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Our top choices for Windsor hotels

Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins
3.0 star property
Windsor
9.8 out of 10, Exceptional, (13 reviews)
"An absolutely stunning property! The cabin was clean, well stocked and perfectly located to see the gorgeous sunrise. So very grateful for our quick trip at Fat Sheep Farm. Looking forward to returning! "
United States
Jasmine
Fat Sheep Farm & Cabins
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.

Top Windsor Hotel Reviews

Hotels near other Windsor attractions

Find out more about Windsor

Top reasons to visit Windsor

  • Outdoor Adventure: Windsor, Vermont, is perfect for outdoor enthusiasts, offering skiing and a range of adventure activities amidst stunning landscapes.
  • Historic Bridges and Parks: Explore historic bridges and national state parks, blending outdoor fun with cultural experiences.
  • Scenic Countryside: Enjoy the picturesque countryside with its ample green spaces and charming architecture.
  • Family-Friendly Atmosphere: Nearby towns provide a welcoming vibe, rich history, and family-friendly options for excursions.
  • Variety of Accommodations: Discover diverse lodging options, from pet-friendly hotels to agritourism properties, ensuring a comfortable stay.

Find great hotels near Windsor

Discover a range of delightful accommodation options in Windsor, Vermont, catering to every traveller's needs. Whether you seek adventure, a pet-friendly environment, or family-friendly experiences, Windsor offers a variety of hotels and agritourism properties. Enjoy accessible accommodations, including those with free Wi-Fi, ensuring a comfortable stay for everyone. Explore the charm of this picturesque town while relishing the hospitality of its welcoming lodgings.

  • Super 8 by Wyndham White River Junction: A welcoming retreat for those on a budget, Super 8 by Wyndham White River Junction combines practicality with comfort. Located 19.3km from Windsor, this motel is ideal for pet owners and business travellers alike. The property features a pet-friendly policy, allowing certain pets at no extra charge, making it a convenient choice for those who travel with furry companions. Guests appreciate its complimentary breakfast and free Wi-Fi, ensuring a hassle-free stay. The motel’s straightforward amenities create a relaxed environment, perfect for unwinding after a day of exploring.
  • White River Inn and Suites: Embracing inclusivity, White River Inn and Suites stands out for its LGBTQIA-friendly ethos. Situated 19.3km from Windsor, this hotel welcomes all with open arms, making it an excellent option for diverse travellers. The property provides a comfortable atmosphere, allowing pets with some restrictions, and offers a variety of amenities tailored for business visitors. Guests can enjoy the well-appointed rooms and the convenience of a variable pet fee, ensuring a pleasant stay for both you and your four-legged friend. Its dedication to a welcoming environment is complemented by its proximity to local attractions.
  • Best Western West Lebanon-Hanover Hotel: A family-friendly haven, Best Western West Lebanon-Hanover Hotel is located just 17.7km from Windsor. This hotel caters to both families and business travellers, featuring a range of amenities for children, including complimentary cribs. Its affiliation with LGBTQIA travel guides highlights its inclusive nature, ensuring all guests feel at home. With spacious rooms and convenient access to local dining and attractions, this hotel provides a comfortable base for exploring the area. Guests appreciate the welcoming atmosphere and attentive service, making it a preferred choice for families and business trips alike.

Where to stay near Windsor

Windsor, Vermont, offers a delightful blend of outdoor adventures and scenic beauty, making it ideal for both ski enthusiasts and nature lovers. Explore the surrounding countryside, with its ample green spaces and charming architectural styles. Nearby towns provide a family-friendly atmosphere, rich history, and friendly locals, perfect for excursions. Don't miss the stunning views of the beautiful Berkshire mountains while enjoying the vibrant community vibe that Windsor and its neighbouring areas have to offer.

  • Woodstock: Nestled 19.3km from Windsor, Woodstock is a picturesque town renowned for its charming New England architecture and vibrant community atmosphere. Visitors flock here year-round, particularly in July and during the autumn months, to indulge in outdoor adventures, including skiing and exploring the nearby national and state parks. The scenic landscapes, featuring serene lakes and majestic mountains, make it a haven for nature enthusiasts. Highlights include the popular ski resorts that draw both beginners and seasoned skiers alike, ensuring an exhilarating experience amidst stunning vistas.
  • Quechee: Also located 19.3km from Windsor, Quechee is famed for its breathtaking natural beauty and outdoor recreation. This quaint town attracts visitors predominantly in June to July and September, offering a range of adventure activities, particularly skiing in the colder months. The Quechee Gorge, often referred to as Vermont's Grand Canyon, provides a spectacular backdrop for hiking and photography. With its tranquil lakes and charming covered bridges, Quechee is perfect for those seeking both adventure and relaxation in a serene setting.
  • White River Junction: Situated 19.3km from Windsor, White River Junction is a vibrant community that offers a unique blend of history and modern amenities. Visitors are drawn here for its thrilling outdoor experiences, particularly skiing, with peak arrivals in the summer and autumn months. The town is home to historic colleges and universities, adding a cultural depth to the area. With its proximity to scenic lakes and the impressive canyon gorge, White River Junction is a must-visit for those looking to explore the great outdoors while enjoying a rich local heritage.

