsor offers a cozy nightlife vibe with local bars like the Windsor Station Restaurant and Bar, where you can enjoy craft beers and live music. For a more laid-back evening, check out the nearby pubs that feature trivia nights and friendly atmospheres, perfect for mingling with locals.

*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, visit during the cheaper months of April to May and November, and consider staying on a Tuesday for the lowest rates. Use Expedia to compare hotel prices, filter for eco-friendly options, and bundle your accommodations with flights and activities for extra savings. Enjoy free activities by exploring the town on foot, as it’s compact and walkable. Avoid traveling on Fridays, which tend to be the most expensive days.

  • 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 makes it easy to tailor your travel plans by letting you choose your budget, preferred location, and additional preferences. You can sort the results to display hotels from the most affordable to the more expensive, ensuring you see the best deals first. Additionally, there’s an option to filter by hotel type; for instance, selecting the Eco-certified filter will show you a range of sustainable and environmentally-friendly accommodations available for booking.
  • Consider bundling your trip: You can save money by combining your hotel stay in Windsor with your flights and activities through an Expedia package.

Find the best attractions in and around Windsor

Windsor, Vermont, is perfect for outdoor adventures and ski vacations, offering attractions like canyonGorge, local parks, and the nationalStatePark. Visitors can enjoy cultural experiences at the historic Windsor Mansion and explore the main attractions in Windsor, including the scenic Windsor Great Park. Don't miss the vibrant Windsor Farmers Market for local goods. Whether you're seeking adventure or family-friendly activities, Windsor has something for everyone.

  • American Precision Museum: Explore the fascinating history of American manufacturing at this museum, located in Windsor. The exhibits showcase precision tools and machinery, celebrating innovation and craftsmanship that shaped the industrial era.
  • Quechee Gorge Bridge: Experience breathtaking views from this iconic bridge spanning the stunning Quechee Gorge, located 18km away. The area offers excellent hiking trails and opportunities for photography, making it a perfect spot for outdoor enthusiasts.
  • Mount Ascutney: Enjoy outdoor adventures at Mount Ascutney, just 6km from Windsor. Hike or bike scenic trails, and relish panoramic vistas that showcase the natural beauty of the region, especially during fall foliage.

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

Traveling to Windsor, Vermont, is convenient with access to several major airports. ALBany International Airport (ALB) is located 142km away, with nearby hotels like The Landing Hotel at Rivers Casino & Resort and Park Manor Hotel, both about 13km from the airport. Burlington International Airport (BTV) is 126km away, with options such as DoubleTree by Hilton Burlington Vermont, just 3km from the airport. Manchester-Boston Regional Airport (MHT) is the closest at 98km, featuring hotels like The Grand at Bedford Village Inn and DoubleTree by Hilton Manchester Downtown, both 6km from the airport. Each hotel offers various transportation services to ensure easy access to the 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.
Where can I learn more about changing or cancelling my trip to Windsor?
To find more details about changing or cancelling your trip to Windsor, go to https://www.expedia.com/service/.
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.
Where is the best hotel to stay close to Mt Ascutney State Park?
Holiday Inn Club Vacations Mount Ascutney Resort, an IHG Hotel is one of the top choices for your stay based on our traveler data, and this 3-star resort offers a restaurant and an indoor pool. It's located 2.2 mi (3.5 km) from Mt Ascutney State Park. Other good choices within 5 miles include Windsor Mansion Inn and Snapdragon Inn.
What about the best place to stay close to Mount Ascutney?
One of the top choices for your stay is Holiday Inn Club Vacations Mount Ascutney Resort, an IHG Hotel, located 1.8 mi (2.8 km) from Mount Ascutney, and this 3-star resort offers a restaurant and an indoor pool. Windsor Mansion Inn and Rockledge Farm country living are other good choices within a few miles.
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.
What is the best hotel near Hartness State Airport (VSF)?
The Inn at Weathersfield is a popular 4-star inn featuring free breakfast and a restaurant. It's located a short 1.3 mi (2.1 km) from Hartness State Airport. Another good choice close to the airport is Hartness House Inn, located 3.7 mi (5.9 km) away.
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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