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

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Our top choices for Windsor hotels

A modern two-story building with a wooden facade, large windows, and a covered porch with seating.
A two-story wooden house with a covered porch and two Adirondack chairs.
A kitchen with wooden cabinets, a white stove, a microwave, and pendant lights.
A living room with a spiral staircase, a sofa set, a coffee table, and a painting on the wall.

1. Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins
Windsor
United States
Jessica
AED 488
AED 732 total
includes taxes & fees
3 Nov - 4 Nov
Fat Sheep Farm & Cabins
A multi-story hotel with a central courtyard and a reflective water feature.
A spacious living area with a staircase, patterned sofas, a coffee table, and a decorative wall piece.
A group of people gathered around a fire pit in a snowy outdoor setting with a large building in the background.
A bar area with stools, a counter, and a large window offering a view of a snowy landscape.

2. Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Brownsville
United States
Shannon
AED 584
AED 697 total
includes taxes & fees
26 Oct - 27 Oct
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
A cozy living room with a fireplace, leather furniture, and a coffee table with a puzzle.
A cozy room with a large bed, a fireplace, and a brick wall.
A banquet hall with multiple round tables set for dining, featuring chandeliers and brick walls.
A wooden interior with a pool, benches, and a clock.

3. The Common Man Inn & Restaurant

The Common Man Inn & Restaurant
Claremont
Canada
Bruce
AED 476
AED 517 total
includes taxes & fees
1 Nov - 2 Nov
The Common Man Inn & Restaurant
A hotel room with two beds, a wooden headboard, bedside lamps, and a window with curtains.
A reception desk with a check-in counter, a framed picture above it, and a potted plant to the right.
A building with a 'Public Welcome' sign, a vending machine, and a hanging flower basket.
A hotel room with a desk, chair, television, refrigerator, and a dresser.

4. Claremont Motor Lodge

Claremont Motor Lodge
Claremont
United States
Jerri
AED 432
AED 469 total
includes taxes & fees
18 Oct - 19 Oct
Claremont Motor Lodge
A spacious living room with a stone fireplace, leather sofas, a coffee table, and large arched windows offering views of the outdoors.
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled floor.
A bathroom with a vanity, sink, mirror, and a towel rack.
A hotel bathroom with a granite countertop, a sink, a mirror, and a wicker basket with towels.

5. Align Inn Vermont

Align Inn Vermont
Quechee
United States
Oscar
AED 810
AED 891 total
includes taxes & fees
19 Oct - 20 Oct
Align Inn Vermont
A rustic interior with a bar area, wooden beams, a fireplace, and a dining table with chairs.
A bathroom with a sink, mirror, and window with curtains.
A white building with a red door and windows, labeled "The Quechee Inn."
A golf course with sand bunkers, a lake, and autumn-colored trees in the background.

6. The Quechee Inn at Marshland Farm

The Quechee Inn at Marshland Farm
Quechee
United States
Beth
AED 521
AED 573 total
includes taxes & fees
26 Oct - 27 Oct
The Quechee Inn at Marshland Farm
A modern kitchen with black cabinets, a teal backsplash, and various appliances including a coffee maker and a food display.
A hotel room with two beds, a desk, and a window with curtains.
A snack display with various packaged foods and a refrigerated section with drinks.
A reception area with a wooden reception desk, a mosaic wall, a clock, and a snack vending machine.

7. Best Western West Lebanon-Hanover Hotel

Best Western West Lebanon-Hanover Hotel
West Lebanon
United States
Judy
AED 418
AED 454 total
includes taxes & fees
2 Nov - 3 Nov
Best Western West Lebanon-Hanover Hotel
A spacious dining area with high ceilings, wooden tables, and blue upholstered booths.
A hotel room with a large bed, two armchairs, a small table, and a TV on the wall.
A modern hotel room with a blue sofa, a wooden coffee table, a laptop, a white mug, and a gray armchair.
A laundry area with two washing machines, a dryer, a payment kiosk, and a sign indicating guest laundry use.

8. 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
AED 481
AED 529 total
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express Hotel & Suites White River Junction by IHG
A two-story house with a front porch, a central entrance, and a garden with various plants and flowers.
A hotel room with a large bed, bedside tables, a desk, and a chair.
A two-story brick house with a white porch and a small garden in front.
A brick oven pizza station with a chef preparing dough.

9. Kedron Valley Inn

Kedron Valley Inn
South Woodstock
United States
Erin
AED 856
AED 942 total
includes taxes & fees
1 Nov - 2 Nov
Kedron Valley Inn
An indoor dining area with multiple wooden tables and chairs, surrounded by lush greenery and a stone water feature.
An indoor swimming pool with a curved design, surrounded by seating areas and plants.
A spacious lobby with a stone fireplace, leather sofas, and a wooden coffee table.
A cozy lobby with a stone fireplace, leather sofas, and a coffee table.

10. Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon
West Lebanon
United States
Parm
AED 418
AED 453 total
includes taxes & fees
2 Nov - 3 Nov
Fireside Inn & Suites West Lebanon
A hotel room with two beds, a desk, a chair, a mirror, a TV, and a window with curtains.
A hotel room with a bed, a desk, a chair, a dresser, a mirror, a television, and a window with curtains.
A bathroom with a bathtub, a sink, a toilet, a mirror, and a towel rack.
A coffee maker, a phone, and a coffee bag on a desk.

11. Royal Inn Claremont

Royal Inn Claremont
Claremont
United States
Eva
AED 401
AED 435 total
includes taxes & fees
4 Nov - 5 Nov
Royal Inn Claremont
A spacious room with a stone fireplace, leather furniture, and large windows offering a view of greenery.
A cozy room with a wooden bench, a chair, and a sofa. There are large windows with wooden frames and a chandelier hanging from the ceiling.
A two-story house with a porch, American flags, and a well-maintained garden.
A well-maintained lawn with a central garden area, a brick building, and a view of a forested hill.

12. The Jackson

The Jackson
West Woodstock
United States
Laura
AED 517
AED 569 total
includes taxes & fees
3 Nov - 4 Nov
The Jackson
A spacious living room with a chandelier, multiple armchairs, a coffee table, and a rug.
A kitchen with white tiled backsplash, wooden crates, and hanging pendant lights.
A two-story house with a balcony, surrounded by lush greenery and a pond.
A two-story house with a snow-covered roof and a front porch.

13. On The River Inn

On The River Inn
West Woodstock
United States
SARAH
AED 599
AED 740 total
includes taxes & fees
1 Nov - 2 Nov
On The River Inn
A café counter with a menu, pastries, and condiments.
A room with a door labeled "The Junction Room," a small table with a pitcher and cups, two chairs, and two framed paintings on the wall.
A living room with a fireplace, a sofa, a coffee table with brochures, and a painting on the wall.
A cozy living room with comfortable armchairs, a coffee table with books, a lamp, and a view of the street outside.

14. Hotel Coolidge

Hotel Coolidge
White River Junction
United States
Amanda
AED 429
AED 472 total
includes taxes & fees
27 Oct - 28 Oct
Hotel Coolidge
A conference room with a long table, chairs, and a water pitcher.
A gym with a motivational wall, exercise equipment, and a water dispenser.
A hotel reception desk with a 'Welcome to Hampton' sign, a digital kiosk, and a 'Hilton Honors' sign.
A blue electric vehicle charging station with a sign, surrounded by greenery.

15. Hampton Inn White River Junction

Hampton Inn White River Junction
White River Junction
United States
Philip
AED 526
AED 578 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn White River Junction
A rustic dining area with wooden beams, tables, chairs, and a fireplace.
A living room with a sofa, ottoman, armchair, and a television on a stand.
An outdoor event space with tables set for dining, surrounded by a covered area with a transparent roof.
A bedroom with a large bed, a bedside table, a lamp, and a view of the outdoors through a sliding door.

16. The Inn at Weathersfield

The Inn at Weathersfield
Perkinsville
United States
Rula
AED 791
AED 997 total
includes taxes & fees
3 Nov - 4 Nov
The Inn at Weathersfield
A hotel lobby with a large window, a blue sofa, a small table with a plant, and a lamp.
A bar area with coffee dispensers, a lamp, and a seating area with a blue chair.
A hotel with a parking lot, trees, and a sunset sky.
A Comfort Inn hotel with a central entrance, parking area, and surrounding trees.

17. Comfort Inn White River Junction

Comfort Inn White River Junction
White River Junction
United States
Crystal
AED 383
AED 421 total
includes taxes & fees
1 Nov - 2 Nov
Comfort Inn White River Junction
An aerial view of a residential area with houses, a river, and surrounding hills.
An outdoor setting with a table and chairs, a small pond, and a wooden board game.
A four-poster bed with a fireplace, large windows, and a desk with a lamp.
A kitchenette with a coffee maker, a microwave, and a coffee station with cups and a basket.

18. The Shire Woodstock

The Shire Woodstock
Woodstock
United States
Renee
AED 569
AED 676 total
includes taxes & fees
1 Nov - 2 Nov
The Shire Woodstock
An indoor swimming pool with clear blue water, surrounded by red lounge chairs and blue umbrellas.
A stone fireplace with a fire, a wooden mantel, and a vase with red flowers. There are chairs and a table in the foreground.
A sign for The White River Inn & Suites, a LaRkin Realty property, with a view of a parking lot and residential buildings.
A building with a prominent wooden gable roof, large windows, and a brick facade.

