Compare Cheap Hotels in Windsor
Secret Bargains - Save an extra 10% or more on select hotels
Get more for your budget and save up to 50% off select Secret Bargain hotels
Get even more value with CheapTickets Price Guarantee!
Change your flight without a fee on select flights
Cheap Windsor Hotels
Fat Sheep Farm & Cabins
122 Best Rd Windsor VT
$199 nightly
The price is $217 total per night
$217 total
Dec 7 - Dec 8
Total with taxes and fees
5.92 mi from city center
When you stay at Fat Sheep Farm & Cabins in Windsor, you'll be 13 minutes by car from Hartland Public Library.
Pet friendly
Parking included
Woodstock Inn & Resort
Fourteen The Green Woodstock VT
$379 nightly
The price is $417 total per night
$417 total
Dec 16 - Dec 17
Total with taxes and fees
11.9 mi from city center
A stay at Woodstock Inn & Resort places you in the heart of Woodstock, a 1-minute drive from Billings Farm and Museum and 7 minutes from Saskadena Six Ski Area.
Pool
Hot Tub
Killington Mountain Lodge, Tapestry Collection by Hilton
2617 Killington Rd Killington VT
$147 nightly
The price is $161 total per night
$161 total
Dec 9 - Dec 10
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
22.83 mi from city center
With a stay at Killington Mountain Lodge, Tapestry Collection by Hilton in Killington, you'll be next to a golf course, just steps from Killington Resort and a 3-minute drive from Killington Golf Course.
The Mountain Inn at Killington
47 Old Mill Rd Killington VT
$219 nightly
The price is $241 total per night
$241 total
Dec 7 - Dec 8
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
22.99 mi from city center
When you stay at The Mountain Inn at Killington in Killington, you'll be next to a golf course, just steps from Killington Resort and Black Dog Sports.
Pool
Breakfast included
White River Inn and Suites
91 Ballardvale Drive White River Junction VT
$121 nightly
The price is $133 total per night
$133 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
11.58 mi from city center
Located in White River Junction, White River Inn and Suites is in a rural location, just a 3-minute walk from Upper Valley Aquatic Center and a 3-minute drive from Main Street Museum.
Pool
Breakfast included
Align Inn Vermont
5817 Woodstock Rd Quechee VT
$126 nightly
The price is $139 total per night
$139 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
10.9 mi from city center
With a stay at Align Inn Vermont in Quechee, you'll be in a state park, within a 15-minute drive of Dartmouth College and Quechee Gorge Village.
Pool
Breakfast included
The Shire Woodstock
46 Pleasant St. Woodstock VT
$175 nightly
The price is $192 total per night
$192 total
Dec 17 - Dec 18
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
11.9 mi from city center
Located in Woodstock, The Shire Woodstock is on a river, within a 5-minute walk of Mt Ascutney Hospital and Health Center Primary Care - Woodstock and Ottauquechee Health Center.
Pet friendly
Parking included
Hilton Garden Inn Hanover Lebanon
35 Labombard Rd Lebanon NH
$110 nightly
The price is $119 total per night
$119 total
Dec 18 - Dec 19
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
14.13 mi from city center
Located in Lebanon, Hilton Garden Inn Hanover Lebanon is connected to the convention center, within a 10-minute drive of Dartmouth-Hitchcock Medical Center and Dartmouth College.
Pool
Pet friendly
North Star Lodge and Resort
78 Weathervane Dr Killington VT
$130 nightly
The price is $143 total per night
$143 total
Dec 18 - Dec 19
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
23.51 mi from city center
Located in Killington, North Star Lodge and Resort is in the mountains, a 3-minute drive from Killington Resort and 5 minutes from Killington Golf Course.
Super 8 by Wyndham White River Junction
442 North Hartland Rd White River Junction VT
$71 nightly
The price is $79 total per night
$79 total
Dec 19 - Dec 20
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
11.66 mi from city center
With a stay at Super 8 by Wyndham White River Junction in White River Junction, you'll be within a 10-minute drive of Dartmouth College and Upper Valley Aquatic Center.
