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

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22 Oct - 23 Oct
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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 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.
A spacious loft room with exposed wooden beams, a sloped ceiling, and a large window.

1. Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins
Windsor
United States
Jessica
AU$252
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 living room with a fireplace, a sofa, a coffee table, and a television.

2. Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Brownsville
United States
Sara
AU$239
includes taxes & fees
1 Nov - 2 Nov
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 wooden interior with a pool, benches, and a clock.
A metal bucket with a spoon, two wine glasses, and a checkered cloth on a brick ledge by a pool.
A banquet hall with multiple round tables set for dining, featuring chandeliers and brick walls.

3. The Common Man Inn & Restaurant

The Common Man Inn & Restaurant
Claremont
United States
Anna
AU$200
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 building with a 'Public Welcome' sign, a vending machine, and a hanging flower basket.
A reception desk with a check-in counter, a framed picture above it, and a potted plant to the right.
A hotel room with a desk, chair, television, refrigerator, and a dresser.

4. Claremont Motor Lodge

Claremont Motor Lodge
Claremont
United States
Marguerite
AU$171
includes taxes & fees
12 Nov - 13 Nov
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 patio with two wicker chairs and a table, surrounded by greenery and a white structure.
A bathroom with a vanity, sink, mirror, and a towel rack.

5. Align Inn Vermont

Align Inn Vermont
Quechee
United States
Renee
AU$180
includes taxes & fees
1 Nov - 2 Nov
Align Inn Vermont
A modern kitchen with black cabinets, a teal backsplash, and various appliances including a coffee maker and a food display.
A reception area with a wooden reception desk, a mosaic wall, a clock, and a snack vending machine.
A snack display with various packaged foods and a refrigerated section with drinks.
A swimming pool with a wooden deck, lounge chairs, and a table with chairs.

6. Best Western West Lebanon-Hanover Hotel

Best Western West Lebanon-Hanover Hotel
West Lebanon
United States
Judy
AU$176
includes taxes & fees
4 Nov - 5 Nov
Best Western West Lebanon-Hanover Hotel
A spacious dining area with high ceilings, wooden tables, and blue upholstered booths.
A Holiday Inn Express & Suites building with a brick facade, multiple windows, and a parking lot.
A laundry area with two washing machines, a dryer, a payment kiosk, and a sign indicating guest laundry use.
A hotel room with a large bed, two armchairs, a small table, and a TV on the wall.

7. 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
AU$155
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Express Hotel & Suites White River Junction by IHG
A spacious lobby with a stone fireplace, leather sofas, and a wooden coffee table.
An indoor dining area with multiple wooden tables and chairs, surrounded by lush greenery and a stone water feature.
A spacious indoor dining area with multiple wooden tables and chairs, surrounded by various plants and trees.
An indoor swimming pool with a curved design, surrounded by seating areas and plants.

8. Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon
West Lebanon
United States
Jason
AU$200
includes taxes & fees
4 Nov - 5 Nov
Fireside Inn & Suites West Lebanon
A rustic interior with a bar area, wooden beams, a fireplace, and a dining table with chairs.
A red brick building with a white garage door, a tree with pink blossoms, and a sign indicating no parking.
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.

9. The Quechee Inn at Marshland Farm

The Quechee Inn at Marshland Farm
Quechee
United States
Beth
AU$240
includes taxes & fees
25 Oct - 26 Oct
The Quechee Inn at Marshland Farm
A spacious room with a stone fireplace, leather furniture, and large windows offering a view of greenery.
A well-maintained lawn with a central garden area, a brick building, and a view of a forested hill.
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 bedroom with a large window, a bed, a chair, and a lamp.

10. The Jackson

The Jackson
West Woodstock
United States
Ava
AU$193
includes taxes & fees
16 Nov - 17 Nov
The Jackson
A reception area with a counter, a chair, a plant, and a window with a view of greenery.
A picnic area with tables and chairs, surrounded by trees.
A hotel with a 'Super 8' sign, a double-story structure, and a well-lit entrance.
A hotel room with two beds, a TV, a desk, and a window with curtains.