19. White River Inn and Suites

White River Inn and Suites
White River Junction
United States
Scott
AED 393
AED 433 total
includes taxes & fees
1 Nov - 2 Nov
White River Inn and Suites
A living room with a grey sectional sofa, a potted plant, and a radiator.
A dining area with a white table, two white chairs, a small vase with flowers, and a framed artwork on the wall.
A cozy living room with a high ceiling, a wooden floor, a sofa, a chair, and a small table.
A neatly made bed with a white duvet, two bedside tables with lamps, and a decorative plate on the wall.

20. The Vesper

The Vesper
Woodstock
United States
Keith
AED 606
AED 667 total
includes taxes & fees
25 Oct - 26 Oct
The Vesper
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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

Mountain Sports Inn

Mountain Sports Inn

10/10 Excellent
"Great location in the mountains! The hot breakfast in the morning was delicious and included with your stay. Would definitely stay there again and would recommend to friends or family traveling to Vermont."
Cassie 1-night trip
Posted 9 hours ago
Mountain Sports Inn
The Jackson

The Jackson

10/10 Excellent
"Staff extremely helpful at check in. Welcome wine n cheese for quests was a wonderful start too our evening. Beds were comfortable and bathrooms nice but a little small."
Howard 1-night trip
Posted 12 hours ago
The Jackson
Woodstock Inn & Resort

Woodstock Inn & Resort

10/10 Excellent
"Dinner at their restaurant was very good- the best fish(halibut) I’ve ever had. The rooms are small but very clean and decorated with thought. The continental breakfast was also very good. The staff was helpful and friendly. We enjoyed our stay very much."
Delletta 1-night trip
Posted 12 hours ago
Woodstock Inn & Resort
Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

10/10 Excellent
"This place was the first place I stayed on my trip and it was very relaxing and perfect. The room was clean. The staff was courteous. The bar was not open on Sunday."
Laura 1-night trip
Posted 22 hours ago
Fireside Inn & Suites West Lebanon
Align Inn Vermont

Align Inn Vermont

10/10 Excellent
"One of the best places to stay. The people that work there are very friendly and informative. Their continental breakfast was amazing."
Luz 1-night trip
Posted 23 hours ago
Align Inn Vermont
The Shire Woodstock

The Shire Woodstock

10/10 Excellent
"We had Deluxe King River view - deluxe has a fireplace and shares a balcony with rocking chairs. The room was great except a couple little maintenance issues (I told the front desk and hope they fix). And it’s a great location walkable to downtown, great views of river and hills, and the inn has fire pits ready to go. Too bad coffee makers are in the hallway, not in the room, and there’s no breakfast (they said they might start next year). We went nearby for breakfast, and a good market is just across the street."
Ruth 2-night trip
Posted 1 day ago
The Shire Woodstock
White River Inn and Suites

White River Inn and Suites

10/10 Excellent
"My room was cozy, quiet, and clean. It was a restful stay, and was much-needed during my business trip. Special shout-out to Tianna at the front desk; she was so kind, helpful, and always had a smile on her face. Every time I passed by, she'd greet me with a warm, "hello!" I will happily stay here again for future business trips!"
Bethany 3-night trip
Posted 2 days ago
White River Inn and Suites
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

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

Jackson Gore Village, A Vail Resorts Property

10/10 Excellent
"My daughter and I were looking for someplace to meet in the middle… one coming from upstate New York and one coming from Massachusetts.This was not the first hotel we looked at. Fortunately it is the one we stayed at! The facility is very nice, even though older still very well maintained. Staff was exceptional! The location was perfect for just a fun getaway weekend. The downtown area has some lovely restaurants and shops but the restaurant at the resort was also very good. We enjoyed the area so much. We're talking about going again in the winter, even though neither of us have skied in ages!"
Michelle 3-night trip
Posted 2 days ago
Jackson Gore Village, A Vail Resorts Property

More cheap stays in Windsor

White River Inn and Suites

White River Inn and Suites

91 Ballardvale Drive White River Junction VT
AED 393
AED 433 total
1 Nov - 2 Nov
includes taxes & fees
7/10 Good! (1,005 reviews)
White River Inn and Suites
Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

25 Airport Road West Lebanon NH
AED 418
AED 453 total
2 Nov - 3 Nov
includes taxes & fees
8.4/10 Very Good! (1,009 reviews)
Fireside Inn & Suites West Lebanon
The Mountain Inn at Killington

