Book Hotels in Windsor, Vermont
Wander wisely with the Travelocity Price Match Guarantee
Wander Wisely with exceptional service, 24/7 support
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Most frequently booked Windsor hotels
Windsor Mansion Inn
Fat Sheep Farm & Cabins
Snapdragon Inn
Killington Mountain Lodge, Tapestry Collection by Hilton
Hillside Inn at Killington
Pointe at Castle Hill Resort
North Star Lodge and Resort
Ludlow Colonial Motel
Woodstock Inn & Resort
Top luxury Windsor hotel deals
Snapdragon Inn
Windsor Hotel & Travel Guide
Thinking about exploring Central Vermont- Killington? To experience it as the locals do, reserve places to base your trip that are within an easy drive from the excitement of Windsor. Travelocity's hotel guide presently has listed 5 accommodations in and around the CBD district and surrounds of Windsor.
The Holiday Inn Club Vacations Ascutney Mountain Resort is the nearest hotel to the downtown area of Windsor and it's simply a brief drive away.
13 miles (21 kilometers) from downtown Windsor, you will find the Castle Hill Resort And Spa. Alternatively, the Inn at Clearwater Pond can be found approximately 9 miles (15 kilometers) away. The Woodstock Inn & Resort along with the Mountain Lodge at Okemo Mountain Resort are some other Travelocity-listed accommodation options in Windsor.
Keen on discovering even more of the forests and mountains that this area features? What if you take some time in nearby places in Central Vermont? Take part in snowboarding, skiing and cross-country skiing or venture out to see the area's diverse cultural and scenic sights. Comfortable Travelocity-listed hotels are located nearby.
20 miles (32 kilometers) to the northwest of Windsor, you can find Killington, which is where you can visit Killington Ski Resort and Green Mountain National Golf Course. The Killington Grand Resort Hotel and Mountain Green Ski & Golf Resort are just a handful of the Travelocity hotel options in Killington. Or, you could stay in Rutland, 30 miles (45 kilometers) west of Windsor, where you can choose between the Hampton Inn Rutland and Holiday Inn Rutland-Killington Area. The Pine Hill Park and Vermont State Fairgrounds are a couple of the most popular sites to explore in Rutland.
Just because you are on a break, should not mean that you can't enjoy your love for a day at the stadium. Find Verizon Wireless Arena 60 miles (98 kilometers) to the southeast of Windsor. And travelers wishing to sleep close to the action can take their choice from the Hilton Garden Inn Manchester Downtown or the Radisson Hotel Manchester Downtown.
If you are traveling via Lebanon Municipal Airport and would like to stay nearby, try Hampton Inn White River Junction or Fireside Inn & Suites West Lebanon.
Recent Windsor hotel reviews by fellow wanderers

Windsor Mansion Inn

Fireside Inn & Suites West Lebanon

Killington Mountain Lodge, Tapestry Collection by Hilton
An attraction
- Hotels near Mt Ascutney State Park
- Hotels near Mount Ascutney
- Hotels near Harpoon Brewery
- Hotels near Paradise Park
- Hotels near South Congregational Church
- Hotels near American Precision Museum
- Hotels near The Sustainable Farmer
- Hotels near Brownsville Trail
- Hotels near Path of Life Garden
- Hotels near Old Constitution House
- Hotels near Killington Resort
- Hotels near Okemo Mountain Resort
- Hotels near Dartmouth College
- Hotels near Killington Peak
- Hotels near Pico Mountain at Killington Ski Resort
- Hotels near Dartmouth-Hitchcock Medical Center
- Hotels near Quechee Gorge
- Hotels near Mount Sunapee
- Hotels near Jackson Gore Ski Resort at Okemo
- Hotels near Bellows Falls Opera House
- Hotels near King Arthur Flour
- Hotels near Quechee Gorge Village
- Hotels near Lebanon Opera House
- Hotels near Pico Peak
- Hotels near Vermont Country Store
- Hotels near Suicide Six Ski Area
- Hotels near Weston Priory
- Hotels near Upper Valley Aquatic Center
- Hotels near Sugarbush Farm
- Hotels near Simon Pearce Mill
- Hotels near Tuck School of Business
- Hotels near Killington Golf Course
- Hotels near Woodstock Country Club
- Hotels near Newport Golf Club
- Hotels near Billings Farm and Museum
- Hotels near Cornish-Windsor Covered Bridge
- Hotels near Okemo Valley Golf Club
- Hotels near Silver Lake State Park
- Hotels near Gifford Woods State Park
- Hotels near Connecticut Lakes Region
- Killington Hotels
- Ludlow Hotels
- White Mountains Hotels
- Woodstock Hotels
- Rutland Hotels
- White River Junction Hotels
- Mount Sunapee Hotels
- Hanover Hotels
- Cavendish Hotels
- Newbury Hotels
- Sunapee Hotels
- Springfield Hotels
- Central Vermont Hotels
- West Lebanon Hotels
- Southern New Hampshire Hotels
- Claremont Hotels
- New London Hotels
- Quechee Hotels
- Appalachian Mountains Hotels
- Brownsville Hotels
- Chester Hotels
- Norwich Hotels
- Southern Vermont Hotels
- Plymouth Hotels
- Central New Hampshire Hotels
- Goshen Hotels
- Weston Hotels
- Barnard Hotels
- Bellows Falls Hotels
- Bridgewater Corners Hotels
- Grafton Hotels
- Proctorsville Hotels
- Andover Hotels
- Rockingham Hotels
- Enfield Hotels
- Walpole Hotels
- Bethel Hotels
- Shrewsbury Hotels
- South Woodstock Hotels
- South Royalton Hotels