Things to do in and around Windsor

Windsor, Vermont, is an ideal destination for outdoor enthusiasts, offering a range of adventure activities, particularly in skiing. Visitors can enjoy top-notch ski resorts and fields, making it a perfect getaway for winter sports lovers. Whether you are keen on hitting the slopes or exploring the scenic beauty of the area, Windsor provides an exhilarating experience for all adventurers.

Shopping

The Sustainable Farmer offers local goods and unique gifts right in Windsor. North Country Smokehouse, 11.3km away, is perfect for gourmet treats. If you're up for a drive, visit Quechee Gorge Village, 17.7km away, where charming shops await with handcrafted souvenirs.

Recreation

Woodstock Country Club offers a picturesque golf course set amidst beautiful landscapes, perfect for sports enthusiasts. The Upper Valley Aquatic Center is ideal for families, providing a variety of water activities. For ultimate relaxation, visit The Strong House Spa, where wellness treatments rejuvenate the body and mind.

Adventure

The Green Mountain Rock Climbing Center, located 17.7km from Windsor, offers exhilarating climbing experiences amidst stunning landscapes. For a scenic hike, the Brownsville Trail in Windsor provides a refreshing outdoor adventure. Meanwhile, the Arrowhead Recreation Area, 14.5km away, invites you to enjoy thrilling skiing in a vibrant atmosphere.

Nightlife

In Windsor, the Woodstock Town Hall Theatre offers an enchanting evening of culture and romance, located 19.3km away. For a lively adventure, Maple Lanes, 12.9km distant, provides arcade excitement, while the Timber Ripper Mountain Coaster, 27.4km away, promises exhilarating amusement rides.

*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 or November, and aim to book your stay on a Tuesday for the best rates. Use Expedia’s search tool to filter for budget-friendly accommodations, including eco-certified hotels. Save further by bundling your hotel, flights, and activities in a package deal. Additionally, explore free local attractions to enhance your experience without straining your wallet. By planning wisely, you can enjoy Windsor without overspending.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Windsor are April to May and November, where the prices are slightly lower. This is in comparison to February, October and December, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Windsor is Tuesday. The most expensive day to stay in Windsor is Friday.
  • Find cheap hotels on Expedia: Expedia’s search tool enables you to choose your budget, preferred location, and additional criteria. You can organise your search results by price, displaying the most affordable hotels at the top. Furthermore, you have the option to refine your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels available for booking.
  • Consider bundling your trip: You can save money by combining your hotel reservation in Windsor with your flights and activities when you book an Expedia package.

Find the best attractions near Windsor

Windsor, Vermont, is an excellent destination for outdoor enthusiasts and adventure seekers. The area boasts a variety of attractions, including historic bridges, national state parks, and environmental centres. These points of interest provide a perfect blend of outdoor activities, cultural experiences, and family-friendly options, ensuring that visitors can fully enjoy the natural beauty and rich heritage of this charming town.

  • Quechee Gorge Bridge: Experience breathtaking views from this stunning canyon bridge, perfect for outdoor enthusiasts. The gorge offers scenic trails and adventure activities, making it a fantastic spot for hiking and photography.
  • Simon Pearce Mill: This charming landmark is renowned for its craftsmanship and family-friendly atmosphere. Visitors can enjoy delicious dining while watching artisans create beautiful glassware, making it an ideal place for a leisurely family outing.
  • VINS Nature Center: Engage with nature at this eco-friendly centre, which focuses on environmental education. Discover local wildlife and participate in interactive exhibits, promoting business sustainability and conservation awareness.

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

For your visit to Windsor, Vermont, you can fly into several nearby airports. Lebanon Municipal Airport (LEB) is located 17.7km away, with nearby hotels such as 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, with options like the 3.5-star Killington Mountain Lodge, 17.7km away. Additionally, Hartness State Airport (VSF) in Springfield is 13.2km from Windsor, offering stays at the 4-star Inn at Weathersfield, just 1.6km away. Each of these airports provides convenient access to local accommodations.