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Our top choices for Windsor hotels

Lincoln Inn & Gallery

Lincoln Inn & Gallery
3.0 star property
West Woodstock
8.8 out of 10, Excellent, (66 reviews)
"Very pleasant and comfortable stay, about 20 mins drive to Killington nearby. Room was clean and quiet, and bed was very comfortable. Nice coffee/hot chocolate bar in the lobby but unfortunately not offering breakfast anymore."
United States
Andrew
The price is AU$228
includes taxes & fees
17 May - 18 May
Lincoln Inn & Gallery

Align Inn Vermont

Align Inn Vermont
2.5 star property
Quechee
9.4 out of 10, Exceptional, (1,170 reviews)
"Great location and amazing hotel."
United States
Charles
The price is AU$159
includes taxes & fees
28 Apr - 29 Apr
Align Inn Vermont

Hotel Coolidge

Hotel Coolidge
3.0 star property
White River Junction
8.2 out of 10, Very good, (1,000 reviews)
"Staff was amazing!"
United States
Dan
The price is AU$138
includes taxes & fees
29 Apr - 30 Apr
Hotel Coolidge

The Quechee Inn at Marshland Farm

The Quechee Inn at Marshland Farm
3.0 star property
Quechee
9.0 out of 10, Wonderful, (1,000 reviews)
"Very comfortable inn. Quiet and relaxed!"
United States
Katherine
The price is AU$195
includes taxes & fees
30 Apr - 1 May
The Quechee Inn at Marshland Farm

Newport Motel

Newport Motel
2.0 star property
Newport
8.8 out of 10, Excellent, (310 reviews)
"Place was clean, staff was friendly, and room was affordable. "
United States
Erick
The price is AU$136
includes taxes & fees
27 Apr - 28 Apr
Newport Motel

Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (492 reviews)
"Great staff.. super clean rooms comfy beds definitely will be back"
United States
Maryann
The price is AU$153
includes taxes & fees
27 Apr - 28 Apr
Claremont Motor Lodge

Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee
2.0 star property
Newbury
8.8 out of 10, Excellent, (165 reviews)
"We had a great stay and the staff was super helpful. "
United States
Noriecel
The price is AU$190
includes taxes & fees
29 Apr - 30 Apr
Hideaway Inn Mt.Sunapee

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (573 reviews)
"A great place to stay with pets. Rooms are a little tight, but they are clean and comfortable."
United States
Ron
The price is AU$200
includes taxes & fees
3 May - 4 May
Sleep Woodstock Motel

Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (257 reviews)
"Staff were wonderful, food was excellent, environment was peaceful, everything was clean and in decent condition."
United States
Charles
The price is AU$218
includes taxes & fees
27 Apr - 28 Apr
Harvest Barn Inn

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (853 reviews)
"We traveled with two dogs and the desk clerk was extremely helpful and accommodating. Thanks for helping us with our stay! "
United States
David
The price is AU$248
includes taxes & fees
11 May - 12 May
Best Western Springfield Hotel

Mountain Sports Inn

Mountain Sports Inn
2.0 star property
Killington
8.8 out of 10, Excellent, (1,000 reviews)
"Clean, great breakfast, room is a little small"
United States
Ziye
The price is AU$167
includes taxes & fees
24 May - 25 May
Mountain Sports Inn

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (118 reviews)
"Great stay! Very cozy and homey. Very yummy breakfast! "
United States
Olena
The price is AU$286
includes taxes & fees
5 May - 6 May
Stone Hearth Inn and Eatery

The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (278 reviews)
"Easy Check-In; Lovely Room; Great Location & Atmosphere. The staff was very friendly,"
United States
Michael
The price is AU$275
includes taxes & fees
5 May - 6 May
The Jackson

Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

Mountain Edge Suites at Sunapee, an Ascend Collection Hotel
3.0 star property
Newbury
9.2 out of 10, Wonderful, (403 reviews)
"Room was very clean and the staff was great. Kids loved the pools. "
United States
joshua
The price is AU$237
includes taxes & fees
28 Apr - 29 Apr
Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

The Vesper

The Vesper
3.0 star property
Woodstock
9.4 out of 10, Exceptional, (59 reviews)
"Uniqueness of rooms, breakfast options and walking distance to so many great spots!"
United States
Emily
The price is AU$240
includes taxes & fees
26 Apr - 27 Apr
The Vesper

Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very good, (432 reviews)
"It’s amazing and cozy place to stay, during our trips to okemo ski resort. A bit dated, but warm and clean."
United States
Roman
The price is AU$196
includes taxes & fees
3 May - 4 May
Fullerton Inn

Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon
2.5 star property
West Lebanon
8.2 out of 10, Very good, (1,002 reviews)
"always my go-to hotel when traveling to this area "
United States
Renee
The price is AU$213
includes taxes & fees
10 May - 11 May
Fireside Inn & Suites West Lebanon

The Inn at Weathersfield

The Inn at Weathersfield
4.0 star property
Perkinsville
9.8 out of 10, Exceptional, (79 reviews)
"Great location, service and restaurant "
United States
LUDJANE
The price is AU$294
includes taxes & fees
10 May - 11 May
The Inn at Weathersfield

Sunset Motor Inn

Sunset Motor Inn
2.0 star property
West Lebanon
7.0 out of 10, Good, (868 reviews)
"Excellent "
United States
Dean
The price is AU$149
includes taxes & fees
27 Apr - 28 Apr
Sunset Motor Inn

Best Western West Lebanon-Hanover Hotel

Best Western West Lebanon-Hanover Hotel
2.5 star property
West Lebanon
8.4 out of 10, Very good, (994 reviews)
"Staff was great clean room "
United States
Kerri
The price is AU$198
includes taxes & fees
5 May - 6 May
Best Western West Lebanon-Hanover Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Stay near popular Windsor attractions

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.

Cornish Windsor Covered Bridge

Top Windsor Hotel Reviews

Recent Reviews in Windsor

More cheap accommodation in Windsor

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's the best place to stay in Windsor?
Killington Mountain Lodge, Tapestry Collection by Hilton, located 22.8 mi (36.8 km) from the heart of Windsor, is a top choice for your stay, based on our traveller data. Two other options for your stay in the area are White River Inn and Suites and Fireside Inn & Suites West Lebanon. See all available top hotels, or vacation rentals in Windsor.
What are some of the best holiday rentals that Windsor has to offer?
Idyllic Lakefront House Suited Two Families: This holiday home rental outside of Windsor is located on a lake, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. You can relax into your holiday 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, the majority of hotel room reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, you may still be able to cancel and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Windsor.
What's the best dog-friendly hotel in Windsor?
Fat Sheep Farm & Cabins is a top dog-friendly option for your stay. See more pet-friendly hotel accommodations in Windsor.
What are some accommodation options with pools in Windsor?
White River Inn and Suites: Provides a children's pool, an indoor pool and a snack bar/deli. Fireside Inn & Suites West Lebanon and Pointe at Castle Hill Resort are a couple of other choices that feature an on-site pool. View all hotels with pools in Windsor.
What's it like to stay 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 22 hotels and other accommodation options to choose from. Find out more about Windsor.
What should I do while I'm visiting 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 itinerary are American Precision Museum and Harpoon Brewery. Take a look at what more there is 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, take a train 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 weather like in Windsor?
The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -6°C. The snowiest months in Windsor are March, January, November and February, with each month seeing an average of 38 cm of snowfall.

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