11. Super 8 by Wyndham White River Junction

Super 8 by Wyndham White River Junction
White River Junction
Canada
Tracy
AU$132
includes taxes & fees
31 Oct - 1 Nov
Super 8 by Wyndham White River Junction
A large estate with a main building surrounded by a well-maintained lawn and a river.
A spacious living room with a large American flag, a fireplace, and a chandelier.
A spacious living room with a chandelier, multiple armchairs, a coffee table, and a rug.
A two-story house with a balcony, surrounded by lush greenery and a pond.

12. On The River Inn

On The River Inn
West Woodstock
United States
SARAH
AU$284
includes taxes & fees
11 Nov - 12 Nov
On The River Inn
A multi-story building with a prominent American flag on the facade, a clock tower, and a parking lot with several cars.
A cozy living room with comfortable armchairs, a coffee table with books, a lamp, and a view of the street outside.
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.

13. Hotel Coolidge

Hotel Coolidge
White River Junction
United States
Debbie May
AU$172
includes taxes & fees
22 Nov - 23 Nov
Hotel Coolidge
An aerial view of a residential area with houses, a river, and surrounding hills.
A room with a large window offering a view of a green landscape with trees and hills.
A hotel room with two beds, a desk, a chair, a television, and a window with curtains.
An outdoor setting with a table and chairs, a small pond, and a wooden board game.

14. The Shire Woodstock

The Shire Woodstock
Woodstock
United States
John
AU$194
includes taxes & fees
22 Nov - 23 Nov
The Shire Woodstock
A hotel lobby with a large window, a blue sofa, a small table with a plant, and a lamp.
A hotel with a parking lot, trees, and a sunset sky.
A Comfort Inn hotel with a central entrance, parking area, and surrounding trees.
A hotel room with two beds, a wooden headboard, a nightstand with a lamp, and a window with curtains.

15. Comfort Inn White River Junction

Comfort Inn White River Junction
White River Junction
United States
Patti
AU$144
includes taxes & fees
22 Nov - 23 Nov
Comfort Inn White River Junction
An outdoor patio with a dining table and chairs, surrounded by greenery and a modern building facade.
A Hampton Inn hotel with a modern facade, a covered entrance, and a parking lot.
A blue electric vehicle charging station with a sign, surrounded by greenery.
A breakfast station with waffle makers, a bakery section, and a red oatmeal dispenser.

16. Hampton Inn White River Junction

Hampton Inn White River Junction
White River Junction
United States
Philip
AU$212
includes taxes & fees
22 Nov - 23 Nov
Hampton Inn White River Junction
An air conditioner with a control panel displaying temperature settings.
A bathroom with a bathtub, a sink, a toilet, a mirror, and a towel rack.
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.

17. Royal Inn Claremont

Royal Inn Claremont
Claremont
United States
Bonita
AU$163
includes taxes & fees
22 Nov - 23 Nov
Royal Inn Claremont
An indoor swimming pool with clear blue water, surrounded by red lounge chairs and blue umbrellas.
A sign for The White River Inn & Suites, a LaRkin Realty property, with a view of a parking lot and residential buildings.
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 building with a prominent wooden gable roof, large windows, and a brick facade.

18. White River Inn and Suites

White River Inn and Suites
White River Junction
United States
LE
AU$151
includes taxes & fees
22 Nov - 23 Nov
White River Inn and Suites
A modern kitchen with a central island, stainless steel appliances, and a dining area with chairs.
A hotel room with two beds, a desk, and a chair. The room has a wooden floor and red walls with framed pictures.
A row of cabins with a river in the foreground, surrounded by trees and a snowy landscape.
A modern kitchen with a wooden dining table, stainless steel appliances, and a view of the outdoors through the window.

19. Sleep Woodstock Motel

Sleep Woodstock Motel
Woodstock
Canada
Dave
AU$176
includes taxes & fees
19 Nov - 20 Nov
Sleep Woodstock Motel
A spacious room with a large bed, a sofa, and a chair, featuring large windows and a view of greenery outside.
A river with rocks, a bridge, and trees.
A living room with a green wall, two windows, a beige sofa, a floral rug, and a black armchair.
A large, white, two-story house with a symmetrical facade, surrounded by a well-maintained lawn and tall trees.