Fireside Inn & Suites West Lebanon
25 Airport Road West Lebanon NH
$160 nightly
The price is $174 total per night
$174 total
Dec 15 - Dec 16
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
10.89 mi from city center
Located in West Lebanon, Fireside Inn & Suites West Lebanon is in a shopping district, a 2-minute drive from Connecticut River and 5 minutes from Upper Valley Aquatic Center.
Hideaway Inn Mt.Sunapee
1403 New Hampshire Rte 103 Newbury NH
$132 nightly
The price is $143 total per night
$143 total
Dec 7 - Dec 8
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
18.71 mi from city center
Located in Newbury, Hideaway Inn Mt.Sunapee is in the mountains, within a 15-minute walk of Mount Sunapee State Park and Lake Sunapee.
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.
Often, one of the most difficult things about booking a hotel is finding the best time to go. The cost of staying in hotels in could vary significantly, depending on the time of the year chosen. If you would like to figure out the most suitable time to take a trip then using CheapTickets could be the best option for you. We will be able to provide information on hotels in to ensure that you get the best deal possible. So if you are looking for a booking website that will streamline the process and offer good prices, then log in and get booking.
Windsor hotels essential information
Accommodation | 2,607 hotels |
|---|---|
Lowest Price | $79 |
Highest Price | $417 |
Popular hotels | Fat Sheep Farm & Cabins, Woodstock Inn & Resort, Killington Mountain Lodge, Tapestry Collection by Hilton, The Mountain Inn at Killington, White River Inn and Suites, Align Inn Vermont, The Shire Woodstock, Hilton Garden Inn Hanover Lebanon, North Star Lodge and Resort, Super 8 by Wyndham White River Junction, Fireside Inn & Suites West Lebanon, Hideaway Inn Mt.Sunapee |
Most Recent Windsor Hotel Reviews
Align Inn Vermont
5 out of 5
Posted 1 day ago
CheapTickets Verified Review
"Overall great stay."
A verified traveler stayed at Align Inn Vermont
- Hotels near The Sustainable Farmer
- Hotels near Okemo Mountain Resort
- Hotels near Pico Mountain at Killington Ski Resort
- Hotels near Dartmouth-Hitchcock Medical Center
- Hotels near Green Mountain National Forest
- Hotels near Killington Peak
- Hotels near Connecticut River
- Hotels near Sunrise Village Triple Ski Lift
- Hotels near Bear Mountain Quad Ski Lift
- New England Hotels
- White Mountains Hotels
- West Lebanon Hotels
- Lebanon Hotels
- Appalachian Mountains Hotels
- Newbury Hotels
- Norwich Hotels
- Chester Hotels
- Springfield Hotels
- Green Mountains Hotels
- Mount Sunapee Hotels
- Bridgewater Corners Hotels
- Southern Vermont Hotels
- Central Vermont Hotels
- Southern New Hampshire Hotels
More to Explore in Windsor
Top Picks
Hotels
- Cheap Hotels in Daytona Beach
- Cheap Hotels in Manchester
- Cheap Hotels in Virginia Beach
- Cheap Hotels in Savannah
- Cheap Hotels in Panama City Beach
- Cheap Hotels in Pismo Beach
- Cheap Hotels in Palm Springs
- Cheap Hotels in Burlington
- Cheap Hotels in Key West
- Cheap Hotels in Poultney
- Cheap Hotels in Destin
- Cheap Hotels in Stowe
- Cheap Hotels in Palm Beach
- Cheap Hotels in Myrtle Beach
- Cheap Hotels in Norwich
- Cheap Hotels in Newport
- Cheap Hotels in Dorset
- 3 Star Hotels in Brattleboro
- Cheap Hotels in Honolulu
- Cheap Hotels in Folly Beach
- Cheap Hotels in Brattleboro
- Cheap Hotels in Lyndonville
Flights
