A forest with a moss-covered rock and a stream.

Hotels in Stockbridge

Where to?

Dates

November 2026

December 2026

I'm traveling for business

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Where to stay in Stockbridge?

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Stockbridge on Hotels.com. These Stockbridge hotels consistently deliver on quality, location and traveler experience. Last updated on November 4, 2026.

A spacious living room with a stone fireplace, wooden furniture, and a large potted plant.

1. The Trailside Inn

North Sherburne

CNY1,165 total

includes taxes & fees

Nov 29 - Nov 30

A calm lake surrounded by autumn-colored trees and a clear blue sky.

2. Mountain Meadows Lodge

Killington

CNY1,172 total

includes taxes & fees

Nov 11 - Nov 12

A dining area with a wooden table and chairs, a fireplace, and a cozy seating area with a couch and a TV.

3. Mountain Sports Inn

Killington

CNY800 total

includes taxes & fees

Nov 22 - Nov 23

A table with a checkered placemat, a red vase with greenery and berries, and a clear plastic bag with items.

4. Greenbrier Inn

Killington

CNY1,340 total

includes taxes & fees

Nov 16 - Nov 17

A spacious living room with a fireplace, leather sofas, a wooden coffee table, and a view of the outdoors.

5. North Star Lodge and Resort

Killington

CNY864 total

includes taxes & fees

Nov 11 - Nov 12

A spacious room with large windows, a stone wall, and a wooden ceiling.

6. The Mountain Top Inn & Resort

Chittenden

CNY2,137 total

includes taxes & fees

Nov 5 - Nov 6

A large, stone and wood lodge with a sign reading 'The Snowed Inn,' surrounded by snow-covered trees and a snow-covered driveway.

7. Snowed Inn

Killington

CNY1,186 total

includes taxes & fees

Dec 3 - Dec 4

A building with a modern design, featuring large windows and a covered outdoor seating area.

8. The Mountain Inn at Killington

Killington

CNY1,029 total

includes taxes & fees

Nov 11 - Nov 12

9. Après Inn Killington

Killington

CNY1,009 total

includes taxes & fees

Nov 5 - Nov 6

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.

10. Best Western Inn & Suites Rutland-Killington

Rutland

CNY1,178 total

includes taxes & fees

Nov 11 - Nov 12

A spacious living room with a chandelier, multiple armchairs, a coffee table, and a rug.

11. On The River Inn

West Woodstock

CNY1,326 total

includes taxes & fees

Nov 29 - Nov 30

12. Killington Haus

Killington

CNY885 total

includes taxes & fees

Nov 5 - Nov 6

A covered outdoor seating area with stone pillars and wooden beams, surrounded by a grassy lawn and trees.

13. My Place Hotel-Randolph VT

Randolph Center

CNY701 total

includes taxes & fees

Nov 29 - Nov 30

A bench with snow accumulation, a fire pit with visible flames, and a wooden fence in the background.

14. Killington Grand Hotel

Base Area

CNY3,189 total

includes taxes & fees

Nov 15 - Nov 16

A large, multi-story hotel with a prominent entrance and a staircase leading to the upper levels.

15. Killington Mountain Lodge, Tapestry Collection by Hilton

Killington

CNY1,050 total

includes taxes & fees

Nov 11 - Nov 12

A checkered floor, a wooden bench, a desk, a cabinet with glass doors, a clock, and a hanging light fixture.

16. The Jackson

West Woodstock

CNY901 total

includes taxes & fees

Dec 3 - Dec 4

A multi-story hotel with a covered entrance, columns, and a well-lit facade.

17. Holiday Inn Express Hotel & Suites White River Junction by IHG

White River Junction

CNY819 total

includes taxes & fees

Dec 2 - Dec 3

A hotel lobby with a reception desk, seating area, and a coffee table with a fruit basket.

18. Comfort Inn Rutland - Killington

Rutland

CNY915 total

includes taxes & fees

Nov 11 - Nov 12

A modern interior with a wooden reception desk, seating area, and large windows.

19. Hampton Inn Rutland

Rutland

CNY1,050 total

includes taxes & fees

Nov 11 - Nov 12

A spacious living room with a stone fireplace, leather sofas, a coffee table, and large arched windows offering views of the outdoors.

20. Align Inn Vermont

Quechee

CNY937 total

includes taxes & fees

Dec 1 - Dec 2

View all properties

Go beyond your typical stay in Stockbridge

Top landmarks in Stockbridge

Les Newell Wildlife Management Area

Les Newell Wildlife Management Area is 1.3 mi (2.1 km) from central Stockbridge, why not stop by during your stay.