20. Lincoln Inn & Gallery

Lincoln Inn & Gallery
Woodstock
United States
Ingrid
AU$296
includes taxes & fees
26 Oct - 27 Oct
Lincoln Inn & Gallery
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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 Armoury, 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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Path of Life Garden

9.6/10 (5 reviews)
The Path of Life Garden showcases 18 sculptures symbolising 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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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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Learn more about Windsor

Step back in time at the American Precision Museum, where industrial history comes alive through fascinating exhibits. Afterwards, savour craft brews at Harpoon Brewery or hike the scenic trails of Mt Ascutney State Park for breathtaking views.

See all hotels in Windsor
A covered bridge over a river with lush greenery and a clear sky.

Top Windsor Hotel Reviews

Recent Reviews in Windsor

Six South St Hotel

Six South St Hotel

10/10 Excellent
"Great location, beautiful hotel and facilities."
Bryan 2-night trip
Posted 2 hours ago
Six South St Hotel
Hilton Garden Inn Hanover Lebanon

Hilton Garden Inn Hanover Lebanon

10/10 Excellent
"This is a very well maintained and up to date facility. Excellent accommodation for a nice fall colors trip and breakfast and happy hour options were available and very satisfying. I would recommend this place."
Jon 3-night trip
Posted 17 hours ago
Hilton Garden Inn Hanover Lebanon
Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee

10/10 Excellent
"The Hideaway Inn at Mt. Sunapee is an absolute hidden gem! We loved the fun, unique rooms and the retro vibe that makes this place feel so special. It’s unlike your typical hotel and has so much character and charm. The pool was amazing, and the game room was incredible — there was so much to enjoy! We had such a great experience that we’re already planning a future trip specifically to stay here again. If you’re looking for a fun, unique, and memorable place to stay in New Hampshire, I couldn’t recommend The Hideaway Inn enough. We can’t wait to come back!"
Darby 1-night trip
Posted 18 hours ago
Hideaway Inn Mt.Sunapee
White River Inn and Suites

White River Inn and Suites

10/10 Excellent
"great price, great location, and very nice and clean for a "local" hotel."
LE 1-night trip
Posted 19 hours ago
White River Inn and Suites
Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

10/10 Excellent
"HOTEL WAS VERY RETRO. OUR ROOM WAS VERY NICE. WOULD STAY HERE AGAIN."
Judy 1-night trip
Posted 1 day ago
Fireside Inn & Suites West Lebanon
Courtyard by Marriott Hanover Lebanon

Courtyard by Marriott Hanover Lebanon

8/10 Good
"This hotel was clean and recently updated, room spacious. The on ly negative I give and it seems to be all Marriott hotels I stay in lately the pillows are awful, squishy flat un comfortable. The rest of the property was perfect."
Julianne 2-night trip
Posted 2 days ago
Courtyard by Marriott Hanover Lebanon
The Jackson

The Jackson

10/10 Excellent
"Quaint and elegant property. Thebinsite restaurant was great. Enjoyed our 1 night stay here at The Jackson."
Clarissa 1-night trip
Posted 2 days ago
The Jackson
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

10/10 Excellent
"Very good hotel and nice staff"
Kurian 1-night trip
Posted 4 days ago
Killington Mountain Lodge, Tapestry Collection by Hilton
Holiday Inn Express Hotel & Suites White River Junction by IHG

Holiday Inn Express Hotel & Suites White River Junction by IHG

10/10 Excellent
"Room was spacious, clean and quiet. Staff were friendly."
Hayley 1-night trip
Posted 4 days ago
Holiday Inn Express Hotel & Suites White River Junction by IHG

More cheap accommodation in Windsor

White River Inn and Suites

White River Inn and Suites

91 Ballardvale Drive White River Junction VT
AU$151
22 Nov - 23 Nov
includes taxes & fees
7/10 Good! (1,003 reviews)
White River Inn and Suites
Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee

1403 New Hampshire Rte 103 Newbury NH
AU$170
25 Oct - 26 Oct
includes taxes & fees
8.4/10 Very good! (303 reviews)
Hideaway Inn Mt.Sunapee
Align Inn Vermont

Align Inn Vermont

5817 Woodstock Rd Quechee VT
AU$180
1 Nov - 2 Nov
includes taxes & fees
Align Inn Vermont
Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

