A snowy ski slope with skiers, a cabin, and a mountain range in the background.

Find and Compare Stockbridge Condo Resort Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28
No exact matches found, but these alternatives could be just right

Recommended hotels in Stockbridge

A wooden deck with Adirondack chairs and a table, overlooking a mountainous landscape.

1. Ski Home/Arcade Mountain Views Near Killington/Woodstock

Ski Home/Arcade Mountain Views Near Killington/Woodstock
Stockbridge
10.0 out of 10, Exceptional, (3 reviews)
"Skied Killington for 2 days and was a 20 min drive. Fun to drive the 100."
United States
Kevin M.
The price is CA $198
CA $758 total
includes taxes & fees
Nov 8 - Nov 9
Ski Home/Arcade Mountain Views Near Killington/Woodstock
Winter Wonderland

2. Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock

Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
Stockbridge
10.0 out of 10, Exceptional, (3 reviews)
"Exactly as pictured, specious, clean. Owners were extremely responsive and kind."
United States
Sophie L.
The price is CA $198
CA $758 total
includes taxes & fees
Nov 8 - Nov 9
Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
A rustic cabin with a wooden deck, surrounded by dense greenery and a rocky landscape.

3. Gnome Home Mountain Ski Chalet w/Sauna Killington

Gnome Home Mountain Ski Chalet w/Sauna Killington
Stockbridge
10.0 out of 10, Exceptional, (7 reviews)
"Nice property in a beautiful location. Host was very responsive and informative. Thanks for the stay!"
United States
Gerald S.
The price is CA $286
CA $615 total
includes taxes & fees
Nov 12 - Nov 13
Gnome Home Mountain Ski Chalet w/Sauna Killington
A spacious living room with a stone fireplace, wooden furniture, and a large potted plant.

4. The Trailside Inn

The Trailside Inn
3.0 star property
North Sherburne
9.2 out of 10, Wonderful, (167 reviews)
"Such a welcoming and friendly place for a stay"
United States
Marc
The price is CA $223
CA $245 total
includes taxes & fees
Nov 29 - Nov 30
The Trailside Inn
A wooden dock with two Adirondack chairs and a blanket, overlooking a calm lake with dense forest in the background.

5. Mountain Meadows Lodge

Mountain Meadows Lodge
3.5 star property
Killington
9.6 out of 10, Exceptional, (370 reviews)
"This place is awesome, Clean, beautiful, great location, great staff, super breakfast."
United States
Kathy
The price is CA $192
CA $246 total
includes taxes & fees
Nov 9 - Nov 10
Mountain Meadows Lodge
A dining area with a wooden table and chairs, a fireplace, and a cozy seating area with a couch and a TV.

6. Mountain Sports Inn

Mountain Sports Inn
2.0 star property
Killington
8.8 out of 10, Excellent, (1,004 reviews)
"Would definitely stay again"
United States
Pamela
The price is CA $152
CA $168 total
includes taxes & fees
Nov 22 - Nov 23
Mountain Sports Inn
A spacious living room with a fireplace, leather sofas, a wooden coffee table, and a view of the outdoors.

7. North Star Lodge and Resort

North Star Lodge and Resort
2.0 star property
Killington
8.6 out of 10, Excellent, (1,001 reviews)
"Perfect service and friendly staff!!"
United States
Toghrul
The price is CA $165
CA $182 total
includes taxes & fees
Nov 15 - Nov 16
North Star Lodge and Resort
A spacious living room with a high ceiling, wooden beams, a staircase, and a large window.

8. Greenbrier Inn

Greenbrier Inn
2.0 star property
Killington
9.4 out of 10, Exceptional, (706 reviews)
"Very friendly staff with easy check in and out. Breakfast was fast and convenient and great location!"
United States
Jeff
The price is CA $244
CA $282 total
includes taxes & fees
Nov 15 - Nov 16
Greenbrier Inn
A wooden structure with a black door labeled "KILLINGTON HAUS GUEST ENTRANCE" and a sign saying "WELCOME GUESTS!".

9. Killington Haus

Killington Haus
2.0 star property
Killington
9.2 out of 10, Wonderful, (71 reviews)
"Clean room, clean place, warm and cozy inside. A great place to stay in Killington!"
United States
Ivan
The price is CA $169
CA $186 total
includes taxes & fees
Nov 8 - Nov 9
Killington Haus
A building with a modern design, featuring large windows and a covered outdoor seating area.

10. The Mountain Inn at Killington

The Mountain Inn at Killington
2.5 star property
Killington
9.2 out of 10, Wonderful, (1,004 reviews)
"Great hotel!"
United States
Petra
The price is CA $187
CA $216 total
includes taxes & fees
Nov 8 - Nov 9
The Mountain Inn at Killington
A large, stone and wood lodge with a sign reading 'The Snowed Inn,' surrounded by snow-covered trees and a snow-covered driveway.