See properties

Learn more about Stockbridge

Stockbridge is well-known for its attractions such as Green Mountain National Forest and Les Newell Wildlife Management Area.

See all hotels in Stockbridge

Check out reviews of Stockbridge hotels guests love

Mountain Meadows Lodge

Killington

10/10 Exceptional

Timothy

The Trailside Inn

North Sherburne

10/10 Exceptional

I've never wrote a review on any product or hotel until now and that is because the Trailside Inn deserves all the recognition it could get! To start, the owners Josh and Ann are fantastic. We arrived Friday night after a long drive from Long Island - we were immediately greeted by Josh who welcomed us to the lodge and took the time to show us the best trails at Killington and offered advice on restaurants near by. It was very cold Saturday so we didn't stay long at the mountain. When we...

Alyssa

Snowed Inn

Killington

10/10 Exceptional

Tammy

Mountain Sports Inn

Killington

10/10 Exceptional

Julianne

The Mountain Top Inn & Resort

Chittenden

10/10 Exceptional

We only stayed for two nights but could not have been happier! The staff was extremely helpful and friendly. The views and grounds are beautiful. We loved the beautiful, quiet setting. It rained one of the days we were at the hotel, but the staff was eager to give recommendations of places to go for other indoor activities! We were extremely pleased to visit the Mountain Top Inn and will definitely return for another stay!

Anonymous traveler

Après Inn Killington

Killington

10/10 Exceptional

Anonymous traveler

A room with a checkered floor, a bench, and a fireplace.

Woodstock Inn & Resort

Woodstock

10/10 Exceptional

Anonymous traveler

On The River Inn

West Woodstock

10/10 Exceptional

Ayleen

North Star Lodge and Resort

Killington

10/10 Exceptional

Thayer

A cozy living room with a fireplace, wicker chairs, and a coffee table with snacks.

Deer Brook Inn

Woodstock

10/10 Exceptional

I highly recommend Deer Brook Inn. The photos don’t do it justice. It’s beautiful, cozy, well-kept and everything you’d want for a Vermont getaway. The innkeepers may be some of my favorite humans I’ve ever met. Their energy is bright and peaceful which reflects into the energy of the inn. They have cookies, coffee, teas and other drinks at night and a delicious custom breakfast in the morning. They have chickens out back, a fire pit and a sauna. It’s about a 7min drive from downtown Woodstock....

Lauren

A modern kitchen with a central island, stainless steel appliances, and a dining area with chairs.

Sleep Woodstock Motel

Woodstock

10/10 Exceptional

We were extremely impressed with the Sleep Woodstock Motel! If you get the chance- you need to book this place! Rooms were spacious and super clean, and the bed was extremely comfortable. Room had a fully stocked coffee bar; bathroom had plenty of towels, shampoo, conditioner, and lotion. Each room also has a retro mini fridge with a freezer, microwave, and coffeemaker. There is also a small eating area inside the room, and a table and chairs to sit outside your room on the patio. The room...

John

A two-story house with a porch, surrounded by trees.

Inn at Neshobe River

Brandon

10/10 Exceptional

Anonymous traveler

A large, historic house with a prominent tower, a covered porch, and a well-maintained lawn with a fountain.

Norwich Inn

Norwich

10/10 Exceptional

This historic hotel is amazing. I like to stay here during the off rate part of the week and plan my trips around room availability. Liked Room 28 in the original building. Very cool and I have to remark on the cleanliness of the bed coverings and pillows. Smelled like they were dried outside on a sunshiny day. Wonderful. Like the lady who checked me in, great sense of humor and made me feel welcome. Would stay here again and again.

Ernie

Killington Grand Hotel

Base Area

10/10 Exceptional

SUSSIE

Frequently Asked Questions

How much does a hotel room cost in Stockbridge?

You can find top hotels in Stockbridge from CNY568 with options to suit your budget and needs. If you're after an affordable hotel in Stockbridge that meets all of your requirements, set your filters and then sort the results by "Price: low to high".

How can I find deals and earn rewards at Stockbridge hotels?

Discover great deals on Stockbridge hotel stays with Hotels.com. Take a look at hotel prices mid-week or during the low season as to find those off-peak deals. And make sure to check out our last-minute deals on Stockbridge hotels.

Can I book Stockbridge hotels with free cancellation?

To book a refundable Stockbridge hotel on Hotels.com, just filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.

What are some popular hotels in central Stockbridge?

If you're looking for hotels in central Stockbridge, check out Clear River Inn. Travelers love Clear River Inn for its location, as well as the restaurant, bar/lounge and nightclub this inn offers. North Sherburne is a central neighborhood for your Stockbridge vacation.

Keep exploring

Lodging