Visit Windsor
Fat Sheep Farm & Cabins
122 Best Rd Windsor VT
$195 nightly
The price is $213 total per night from Dec 2 to Dec 3
$213 total
Dec 2 - Dec 3
Total with taxes and fees
Stay at this farm stay in Windsor. Enjoy free WiFi, free parking, and a garden. Popular attractions Hartland Public Library and Path of Life Garden are located ...
9.6/10 Exceptional! (12 reviews)
The fat sheep farm is such a a cute cozy place. We partook in morning chores with Jay, she is absolutely amazing. She made everyone feel at home with interacting with the sheep. She was very knowledge and you can tell she genuinely loves the animals. Todd and Suzy are amazing as well. We breifly ...
Reviewed on Nov 10, 2025
Woodstock Inn & Resort
Fourteen The Green Woodstock VT
$359 nightly
The price is $395 total per night from Dec 2 to Dec 3
$395 total
Dec 2 - Dec 3
Total with taxes and fees
Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (552 reviews)
Top notch service. Great property and beautiful room. Went for anniversary and it did not disappoint. Romantic hotel and town
Reviewed on Nov 26, 2025
Killington Mountain Lodge, Tapestry Collection by Hilton
2617 Killington Rd Killington VT
$147 nightly
The price is $161 total per night from Dec 7 to Dec 8
$161 total
Dec 7 - Dec 8
Total with taxes and fees
Book a stay at this ski hotel in Killington. Enjoy free WiFi, a free ski shuttle, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
7.2/10 Good! (1,000 reviews)
Great staff and a beautiful place to stay
Reviewed on Nov 17, 2025
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.
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3387 East Mountain Road Killington VT
Book a stay at this ski cabin in Killington. Enjoy free WiFi, free parking, and a sauna. Popular attractions Killington Resort and Pico Mountain at Killington ...
9/10 Wonderful! (53 reviews)
Arrived after dark. Didn’t know where to park. Very secluded. Outside light would not stay lit. Upstairs needs attention.
Reviewed on Oct 27, 2025
Mountain Green
133 E Mountain Rd Killington Killington VT
Stay at this condo in Killington. Enjoy free parking, a picnic area, and an indoor pool. Popular attractions Killington Resort and Pico Mountain at Killington ...
7/10 Good! (15 reviews)
Nice place, spacious, everything you need
Reviewed on Nov 28, 2025
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Ludlow VT
Book a stay at this ski condo in Ludlow. Enjoy laundry facilities, ski-in/ski-out access, and patios. Popular attractions Okemo Mountain Resort and Skywalker ...
8.8/10 Excellent! (40 reviews)
Hallway temp was WAY too hot as was temp in condo with no way to adjust thermostat.Directions to parking lot unclear and could not find back up lock box. Fortunately someone from VaCasa was able to assist with access. Was at property for a Hill Climb event outside of ski season so cannot rate how ...
Reviewed on Oct 26, 2025
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.
Popular places to visit
Harpoon Brewery
You can take time to visit Harpoon Brewery during your travels to Windsor. Wander the forest or discover the area's mountain views.
American Precision Museum
You can spend time exploring the galleries in American Precision Museum in Windsor. Wander the riverfront in this quaint area.
Mt Ascutney Hospital and Health Center: Primary Care - Windsor
Though Mt Ascutney Hospital and Health Center: Primary Care - Windsor might be what brings you to town, perhaps you'll have a chance to explore more of Windsor while you are here.
Ascutney Park
Ascutney Park is just one of the places to see in Ascutney, so why not enjoy the other things to explore during your travels? Discover the mountain views while you're in the area.
Brownsville Trail
You can take time to visit Brownsville Trail during your travels to Windsor. Discover the mountain views in this family-friendly area, or seek out the ski slopes.
South Congregational Church
South Congregational Church is just one of the places to see in Windsor, so why not enjoy the other things to explore during your travels? Wander the riverfront in this family-friendly area.
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- Old Constitution House
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