Hotels in Windsor, Vermont

Search & Compare Windsor Hotels

Get Secret Prices on select hotels

These prices aren’t available to everyone.

Pay now or later on most rooms

Free cancellation on most rooms

Price Guarantee

Best hotels in Windsor

Windsor overview

Windsor is a relaxing place known for its historical sites, and surrounded by picturesque views of mountains and countryside. You're sure to appreciate the ample coffee and bar options. Spend a relaxing day at Mt Ascutney State Park and Quechee Gorge when the weather is nice. Be sure stop by Old Constitution House and South Congregational Church while you're here. Windsor is a family-friendly destination while offering something for everyone.

Where to stay in Windsor

Windsor offers a wealth of accommodation options for business and leisure travelers alike. There are 101 hotels in the Windsor area and you can shop as many as 28 deals for rooms on Hotels.com, some with discounts of up to 40%.
  • • 24 2-star hotels with an average price of $60 per night
  • • 44 3-star hotels with an average price of $89 per night
  • • 26 4-star hotels with an average price of $120 per night

Here's the top hotel based on 5877 user reviews of Windsor hotels: Snapdragon Inn

How to get to Windsor

Fly in to Lebanon, NH (LEB-Lebanon Municipal), 10.7 mi (17.2 km) from downtown Windsor. Rutland, VT (RUT-Rutland Southern Vermont Regional) is the next closest major airport, 27.6 mi (44.3 km) away. Windsor Station is the closest train station.

What to see around Windsor

Outdoorsy fun is on hand like skiing and sporting events, along with attractions such as:
  • • Arrowhead Recreation Area
  • • Quechee State Park
  • • Quechee Ski Hill
  • • Whaleback Mountain
  • • Suicide Six Ski Area
Sights especially popular with families include:
  • • Path of Life Garden
  • • Vermont Institiute of Natural Science
  • • Upper Valley Aquatic Center
  • • Union Arena Community Center
  • • Sugarbush Farm
Its countryside, mountain views, and hiking trails offer a glimpse of the natural beauty and favorite spots include:
  • • Mt Ascutney State Park
  • • Quechee Gorge
  • • Vermont Institute Natural Science Nature Center
  • • Wilderness Trails
  • • Billings Park and Trail
Here are some favorite choices:
  • • Old Constitution House
  • • South Congregational Church
  • • Cornish Colony Museum
  • • American Precision Museum
  • • Cornish-Windsor Covered Bridge

When to visit Windsor

Curious about when's the best time to visit? Here are the seasonal norms to help with your planning:

Seasonal temperature averages
  • • January-March: 50°F day, 8°F night
  • • April-June: 81°F day, 28°F night
  • • July-September: 83°F day, 42°F night
  • • October-December: 66°F day, 11°F night
Seasonal rainfall averages
  • • January-March: 7.9 inches
  • • April-June: 9.6 inches
  • • July-September: 10.4 inches
  • • October-December: 10.0 inches