Find hotels in Windsor, VT from $92

Top reasons to visit Windsor

• Outdoor Adventure: Windsor offers thrilling skiing and winter sports, perfect for adventure lovers.
• Scenic Parks: Explore beautiful spots like Wilgus State Park and nearby lakes for relaxation and nature walks.
• Rich History: Discover local attractions such as Windsor Castle, reflecting the town's charming heritage.
• Charming Neighborhoods: Stroll through friendly neighborhoods filled with local character and hospitality.
• Diverse Accommodations: Enjoy a range of lodging options from cozy bed and breakfasts to comfortable hotels.

Find great hotels in Windsor

Explore a variety of hotel accommodations in Windsor, Vermont, ranging from cozy bed and breakfasts to comfortable 2 to 4-star hotels. Whether you're seeking adventure, a family getaway, or a pet-friendly stay, Windsor has options to suit every traveler's needs. Popular choices include the Windsor Mansion Inn and other well-rated hotels, ensuring a delightful experience in this charming New England town.

• Fireside Inn & Suites West Lebanon: Nestled 11 miles from Windsor, Fireside Inn & Suites West Lebanon is perfect for travelers seeking a blend of business and pet-friendly accommodations. The hotel offers a warm, inviting atmosphere with amenities tailored to business needs, including a Business Center, multiple Meeting Rooms, and Conference Space. For pet owners, the property welcomes dogs with open arms, providing food and water bowls and waiving fees for service animals. This inn is a great choice for those who want to mix work with leisure in a cozy setting.
• Killington Mountain Lodge, Tapestry Collection by Hilton: Located 23 miles from Windsor, Killington Mountain Lodge is a 3.5-star gem ideal for families and outdoor enthusiasts. The lodge embraces a ski and golf theme, making it a fantastic retreat for those keen on winter sports or a round of golf. Families will appreciate the child-friendly amenities, including free cribs, games for children, and a short distance to ski lifts and shuttles. With its welcoming atmosphere, it’s a perfect destination for creating lasting family memories.
• Super 8 by Wyndham White River Junction: Positioned 12 miles from Windsor, Super 8 by Wyndham White River Junction provides reliable and comfortable motel accommodations. This establishment caters to both business travelers and pet owners, featuring a 24-hour Business Center and convenient pet policies that allow pets on the premises. The warm, welcoming environment ensures that guests feel at home, while the essential amenities make it an excellent choice for a hassle-free stay. This motel is perfect for those looking for affordability without sacrificing comfort.

Discover the best areas to stay in Windsor

Windsor, Vermont, offers a delightful blend of adventure and relaxation, perfect for outdoor enthusiasts and families alike. Nestled in the scenic beauty of Vermont, visitors can enjoy skiing, hiking, and exploring charming neighborhoods filled with friendly locals. The area's rich history adds to its allure, making it a fantastic spot for a memorable vacation. Experience the unique atmosphere of Windsor and discover the natural wonders that make this region truly special.

• Woodstock: Located 12 miles from Windsor, Woodstock is a charming village that draws visitors year-round for its outdoor adventures and scenic beauty. With visitor peaks in July and the fall months, it’s known for its ski resorts and breathtaking landscapes, including lakes and mountains. The area is perfect for those seeking skiing, hiking, or simply enjoying the picturesque parks. Don’t miss exploring the local shops and cafes that add to the town's quaint atmosphere.
• Killington: Situated 24 miles from Windsor, Killington is a popular destination, especially in winter when the ski slopes come alive. With visitor numbers peaking from November to January, this city is a haven for skiing enthusiasts and adventure seekers. The stunning mountains and serene lakes provide a backdrop for various outdoor activities year-round. Killington’s lively après-ski scene and community events also make it an exciting spot to unwind after a day on the slopes.
• Cornish: Just 1 mile from Windsor, Cornish is a small town that offers a blend of outdoor experiences and scenic views. It particularly attracts visitors during the summer months, from June to August, for hiking and exploring its picturesque landscapes. The town is home to beautiful lakes, majestic mountains, and historic bridges, making it a great spot for photography and relaxation. Outdoor enthusiasts will appreciate the accessible ski fields and the overall serene atmosphere that Cornish provides.

Things to do in Windsor

Windsor, Vermont, is an excellent destination for adventure lovers, offering a variety of outdoor activities. Visitors can enjoy skiing at the local ski resort, explore scenic ski fields, and engage in thrilling winter sports. With its beautiful landscapes, Windsor is perfect for those seeking an exciting outdoor vacation, whether you're a seasoned skier or a beginner looking to learn.

Food and drinks

In Windsor, don't miss Harpoon Brewery for a relaxed atmosphere and local brews. For a taste of the iconic diner experience, check out Glimpse at Essex. Long Trail Brewing Company, located 16 miles away, offers a vibrant beer garden perfect for enjoying their craft beers.

Shopping

In Windsor, you can find unique gifts at The Sustainable Farmer and North Country Smokehouse, both offering local products. If you're up for a drive, visit Quechee Gorge Village, 11 miles away, for more shopping options and delightful souvenirs to take home.