The Mountain Inn at Killington

47 Old Mill Rd Killington VT
AED 493
AED 569 total
19 Oct - 20 Oct
includes taxes & fees
The Mountain Inn at Killington
Hampton Inn White River Junction

Hampton Inn White River Junction

104 Ballardvale Dr White River Junction VT
AED 526
AED 578 total
1 Nov - 2 Nov
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
Hampton Inn White River Junction
Align Inn Vermont

Align Inn Vermont

5817 Woodstock Rd Quechee VT
AED 810
AED 891 total
19 Oct - 20 Oct
includes taxes & fees
9.4/10 Exceptional! (1,370 reviews)
Align Inn Vermont
Six South St Hotel

Six South St Hotel

6 South Street Hanover NH
AED 889
AED 965 total
1 Nov - 2 Nov
includes taxes & fees
Six South St Hotel

Find out more about Windsor

Top reasons to visit Windsor

  • Outdoor Adventures: Windsor is perfect for skiing and outdoor activities, offering scenic landscapes and adventure-filled experiences.
  • Historic Charm: Explore the town's rich history through its charming downtown shops and historic bridges.
  • Vibrant Local Scene: Enjoy live music performances that contribute to Windsor's lively atmosphere.
  • Diverse Accommodations: Choose from a variety of lodging options, including pet-friendly and family-oriented stays.
  • Natural Beauty: Immerse yourself in stunning natural settings and national state parks surrounding the area.

Find great hotels near Windsor

Discover the charm of Windsor, Vermont, where a variety of accommodations await to enhance your vacation experience. Whether you're seeking adventure, a pet-friendly environment, or a family-oriented stay, Windsor's hotels cater to every traveler’s needs. With many options to choose from, including agritourism properties and traditional hotels, you'll find the perfect spot to relax and explore the beautiful surroundings. Don't miss out on reading hotel reviews and checking room rates to ensure a memorable visit.

  • Super 8 by Wyndham White River Junction: Conveniently located 19.3km from Windsor, the Super 8 by Wyndham White River Junction is an ideal choice for travelers seeking a comfortable and budget-friendly motel experience. This pet-friendly property welcomes furry companions with a flexible pet policy. Whether you're on a business trip or a leisurely getaway, you can enjoy amenities such as complimentary breakfast, free Wi-Fi, and a friendly atmosphere tailored for both solo travelers and families alike.
  • Fireside Inn & Suites West Lebanon: Situated just 17.7km from Windsor, Fireside Inn & Suites West Lebanon offers a warm and inviting hotel experience perfect for business travelers and pet owners. With a focus on comfort, the hotel features cozy accommodations with modern amenities. Guests can take advantage of the pet-friendly policy, which includes food and water bowls for your furry friends. Additionally, the hotel's proximity to local attractions and business hubs makes it a great choice for both leisure and work-related stays.
  • White River Inn and Suites: Located 19.3km from Windsor, the White River Inn and Suites is perfect for adventurous travelers seeking a blend of business and leisure. This hotel not only welcomes pets but also offers a plethora of onsite and nearby adventure sports activities, including skiing, snowboarding, and bicycle rentals. With a focus on outdoor experiences, guests can enjoy comfortable accommodations while exploring the natural beauty of the area. The friendly staff and extensive amenities make it an excellent choice for your Vermont getaway.

Where to stay in and around Windsor

Windsor, Vermont, offers an ideal getaway for adventure seekers and families alike. Explore its charming downtown shops, enjoy scenic outdoor activities, and immerse yourself in the friendly, historical atmosphere. With ski vacations nearby and a perfect blend of urban vibes and natural beauty, Windsor is a delightful base for excursions to nearby towns, making it a true Vermont escape.

  • Woodstock: Located 19.3km from Windsor, Woodstock is a charming city that offers a mix of outdoor adventure and picturesque scenery. Known for its vibrant arts scene and historic architecture, visitors flock here for skiing during the winter months and hiking in the summer. With peaks in visitor numbers from July to October, Woodstock features popular ski resorts and beautiful lakes, making it an ideal destination for both winter sports enthusiasts and summer adventurers. Don't miss exploring the nearby national state park for breathtaking views and nature trails.
  • Cornish: Just 1.6km away from Windsor, the quaint city of Cornish is a seasonal gem that draws visitors particularly from June to August. Renowned for its stunning scenery and outdoor activities, Cornish is perfect for those looking to immerse themselves in nature. Enjoy the thrill of skiing or take in the sights of the local mountains, iconic bridges, and historical monuments. This tight-knit community also offers educational experiences that highlight its rich cultural heritage, making it a lovely stop for travelers seeking both adventure and learning.
  • Ascutney: Nestled within the Windsor area, Ascutney is a delightful village known for its year-round appeal, peaking in visitor numbers from July to September. It offers an exciting blend of skiing, sports, and adventure activities. The nearby ski fields and resorts cater to both beginners and seasoned skiers alike. Additionally, Ascutney is in close proximity to beautiful lakes and majestic mountains, as well as national state parks, providing numerous opportunities for outdoor exploration and relaxation amidst nature's beauty.