25 Airport Road West Lebanon NH
AU$200
4 Nov - 5 Nov
includes taxes & fees
8.4/10 Very good! (1,004 reviews)
Fireside Inn & Suites West Lebanon
The Mountain Inn at Killington

The Mountain Inn at Killington

47 Old Mill Rd Killington VT
AU$210
22 Nov - 23 Nov
includes taxes & fees
9.2/10 Wonderful! (1,010 reviews)
The Mountain Inn at Killington
Six South St Hotel

Six South St Hotel

6 South Street Hanover NH
AU$332
22 Nov - 23 Nov
includes taxes & fees
9.4/10 Exceptional! (1,005 reviews)
Six South St Hotel

Find out more about Windsor

Top reasons to visit Windsor

  • Adventure Activities: Windsor is a haven for thrill-seekers, offering excellent skiing and outdoor adventures amidst stunning landscapes.
  • Historic Bridges: Explore the charming historic bridges that reflect the rich history and architectural beauty of the area.
  • Family-Friendly Vibe: The West Windsor area is perfect for families, with numerous activities and a welcoming atmosphere.
  • Unique Accommodations: Choose from charming hotels and agritourism stays, catering to various preferences and ensuring a memorable experience.
  • Natural Beauty: Immerse yourself in the serene surroundings, ideal for relaxation and exploration of nature.

Find great hotels near Windsor

Windsor, Vermont offers a delightful array of accommodations, ranging from charming hotels to unique agritourism properties. Whether you're seeking pet-friendly options for a family getaway or adventurous stays, you'll find suitable choices in both Windsor and West Windsor. Discover the perfect lodging to complement your holiday experience, with various facilities designed to make your stay enjoyable and memorable.

  • Super 8 by Wyndham White River Junction: Located 19.3km from Windsor, Super 8 by Wyndham White River Junction is a comfortable motel ideal for travellers seeking a pet-friendly and business-oriented atmosphere. This property prioritises convenience for business guests, offering a 24-hour business centre and additional business amenities. They cater to pet owners with a welcoming pet policy allowing certain pets onsite, making it a great choice for those who want to travel with their furry companions. With its focused services and amenities, it's perfect for a practical yet comfortable stay.
  • Best Western West Lebanon-Hanover Hotel: Situated 17.7km from Windsor, the Best Western West Lebanon-Hanover Hotel is a family-friendly property that embraces a business theme while being LGBTQIA welcoming. This hotel is affiliated with LGBTQI travel guides, ensuring a welcoming environment for all. Business travellers will appreciate the onsite business centre and strategic location in the business district. Additionally, families can take advantage of amenities like free cribs, ensuring a comfortable stay for guests of all ages. Experience a blend of professionalism and warmth at this inviting hotel.
  • White River Inn and Suites: Also located 19.3km from Windsor, White River Inn and Suites offers a unique combination of pet-friendly, business-themed, and LGBTQIA welcoming accommodations. This hotel is committed to providing a supportive environment for LGBTQI travellers and features a 24-hour business centre for corporate needs. Pets are permitted, with specific guidelines, making it a solid choice for guests travelling with dogs. With modern amenities and a friendly atmosphere, White River Inn and Suites caters to diverse needs, ensuring a pleasant and memorable stay.

Where to stay near Windsor

Windsor, Vermont, offers a fantastic blend of adventure and relaxation, perfect for any traveller. Nestled in scenic landscapes, it’s ideal for outdoor activities and ski vacations. Explore the charming West Windsor area, known for its family-friendly vibe and rich history. With top hotel picks ensuring a comfortable stay, you’ll find a welcoming atmosphere filled with friendly locals. Don’t miss the chance to experience the unique excursions that Windsor has to offer!