Recreation

The Upper Valley Aquatic Center, located 11 miles from Windsor, offers a family-friendly atmosphere with pools for all ages. The Strong House Spa, 12 miles away, specializes in rejuvenating body treatments for ultimate relaxation. For outdoor enthusiasts, the Woodstock Country Club, also 11 miles away, provides a scenic golf experience.

Adventure

Experience the thrill of skiing at Okemo Mountain Resort, located 17 miles from Windsor, where you can enjoy exceptional slopes and vibrant sports energy. For climbing enthusiasts, Green Mountain Rock Climbing Center, 11 miles away, offers exhilarating outdoor adventures. Don't miss the scenic flights at Morningside Flight Park, also 11 miles from Windsor, for breathtaking aerial views.

Nightlife

Experience a lively evening at Maple Lanes, an exciting arcadeAdventureZone just 8 miles from Windsor, perfect for family fun. For a more cultured vibe, catch a show at Woodstock Town Hall Theatre or Lebanon Opera House, both offering romance and entertainment just a short drive away.

Booking tips and Expedia advantages for Windsor

To save money during your visit to Windsor, consider exploring free attractions like Mt Ascutney State Park and Quechee Gorge Village. The best times to visit for lower accommodation rates are April to May and November, while booking a month in advance typically offers the best deals. For spontaneous travelers, check out last-minute deals on Expedia, and use their search tools to filter by budget and preferences. Combining hotel, flight, and activities can also yield savings, and joining Expedia's One Key membership provides exclusive discounts and potential future cash back.

• 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 and September to October, where prices are slightly higher.
• The best time to book a hotel: The cheapest time to book a hotel in Windsor is usually 1 month out from when you are planning to stay. If you're a little more spontaneous, you could also peruse Expedia's last minute deals which could secure you a cheaper stay. Look out for the green banner below the price to spot the deals.
• Find cheap hotels on Expedia: Utilize Expedia's search tool to refine your preferences, such as your budget, desired location, and type of hotel you prefer. To find the best prices and deals, arrange the price filter from lowest to highest.
• Consider bundling your trip: You can save money by combining your Windsor hotel reservations with your flights and activities through an Expedia package.
• Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions in Windsor

Windsor, Vermont, is a great destination for adventure seekers, offering opportunities for skiing and outdoor activities. Visitors can explore scenic spots like Wilgus State Park and enjoy local attractions, including the Windsor Castle. For a relaxing day, check out the nearby lakes and beaches, perfect for soaking in the natural beauty. Whether you’re after culture or outdoor experiences, Windsor has something for everyone to enjoy.

• Blow-Me-Down Bridge: This historic bridge, just half a mile from Windsor, offers a charming glimpse into the past. With its unique architecture and picturesque surroundings, it's a perfect spot for photography and a leisurely stroll, soaking in the local culture.
• Mount Ascutney: Located 4 miles away, Mount Ascutney is a haven for outdoor enthusiasts. Enjoy hiking, biking, or simply taking in the stunning scenic views from the summit, where adventure awaits at every turn.
• Saint-Gaudens National Historic Site: Just 2 miles from Windsor, this historic site celebrates the life and work of sculptor Augustus Saint-Gaudens. Explore beautiful gardens and sculptures, immersing yourself in rich cultural history.

Best time to go to Windsor

Visitor numbers in Windsor is generally unchanged in popularity throughout the year. 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.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	16.7°F (-8.5°C)	Light Rain	Mostly Cloudy	Average	Average
February	18.9°F (-7.3°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly High
March	27.1°F (-2.7°C)	Light Rain	Mostly Cloudy	Average	Average
April	39.4°F (4.1°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
May	52.3°F (11.3°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
June	59.9°F (15.5°C)	Light Rain	Mostly Sunny	Average	Average
July	65.8°F (18.8°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	64.0°F (17.8°C)	Light Rain	Mostly Sunny	Slightly High	Average
September	57.0°F (13.9°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
October	45.5°F (7.5°C)	Light Rain	Mostly Cloudy	Average	Slightly High
November	33.1°F (0.6°C)	Light Rain	Mostly Sunny	Average	Slightly Low
December	24.3°F (-4.3°C)	Light Rain	Mostly Cloudy	Slightly Low	Average

The nearest major airports for your trip to Windsor

When planning your visit to Windsor, Vermont, you can fly into several nearby airports. Lebanon Municipal Airport (LEB) is located 11 miles away, with great hotel options like the 4-star Hanover Inn Dartmouth, just 5 miles from the airport, and the cozy Windsor Mansion Inn, 10 miles away. Rutland Southern Vermont Regional Airport (RUT) is 28 miles from Windsor, with accommodations such as Killington Mountain Lodge and Killington Grand Hotel, both 10 to 11 miles away. Hartness State Airport (VSF) is another option, situated 12 miles from Windsor, offering nearby options like The Inn at Weathersfield, just 1 mile away.