Experience the beer, golf, and hiking in Windsor!
Windsor Mansion Inn
153 Pembroke Road, Windsor, VT
Situated in a regional park, this bed & breakfast is within 3 mi (5 km) of American Precision Museum, Cornish-Windsor Covered Bridge, and Harpoon Brewery. Saint-Gaudens ...
4.6/5Wonderful! (204 reviews)
"Gorgeous 1902 home with so many amazing original details"
Reviewed on Sep 19, 2021
Fat Sheep Farm & Cabins
122 Best Rd, Windsor, VT
Situated in Windsor, this farm stay is within 9 mi (15 km) of Mt Ascutney State Park, Mt Ascutney Hospital and Health Center: Primary Care - Windsor, and Path ...
4.3/5Excellent! (3 reviews)
"The cabin was perfect, roomy and clean. My 5 & 7 year old grandchildren loved that they could sled right next to the cabin. They also enjoyed helping to feed the sheep & chickens in the morning! We will definitely visit again during the summer to enjoy some of the area hiking!"
Reviewed on Mar 5, 2021
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Snapdragon Inn
26 Main Street, Windsor, VT
Situated in Windsor, this bed & breakfast is within a 10-minute walk of Old Constitution House and South Congregational Church. American Precision Museum and ...
4.7/5Exceptional! (17 reviews)
"The history of the house is provided. Beutiful house and grounds."
Reviewed on Aug 4, 2019
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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.
Beautiful home offering privacy on 7 acres with sledding hill and private pond
Windsor, VT
Located in the mountains, this family-friendly vacation home is within 9 mi (15 km) of Mt Ascutney State Park, American Precision Museum, and South Congregational ...
5/5Exceptional! (6 reviews)
Lovely Property
"A beautiful spot in Vermont for a get away. The house has plenty of room and the property is quite large with a pond, firepit, open fields and places to hang out. Would definitely recommend."
Reviewed on Sep 4, 2021
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3387 East Mountain Road, Killington, VT
Located in the mountains, this Killington chalet offers ski-in/ski-out access within 3 mi (5 km) of Killington Resort and Killington Golf Course and close to ...
4.6/5Wonderful! (12 reviews)
Peaceful place in the Green Mountains
"Good place in a nice location. We enjoyed our stay. Could use some updates but it was clean and comfortable. Was nice having multiple bedrooms and a full kitchen."
Reviewed on May 17, 2021
Okemo Mountain Lodging
77 Okemo Ridge Rd, Ludlow, VT
Situated in the mountains, this vacation home is within 1 mi (2 km) of Okemo Mountain Resort and Dorsey Park. Okemo Valley Golf Club and Jackson Gore Ski Resort ...
3.4/5 (17 reviews)
"Cozy, clean, quiet."
Reviewed on Jul 20, 2021
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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Popular places to visit in Windsor
Mt Ascutney State Park
Explore the great outdoors at Mt Ascutney State Park, a lovely green space in Central Vermont- Killington. Wander the forest or discover the area's mountain views.
Mount Ascutney
Learn about the local history of Windsor when you spend time at Mount Ascutney. You can seek out the ski slopes while in the area.
Killington Resort
Terrain parks, hiking trails, golf, après-ski entertainment and a range of slopes for all levels of skiers welcome visitors to this resort in the Green Mountains.
Dartmouth College
Enjoy the collegiate vibe when you visit Dartmouth College, during your travels in Hanover. While you're in the area, stroll along the riverfront.
Quechee Gorge
Explore the great outdoors at Quechee Gorge, a lovely green space in Quechee. Wander the riverfront in this quaint area.
Okemo Mountain Resort
Hit the slopes in Ludlow with a visit to Okemo Mountain Resort. Discover the mountain views in this romantic area.
- Mt Ascutney State Park Vacations
- Harpoon Brewery Vacations
- Mount Ascutney Vacations
- American Precision Museum Vacations
- Brownsville Trail Vacations
- Paradise Park Vacations
- The Sustainable Farmer Vacations
- Path of Life Garden Vacations
- South Congregational Church Vacations
- Old Constitution House Vacations
- Killington Resort Vacations
- Dartmouth College Vacations
- Quechee Gorge Vacations
- Okemo Mountain Resort Vacations
- Dartmouth-Hitchcock Medical Center Vacations
- Vermont Country Store Vacations
- Quechee Gorge Village Vacations
- Pico Mountain at Killington Ski Resort Vacations
- Killington Peak Vacations
- Jackson Gore Ski Resort at Okemo Vacations
- Mount Sunapee Vacations
- Weston Priory Vacations
- Connecticut River Vacations
- King Arthur Flour Vacations
- Simon Pearce Mill Vacations
- Pillsbury State Park Vacations
- Woodstock Country Club Vacations
- Upper Valley Aquatic Center Vacations
- Quechee State Park Vacations
- Vermont Institute Natural Science Nature Center Vacations
- Montshire Museum of Science Vacations