Photo by William E Berry Jr.

Find Extended Stay Hotels in Windsor, VT

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Top Windsor Extended Stay Hotels | Reserve now, pay later

Sleep Woodstock Motel

2.0 star property
Woodstock
9.6 out of 10, Exceptional, (540)
"Great motel with complete amenities.. beautiful surrounding especially in this fall"
United States
Giana
$132 nightly
The price is $145
Nov 16 - Nov 17
Total with taxes and fees
Sleep Woodstock Motel

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 star property
Killington
7.4 out of 10, Good, (1000)
"Room was spotless and comfortable. Dog friendly, hassle free stay. Cleanliness was top tier, and staff was fantastic!"
United States
Desiree
$146 nightly
The price is $161
Nov 16 - Nov 17
Total with taxes and fees
Killington Mountain Lodge, Tapestry Collection by Hilton

North Star Lodge and Resort

2.0 star property
Killington
8.6 out of 10, Excellent, (1000)
"Was perfect for our one night stay "
United Kingdom
Ian
$130 nightly
The price is $143
Nov 16 - Nov 17
Total with taxes and fees
North Star Lodge and Resort

Fat Sheep Farm & Cabins

3.0 star property
Windsor
9.8 out of 10, Exceptional, (12)
"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!"
United States
Anonymous traveler
$195 nightly
The price is $213
Nov 16 - Nov 17
Total with taxes and fees
Fat Sheep Farm & Cabins

Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

3.0 star property
Newbury
9.2 out of 10, Wonderful, (371)
"Very nice hotel. We will be back!"
United States
Elaine
$149 nightly
The price is $162
Nov 20 - Nov 21
Total with taxes and fees
Mountain Edge Suites at Sunapee, an Ascend Collection Hotel

Brook Road Condo

3.0 star property
Goshen
8.8 out of 10, Excellent, (3)
"Convenient location, quiet and rural. Accommodations were clean and neat. Nice to have full kitchen for meal prep and snacks."
United States
Margaret
$264 nightly
The price is $286
Nov 16 - Nov 17
Total with taxes and fees
Brook Road Condo

Brook Road Cabin

3.5 star property
Goshen
7.8 out of 10, Good, (9)
"This little cabin is exactly what the owner purports it to be. No more; no less. It's quaint and the bedrooms are small. Because it's a cabin. The shower is small. Because it's a cabin. The TV and stove and sink are all small. Because it's a cabin! There are a few ants around, but there's Raid spray under the sink if you want to go that route. The occasional ant is going to show it's occasional self. It's a cabin. in the woods... I thought it was a fair accommodation for a fair price (just a...
United States
Jonathan
$283 nightly
The price is $307
Nov 16 - Nov 17
Total with taxes and fees
Brook Road Cabin

Dexter's Inn

3.0 star property
Sunapee
8.8 out of 10, Excellent, (70)
"This was my 3rd time staying at Dexter’s Inn and hopefully not the last. It is a wonderful inn with easy access to Mount Sunapee. "
United States
Lisa
$235 nightly
The price is $256
Dec 1 - Dec 2
Total with taxes and fees
Dexter's Inn

White River Inn and Suites

2.5 star property
White River Junction
7.0 out of 10, Good, (1000)
"Great place"
United States
Missy
$121 nightly
The price is $133
Nov 16 - Nov 17
Total with taxes and fees
White River Inn and Suites

Residence Inn by Marriott Hanover Lebanon

3.0 star property
Lebanon
9.0 out of 10, Wonderful, (456)
"Comfortable room, responsive staff and convenient location!"
United States
Terence
$125 nightly
The price is $136
Dec 7 - Dec 8
Total with taxes and fees
Residence Inn by Marriott Hanover Lebanon
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.

Find out more about Windsor

Discover top Windsor attractions

Windsor, Vermont, is a hidden gem that offers a delightful mix of history, nature, and family-friendly activities perfect for the Quality Seeker. Start your visit at the picturesque Old Windsor Village, where you can stroll through charming streets lined with historic buildings and enjoy local shops that showcase artisan crafts. Don’t miss the American Precision Museum, where you can engage with interactive exhibits that highlight the region's industrial heritage—an exciting educational experience for both kids and adults. For outdoor enthusiasts, the nearby Mount Ascutney State Park offers stunning hiking trails and breathtaking views, providing a perfect backdrop for family adventures. If you’re looking for a unique way to unwind, consider booking a guided kayak tour on the Connecticut River, where you can immerse yourself in the tranquil beauty of Vermont's landscapes. After a day of exploration, the area surrounding the village features several top hotels, such as The Windsor Mansion Inn, which combines comfort with personalized service, ensuring your family's stay is both enjoyable and relaxing. With attentive staff ready to cater to your needs, you’ll feel pampered while enjoying the vibrant local culture.

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Most booked related extended stays in Windsor in 2025

Frequently asked questions

Why book an extended stay hotel in Windsor through Expedia?
From our special offers to our rewards programs, you'll save big when you reserve your extended stay in Windsor through Expedia. Enter your travel dates to discover our selection of long-term rentals, then narrow the results using our filter tool to find your ideal retreat. Our extended stay hotels in Windsor come with amenities like kitchens, laundries and recreational facilities to help make your long-term stay feel homey. Whether you're looking for a hotel for a quick stay or a property with budget-friendly weekly rates, Expedia can help you find the right place.
What can I expect from an extended stay hotel?
With amenities such as kitchens, laundries and dining spaces, extended stay hotels in Windsor can be a convenient and economical alternative to your standard accommodations. Whip up your own tasty meals and save on laundromat bills. Sometimes offering discounted weekly rates, extended stay hotels range from studios for one to spacious and luxurious options with a few rooms. They also offer many of the amenities you'd find in a standard hotel, like housekeeping or 24/7 guest services. If you need flexibility, privacy and a comfortable retreat for a few weeks or more, an extended stay hotel is a wonderful choice.

Top Windsor Hotel Reviews

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