11. Snowed Inn

Snowed Inn
3.5 star property
Killington
9.8 out of 10, Exceptional, (436 reviews)
"It was a fantastic stay and all that we wanted in a charming inn on the mountain."
United States
Marleen
The price is CA $193
CA $233 total
includes taxes & fees
Dec 6 - Dec 7
Snowed Inn
A sign for 'Apres Inn' in KILLINGTON, VT, with a modern building featuring large windows and a balcony.

12. Après Inn Killington

Après Inn Killington
2.0 star property
Killington
9.4 out of 10, Exceptional, (208 reviews)
"modern and clean, wifi worked great"
United States
Kylie
The price is CA $193
CA $213 total
includes taxes & fees
Nov 11 - Nov 12
Après Inn Killington
A large, multi-story hotel with a prominent entrance and a staircase leading to the upper levels.

13. Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton
3.5 star property
Killington
7.4 out of 10, Good, (1,001 reviews)
"Great hotel with an amazing staff."
United States
Richard
The price is CA $201
CA $221 total
includes taxes & fees
Nov 12 - Nov 13
Killington Mountain Lodge, Tapestry Collection by Hilton
A wooden shed with a cross-braced door in a garden with a house in the background.

14. Fabulous 4-bedroom chalet in tranquil Killington getaway with Hot tub two Kings

Fabulous 4-bedroom chalet in tranquil Killington getaway with Hot tub two Kings
North Sherburne
8.0 out of 10, Very good, (17 reviews)
"We had a great time!"
United States
Matthew R.
The price is CA $139
CA $510 total
includes taxes & fees
Nov 7 - Nov 8
Fabulous 4-bedroom chalet in tranquil Killington getaway with Hot tub two Kings
A spacious room with large windows, a stone wall, and a wooden ceiling.

15. The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
3.5 star property
Chittenden
9.0 out of 10, Wonderful, (132 reviews)
"Oh wow!! I would stay here again tomorrow! Beautiful property, restaurant has amazing food and convenient location. We stayed in the Long View Barn, the 60 mile view was even more spectacular than we imagined!"
United States
Allison
The price is CA $412
CA $518 total
includes taxes & fees
Nov 8 - Nov 9
The Mountain Top Inn & Resort
A covered outdoor seating area with stone pillars and wooden beams, surrounded by a grassy lawn and trees.

16. My Place Hotel-Randolph VT

My Place Hotel-Randolph VT
2.0 star property
Randolph Center
9.4 out of 10, Exceptional, (639 reviews)
"Just passing through and was a great place to stay.."
United States
Debra
The price is CA $135
CA $147 total
includes taxes & fees
Nov 29 - Nov 30
My Place Hotel-Randolph VT
A spacious indoor area with a large dining table, several chairs, and a sofa. There is a glass door leading outside, and the room has a wooden ceiling structure.

17. Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington
2.5 star property
Rutland
8.8 out of 10, Excellent, (1,000 reviews)
"clean, staff welcoming, and breakfast was solid."
United States
Bryce
The price is CA $225
CA $248 total
includes taxes & fees
Nov 16 - Nov 17
Best Western Inn & Suites Rutland-Killington
A spacious living room with a chandelier, multiple armchairs, a coffee table, and a rug.

18. On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.2 out of 10, Wonderful, (1,005 reviews)
"Great place would stay again"
United States
Joseph
The price is CA $228
CA $279 total
includes taxes & fees
Nov 29 - Nov 30
On The River Inn
A spacious room with a large bed, a sofa, and a chair, featuring large windows and a view of greenery outside.

19. Lincoln Inn & Gallery

Lincoln Inn & Gallery
3.0 star property
Woodstock
8.8 out of 10, Excellent, (120 reviews)
"The historic inn is so charming and relaxing. we love the location to town and the staff is so friendly. Luke, the owner, was very nice"
United States
Nhat Thuy
The price is CA $106
CA $117 total
includes taxes & fees
Nov 10 - Nov 11
Lincoln Inn & Gallery
A modern kitchen with a central island, stainless steel appliances, and a dining area with chairs.

20. Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (651 reviews)
"Property was clean, staff was available to trouble shoot, amenities room was great!"
United States
Alfred
The price is CA $108
CA $173 total
includes taxes & fees
Nov 11 - Nov 12
Sleep Woodstock Motel
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Stockbridge Hotel Reviews

On The River Inn

On The River Inn

10/10 Excellent
"We loved our spacious room, the sauna, pool/hot tub and game room! We were welcomed with a s’mores pack and spent the evening by the cozy fire pit. Lovely hotel!"
Rachel 1-night trip
Posted 5 hours ago
On The River Inn

Find out more about Stockbridge

Stockbridge Condo Resorts information

Number of reviews
2,524
Accommodation
0 Condo Resorts
Lowest Price
CA $117
Highest Price
CA $758

Explore a world of travel with Expedia