  • Woodstock: Nestled about 19.3km from Windsor, Woodstock is a charming city that draws visitors year-round, especially during the peak months of July and from September to October. Known for its adventurous spirit, this area is perfect for outdoor enthusiasts seeking skiing and other recreational activities. The surrounding natural beauty features stunning lakes, majestic mountains, and picturesque valleys, making it an ideal destination for those looking to immerse themselves in nature. Don't miss the local ski resorts, which offer thrilling slopes and breathtaking views.
  • White River Junction: Also situated 19.3km from Windsor, White River Junction is a vibrant city that attracts adventure seekers and outdoor lovers alike. Peak visitor numbers occur from July to September and dip slightly from November to January. This city boasts a rich history and is home to a historic college university, providing a unique blend of culture and education. Outdoor activities abound, with nearby ski fields and breathtaking canyon gorges to explore. The iconic bridges in the area add a touch of charm to the region.
  • Lebanon: Located just 20.9km from Windsor, Lebanon is a welcoming city that offers plenty of outdoor adventures and a vibrant community feel. Visitor numbers peak in the warmer months of July and August, as well as in October. Lebanon is known for its educational institutions, including a historic college university, and is surrounded by stunning lakes and mountains. For skiing enthusiasts, the local ski fields provide fantastic opportunities for winter sports, making it a great destination for both adventure and relaxation.

Things to do in and around Windsor

Windsor offers a fantastic getaway for adventure enthusiasts, especially those keen on outdoor activities and skiing. With its excellent ski resorts and fields, visitors can enjoy thrilling ski experiences amidst stunning landscapes. Whether you’re hitting the slopes or exploring the serene surroundings, Windsor promises an unforgettable vacation filled with excitement and natural beauty.

Shopping

In Windsor, check out The Sustainable Farmer for unique gifts. The North Country Smokehouse, 11.3km away, offers delicious local products. If you're up for a drive, visit Quechee Gorge Village, located 17.7km from Windsor, where you can find charming shops and souvenirs.

Recreation

Experience the Upper Valley Aquatic Center for fun with family in the pool and enjoy various aquatic activities. For a day on the green, head to Woodstock Country Club, where you can play golf in a stunning outdoor setting. Finally, unwind at Wilderness Trails, perfect for relaxation and connecting with nature.

Adventure

Explore the Brownsville Trail, an outdoor haven in Windsor, perfect for hiking and enjoying nature. For skiing enthusiasts, the Arrowhead Recreation Area offers thrilling slopes and sports vibes, located 14.5km away. Experience breathtaking views at Morningside Flight Park, a scenic flight adventure 17.7km from Windsor.

Nightlife

In Windsor, the Lebanon Opera House offers a charming cultural experience, while Maple Lanes provides fun for the whole family with its arcade games. For thrill-seekers, the Timber Ripper Mountain Coaster delivers exhilarating rides just a short drive away.

Booking tips and Expedia advantages for Windsor

For a budget-friendly visit to Windsor, Vermont, consider travelling in April to May or November when accommodation prices are lower. Book your stay on a Tuesday to save more, as Fridays are the priciest. Use Expedia's search tool to find eco-friendly hotels and sort by price to snag the best deals. Combining your hotel with flights and activities through Expedia can also save you money. Don't forget to explore free local attractions to make the most of your trip without breaking the bank.

  • 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: Utilise Expedia’s search tool to refine your preferences, including your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified option will showcase sustainable and eco-friendly hotels that are currently available. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save some dollars by combining your Windsor hotel reservation with your flights and activities through an Expedia package deal.

Find the best attractions near Windsor

Windsor, Vermont, is perfect for those seeking adventure and outdoor fun, including skiing. Popular attractions include historic bridges, state parks, and environmental centres, catering to families and culture enthusiasts alike. Whether you're exploring nature or delving into local history, Windsor offers a fantastic mix of experiences that will make your holiday memorable.

  • Blow-Me-Down Bridge: A historic gem located merely 805m from Windsor, Blow-Me-Down Bridge offers a charming glimpse into local culture. Its picturesque setting is perfect for a leisurely stroll and photography enthusiasts will appreciate its unique architecture.
  • Mount Ascutney: Just 6.4km from Windsor, Mount Ascutney is an outdoor lover's paradise. Whether you're hiking, biking, or simply soaking in the scenic vistas, the mountain's rugged beauty invites adventure and exploration.
  • Saint-Gaudens National Historic Site: Situated 3.2km away, this historic site celebrates the artistry of Augustus Saint-Gaudens. Wander through beautifully landscaped grounds and discover stunning sculptures that showcase rich cultural heritage.

