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

Stockbridge Hotel Guide - 4 Stars Hotels in Stockbridge, Vermont

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Our top choices for Stockbridge 4-star hotels

Lobby

Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.4 out of 10, Exceptional, (590 reviews)
"As always - best hotel in Vermont."
United States
ben
The price is Rp10.459.635
Rp12.300.458 total
includes taxes & fees
9 Aug - 10 Aug
Woodstock Inn & Resort
Hallway

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,009 reviews)
"convenient location with very comfortable accommodations"
United States
Tonine
The price is Rp4.436.041
Rp5.177.790 total
includes taxes & fees
19 Jul - 20 Jul
On The River Inn
Restaurant

The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (294 reviews)
"Everything about our stay was perfect! Couldn't be happier and will be back!"
United States
Courtney
The price is Rp3.495.578
Rp3.845.316 total
includes taxes & fees
15 Jul - 16 Jul
The Jackson
Terrace/patio

The Village Inn of Woodstock

The Village Inn of Woodstock
4.0 star property
Woodstock
9.6 out of 10, Exceptional, (98 reviews)
"Inn was beautiful, the details exactly what you'd want for a weekend getaway. Room was cozy (room 6), bed was comfortable, jetted tub was awesome for us not having a tub at home, bar was a nice place to hang out and breakfast was excellent. Location was perfect, it was an easy walk into the center of town, even in winter. Honestly, nothing bad to say."
United States
Nicholas
The Village Inn of Woodstock
Exterior

The Woodstocker B&B

The Woodstocker B&B
4.0 star property
Woodstock
10.0 out of 10, Exceptional, (51 reviews)
"This food at this property is amazing!! I would come back any day, the bread and entire menu is incredible. The zagat should try their breakfast! "
United States
Kavina
The Woodstocker B&B
Restaurant

Mountain Green Resort

Mountain Green Resort
4.0 star property
Killington
4.0 out of 10, (2 reviews)
"Clean room, elevator broken and not enough bathroom towels."
United States
Jing
Mountain Green Resort
Rafting

Eagle Ridge Treehouse

Eagle Ridge Treehouse
4.0 star property
Stockbridge
Eagle Ridge Treehouse
Cottage, 1 Bedroom | Interior

The Birch Ridge: Owner's Suite #5 - Queen/sofa Bed Suite In Killington. Hot Tub. Renovated. 1 Bedroom Home

The Birch Ridge: Owner's Suite #5 - Queen/sofa Bed Suite In Killington. Hot Tub. Renovated. 1 Bedroom Home
4.0 star property
Killington
The price is Rp26.665.566
Rp41.113.044 total
includes taxes & fees
26 Jul - 27 Jul
The Birch Ridge: Owner's Suite #5 - Queen/sofa Bed Suite In Killington. Hot Tub. Renovated. 1 Bedroom Home
Apartment (2 Bedrooms) | Interior

Bright Condo w/ Community Perks: Near Ski Quechee!

Bright Condo w/ Community Perks: Near Ski Quechee!
4.0 star property
Quechee
10.0 out of 10, Exceptional, (1 review)
"Great place for 2 couples to relax and enjoy the fall sights.Only problem was the master bedroom bath. The bathtub drain was blocked and took 30 minutes to drain the water. Property owner was unable to get a plumber over the weekend, so I removed the stopper cleaned a lot of hair and waste, replaced the stopper and bathtub drained real good after that. "
United States
James
Bright Condo w/ Community Perks: Near Ski Quechee!
Apartment (2 Bedrooms) | Front of property

Killington Condo w/ Spa ~ 3 Miles to Ski Resort!

Killington Condo w/ Spa ~ 3 Miles to Ski Resort!
4.0 star property
The Woods
8.0 out of 10, Very good, (1 review)
"Great property and location. Ground floor bedroom very drafty especially when windy at Killington. Made it difficult to comfortably get rest. Otherwise very nice living space. At the high end for cost for the size and location. "
United States
Craig
Killington Condo w/ Spa ~ 3 Miles to Ski Resort!
Cottage, 1 Bedroom | Living area

The Birch Ridge: European Room #8 - King Suite In Killington, Vermont. Hot Tub. 1 Bedroom Home

The Birch Ridge: European Room #8 - King Suite In Killington, Vermont. Hot Tub. 1 Bedroom Home
4.0 star property
Killington
The price is Rp20.632.759
Rp31.825.981 total
includes taxes & fees
26 Jul - 27 Jul
The Birch Ridge: European Room #8 - King Suite In Killington, Vermont. Hot Tub. 1 Bedroom Home
Cottage, 1 Bedroom | Living area

The Birch Ridge: Family Room #11 - Queen/bunkbed Suite In Killington, Vermont 1 Bedroom Home

