Find Extended Stay Hotels in Stockbridge, VT

Start date: Check-in selected.
To Date
End date: Check-out

Top Stockbridge Extended Stay Hotels | Reserve now, pay later

Gnome Home Mountain Ski Chalet w/Sauna Killington

Stockbridge
10.0 out of 10, Exceptional, (4)
"Nice property in a beautiful location. Host was very responsive and informative. Thanks for the stay!"
United States
Gerald S.
$458 nightly
The price is $483
Dec 10 - Dec 11
Total with taxes and fees
Gnome Home Mountain Ski Chalet w/Sauna Killington

Spacious Vermont Mountain Retreat | 4BR/4BA | Near Killington & Hiking | Perfect for Groups

Stockbridge
8.0 out of 10, Very Good, (1)
"Would like to have had a tv in all the bedrooms. The back yard needed mowed. Other than that it was a good stay. Nice place"
United States
Troy H.
$824 nightly
The price is $923
Dec 9 - Dec 10
Total with taxes and fees
Spacious Vermont Mountain Retreat | 4BR/4BA | Near Killington & Hiking | Perfect for Groups

Ski home/Pool Table Mountain Views near Killington/Woodstock

Stockbridge
10.0 out of 10, Exceptional, (2)
"Exactly as pictured, specious, clean. Owners were extremely responsive and kind."
United States
Sophie L.
$596 nightly
The price is $668
Dec 9 - Dec 10
Total with taxes and fees
Ski home/Pool Table Mountain Views near Killington/Woodstock

Ski Home/Arcade Mountain Views Near Killington/Woodstock

Stockbridge
10.0 out of 10, Exceptional, (2)
"Skied Killington for 2 days and was a 20 min drive. Fun to drive the 100."
United States
Kevin M.
$544 nightly
The price is $609
Dec 9 - Dec 10
Total with taxes and fees
Ski Home/Arcade Mountain Views Near Killington/Woodstock

Sleep Woodstock Motel

2.0 star property
Woodstock
9.6 out of 10, Exceptional, (547)
"The staff at this motel are 5 star! Lisa went above and beyond to make my stay easy since I was there for a medical procedure. "
United States
Crystal
$158 nightly
The price is $174
Dec 9 - Dec 10
Total with taxes and fees
Sleep Woodstock Motel

On The River Inn

4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1000)
"This place was charming!! Enjoyed everything about it and so much to do right there in the inn."
United States
Ross
$162 nightly
The price is $178
Dec 9 - Dec 10
Total with taxes and fees
On The River Inn

Hampton Inn Rutland

2.5 star property
Rutland
9.0 out of 10, Wonderful, (967)
"Very clean, good location, and super helpful staff!"
United States
Sheryl
$143 nightly
The price is $158
Dec 14 - Dec 15
Total with taxes and fees
Hampton Inn Rutland

White River Inn and Suites

2.5 star property
White River Junction
7.0 out of 10, Good, (1002)
"Great place"
United States
Missy
$121 nightly
The price is $133
Jan 4 - Jan 5, 2026
Total with taxes and fees
White River Inn and Suites

Fat Sheep Farm & Cabins

3.0 star property
Windsor
9.8 out of 10, Exceptional, (12)
"An absolutely stunning property! The cabin was clean, well stocked and perfectly located to see the gorgeous sunrise. So very grateful for our quick trip at Fat Sheep Farm. Looking forward to returning! "
United States
Jasmine
$195 nightly
The price is $213
Dec 9 - Dec 10
Total with taxes and fees
Fat Sheep Farm & Cabins

My Place Hotel-Randolph VT

2.0 star property
Randolph Center
9.4 out of 10, Exceptional, (342)
"The girl at front desk was amazing "
United States
jill
$111 nightly
The price is $121
Jan 4 - Jan 5, 2026
Total with taxes and fees
My Place Hotel-Randolph VT
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.

Expand your search

Most booked related extended stays in Stockbridge in 2026

Frequently asked questions

What are the best extended stay hotels with kitchens in Stockbridge?
Go sightseeing and then return and whip up a tasty home-cooked meal at Skiers/snowmobilers/mountainbikers Dream With Outdoor Jacuzzi + Wi. Featuring a kitchen, a theme park and a water park, it has conveniences that are perfect for a long-term stay with the family. Lori And Dean's Killington Ski House With Wi is another top property with a kitchen. Enjoy the use of a theme park, water sports equipment and more during your visit to Stockbridge.
Why book an extended stay hotel in Stockbridge through Expedia?
From our competitive rates to our rewards programs, you'll always save when you reserve your extended stay in Stockbridge through Expedia. Enter your travel dates to discover our long-term rentals, then refine your search using the filters to find the perfect retreat. Our extended stay hotels in Stockbridge feature conveniences like kitchens, recreational facilities and laundries to help make your long-term stay nice and easy. Whether you're searching for a hotel for a quick stay or a property with budget-friendly weekly rates, Expedia can help you find a place that's right for you.
What can I expect from an extended stay hotel?
Save your hard-earned money while enjoying a few extra perks with an extended stay hotel in Stockbridge. Whether you need a studio for yourself or spacious accommodations that'll fit your traveling buddies too, these types of properties feature amenities designed to make you feel at home. In addition to standard conveniences like a restaurant and a bar, many extended stay hotels have kitchens and laundry areas. This means you can whip up tasty meals and wash your own clothes, letting you keep some extra cash in your wallet. Competitive weekly rates can help you make the most out of your travel budget.

Top Stockbridge Hotel Reviews

Explore a world of travel with Expedia