Best time to go to Windsor

The best time to visit Windsor is dependant 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

Windsor, Vermont, is conveniently accessible via several nearby airports. Lebanon Municipal Airport (LEB) is located 17.7km away, with hotels such as the 4-star Hanover Inn Dartmouth and the 3-star Hotel Coolidge nearby. Rutland Southern Vermont Regional Airport (RUT) is 45.1km away, offering options like the Killington Mountain Lodge, a 3.5-star hotel, and the Snowed Inn. Lastly, Hartness State Airport (VSF) is 19.3km from Windsor, featuring accommodations like the 3.5-star Castle Hill Resort And Spa and the Hartness House. Each airport provides various transport services to ensure a smooth journey to your destination.

Frequently asked questions

What is the best area to stay in Windsor?
The best area to stay in Windsor, Vermont, is the downtown historic district, particularly around Main Street and State Street.This area is the heart of Windsor, offering a convenient and pleasant base for exploring. It's very walkable, with historic brick buildings housing local shops, eateries, and a brewery. The American Precision Museum is a prominent landmark here, and the district is close to the Cornish-Windsor Covered Bridge, a well-known local attraction.Couples looking for a relaxing getaway will find this area particularly appealing. You can enjoy strolls along the Connecticut River, explore the quaint shops, and dine at local restaurants, all within easy reach. Many of the accommodations in this district offer a charming, historic feel, great for a romantic escape.Travellers interested in history and local culture will also appreciate staying downtown. Being within walking distance of the American Precision Museum and the historic covered bridge allows for easy exploration of Windsor's significant past and engineering heritage.
What are the best family hotels in Windsor?
For families visiting Windsor, Fat Sheep Farm & Cabins is an excellent choice.This 3-star property, with an outstanding 9.8 rating, offers a wonderful experience for families. Guests appreciate the free cribs, free toiletries, and complimentary WiFi. Each cabin includes a full kitchen, which is very convenient for families. The property also provides free parking for RVs, buses, and trucks, as well as an electric car charging station and accessible parking options.
What are the top pet-friendly hotels in Windsor?
For top pet-friendly accommodation in Windsor, Fat Sheep Farm & Cabins is an excellent choice.This 3-star property, with an outstanding 9.8 rating, warmly welcomes both dogs and cats, ensuring they have food and water bowls provided. Guests appreciate the convenience of complimentary self-parking and free RV, bus, or truck parking. For those travelling with infants, a free crib is available, and all guests benefit from free WiFi and complimentary toiletries.
What are the best budget hotels in Windsor?
For a highly-rated budget hotel in Windsor, Vermont, consider the Fat Sheep Farm & Cabins.The 3-star Fat Sheep Farm & Cabins, with an exceptional 9.8 rating, offers excellent value. Guests can enjoy convenient amenities such as free self-parking, complimentary toiletries, and free WiFi. The cabins also feature a kitchen, which is ideal for those who prefer to prepare their own meals. Additionally, it provides free cots, free RV, bus, and truck parking, and an electric car charging station.
What are the most romantic hotels in Windsor for couples?
For a romantic getaway in Windsor, couples should consider the Fat Sheep Farm & Cabins.This 3-star property, with an outstanding 9.8 rating, is often highlighted for its beautiful mountain views, providing a delightful backdrop for a couple's retreat. Guests appreciate the convenience of free parking and complimentary WiFi. Each cabin includes a kitchen, offering the flexibility for private dining experiences.
When is the best time to go to Windsor?
The best time to visit Windsor, Vermont, is during late spring, summer, and autumn, from May to October, when the weather is most pleasant for outdoor activities.Late spring and early summer, particularly May and June, offer mild temperatures and lush green landscapes. This is a lovely time for exploring the outdoors, with opportunities for hiking and enjoying the Connecticut River. The crowds are typically smaller during these months, making for a more relaxed visit.Summer, from July to August, brings warmer weather, ideal for water activities on the Connecticut River, such as kayaking or paddleboarding. Many local farms are open for visits, and there are often community events and farmers' markets in the area. This is a popular time for families due to school holidays.Autumn, especially September and October, is particularly stunning due to the vibrant fall foliage. The scenic drives along Route 5 and other local roads are breathtaking. This period is superb for leisurely drives, photography, and enjoying the crisp New England air.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Windsor.
How can I save on a hotel booking in Windsor with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Windsor hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Windsor?
Prices for hotels in Windsor often vary, but you can find a great deal from AU$132 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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