Things to do in and around Windsor

Windsor, Vermont, offers a perfect getaway for adventure enthusiasts and outdoor lovers, featuring activities like skiing at its renowned ski resorts and fields. Visitors can also enjoy the lively local scene, including live music performances that add to the vibrant atmosphere. Whether you're hitting the slopes or soaking in the local culture, Windsor promises a memorable experience for all vacationers.

Shopping

In Windsor, you can visit The Sustainable Farmer for unique gifts. North Country Smokehouse is also nearby for delicious local food products, just 11.3km away. If you're up for a drive, check out Quechee Gorge Village, located 17.7km from Windsor, for more shopping options.

Recreation

The Upper Valley Aquatic Center offers a family-friendly atmosphere with swimming and fitness activities, perfect for all ages. For golf enthusiasts, the Woodstock Country Club provides an outdoor sports experience amidst beautiful scenery. The Strong House Spa is a tranquil haven for rejuvenating body treatments and relaxation.

Adventure

Experience the Brownsville Trail, a captivating outdoor adventure right in Windsor, perfect for hiking and nature walks. For thrilling winter sports, head to Arrowhead Recreation Area, located 14.5km away, offering great skiing opportunities. Enjoy breathtaking views at Morningside Flight Park, 17.7km from Windsor, with exhilarating scenic flights.

Nightlife

In Windsor, head to Maple Lanes for a fun-filled arcadeAdventureZone just 12.9km away, perfect for family vibes. For a more cultural experience, the Woodstock Town Hall Theatre and Lebanon Opera House, both within 12 and 20.9km respectively, offer romance and engaging entertainment.

*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, consider visiting during the cheaper months of April to May and November, with Tuesdays being the most affordable days to stay. Use Expedia’s search tool to compare hotel rates and find package deals that combine accommodations with flights and activities for additional savings. Take advantage of free local attractions and opt for public transportation or walking to explore the area, as this can significantly reduce travel costs while allowing you to enjoy Windsor's charm.

  • 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: Utilize Expedia’s search tool to refine your options based on your budget, desired location, and preferred hotel type. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Windsor with flights and activities by booking a package through Expedia.

Find the best attractions near Windsor

Windsor, Vermont, offers a fantastic mix of adventure and outdoor activities, making it perfect for ski vacations. Visitors can explore historic bridges, national state parks, and environmental centers, catering to those seeking culture, family experiences, and outdoor fun. Don't miss the chance to immerse yourself in the natural beauty and rich history that Windsor has to offer.

  • Blow-Me-Down Bridge: This historic bridge, located 805m from Windsor, offers a glimpse into the area's rich cultural heritage. Its unique design and picturesque setting make it an ideal spot for photography and leisurely walks.
  • Mount Ascutney: A mere 6.4km from Windsor, Mount Ascutney presents incredible outdoor adventures. Hike or bike the scenic trails to enjoy breathtaking views, perfect for nature lovers and thrill-seekers alike.
  • Saint-Gaudens National Historic Site: Just 3.2km away, this historic site celebrates the works of renowned sculptor Augustus Saint-Gaudens. Explore beautiful gardens and impressive sculptures, immersing yourself in the area's artistic culture.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January16.7°F (-8.5°C)Light RainMostly CloudyAverageAverage
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 LowSlightly High

The nearest major airports for your trip to Windsor

When visiting Windsor, Vermont, you have a few airport options for your arrival. Lebanon Municipal Airport (LEB) is situated 17.7km away, with nearby hotel choices like the 4-star Hanover Inn Dartmouth, 8.0km from the airport, and the 3-star Hotel Coolidge, just 3.2km away. Rutland Southern Vermont Regional Airport (RUT) is 45.1km from Windsor, offering accommodations like the 3.5-star Killington Mountain Lodge, 17.7km away. Hartness State Airport (VSF) is located 13.2km from Windsor, with nearby options such as the 4-star Inn at Weathersfield, just 1.6km away. Each airport provides convenient access to these comfortable lodging choices.

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.
What are some of the best vacation rentals in Windsor?
Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo: This vacation home near Windsor is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. See all 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.
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.