The Birch Ridge: Family Room #11 - Queen/bunkbed Suite In Killington, Vermont 1 Bedroom Home
4.0 star property
Killington
The price is Rp18.845.227
Rp30.102.008 total
includes taxes & fees
26 Jul - 27 Jul
The Birch Ridge: Family Room #11 - Queen/bunkbed Suite In Killington, Vermont 1 Bedroom Home
Apartment (3 Bedrooms) | Interior

1 Mi to Killington Resort: Townhome w/ Dry Sauna!

1 Mi to Killington Resort: Townhome w/ Dry Sauna!
4.0 star property
Killington
1 Mi to Killington Resort: Townhome w/ Dry Sauna!
Cottage, 1 Bedroom | Interior

The Birch Ridge: Colonial Maple Room #1 - Queen Suite In Renovated Killington Lodge 1 Bedroom Home

The Birch Ridge: Colonial Maple Room #1 - Queen Suite In Renovated Killington Lodge 1 Bedroom Home
4.0 star property
Killington
The price is Rp17.169.337
Rp26.949.481 total
includes taxes & fees
26 Jul - 27 Jul
The Birch Ridge: Colonial Maple Room #1 - Queen Suite In Renovated Killington Lodge 1 Bedroom Home
Cottage, 1 Bedroom | Interior

The Birch Ridge: Blue Velvet Room #10 - Queen Suite In Killington, Vermont. Hot Tub. Lounge. 1 Bedroom Home

The Birch Ridge: Blue Velvet Room #10 - Queen Suite In Killington, Vermont. Hot Tub. Lounge. 1 Bedroom Home
4.0 star property
Killington
The price is Rp18.621.763
Rp28.994.496 total
includes taxes & fees
26 Jul - 27 Jul
The Birch Ridge: Blue Velvet Room #10 - Queen Suite In Killington, Vermont. Hot Tub. Lounge. 1 Bedroom Home
Cottage, 1 Bedroom | Living area

The Birch Ridge: Mission Room #2 - Queen Suite In Renovated Killington Lodge. Hot Tubs. 1 Bedroom Home

The Birch Ridge: Mission Room #2 - Queen Suite In Renovated Killington Lodge. Hot Tubs. 1 Bedroom Home
4.0 star property
Killington
The price is Rp16.052.198
Rp25.376.550 total
includes taxes & fees
26 Jul - 27 Jul
The Birch Ridge: Mission Room #2 - Queen Suite In Renovated Killington Lodge. Hot Tubs. 1 Bedroom Home
Cottage, 1 Bedroom | Living area

The Birch Ridge: Family Room #6 - Queen/bunkbed Suite In Killington, Vermont 1 Bedroom Hotel Room

The Birch Ridge: Family Room #6 - Queen/bunkbed Suite In Killington, Vermont 1 Bedroom Hotel Room
4.0 star property
Killington
The price is Rp21.973.363
Rp34.506.425 total
includes taxes & fees
26 Jul - 27 Jul
The Birch Ridge: Family Room #6 - Queen/bunkbed Suite In Killington, Vermont 1 Bedroom Hotel Room
Cottage, 1 Bedroom | Living area

The Birch Ridge: Mission Room #4 - Queen Suite In Killington, Vermont 1 Bedroom Home

The Birch Ridge: Mission Room #4 - Queen Suite In Killington, Vermont 1 Bedroom Home
4.0 star property
Killington
The price is Rp16.387.303
Rp25.848.377 total
includes taxes & fees
26 Jul - 27 Jul
The Birch Ridge: Mission Room #4 - Queen Suite In Killington, Vermont 1 Bedroom Home
House, Multiple Beds, Patio | Private kitchen | Fridge, microwave, stovetop, dishwasher

Breakaway B

Breakaway B
4.0 star property
Killington
Breakaway B
House, 4 Bedrooms | Living room

Tanglewood Blues by Killington Vacation Rentals

Tanglewood Blues by Killington Vacation Rentals
4.0 star property
Killington
Tanglewood Blues by Killington Vacation Rentals
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Learn more about Stockbridge

Covered bridges span the White River, offering perfect photo spots when fall colours transform the surrounding Green Mountains. Hike the Appalachian Trail through Stockbridge's section or visit nearby Killington for skiing in winter months.

See all hotels in Stockbridge
A forest with a moss-covered rock and a stream.

Top Stockbridge Hotel Reviews

On The River Inn

On The River Inn

10/10 Excellent
"Great hotel! Our room was spacious and we loved having a full size fridge and mini-kitchen. Insanely loved the bath products (sorry, I love that kind of thing!). We had a great dinner at the restaurant which has a wonderful vibe and friendly staff. When we checked in, the front desk staff forgot to mention breakfast was included (clearly I had forgotten, too)-- took me 2 days to realize that! Breakfast was great. Another plus-- the gigantic backyard/meadow adjacent to the river is stunning and smores at night were an added bonus! They do a great job creating a hotel that is perfect for families, mountain bike travelers, horse show folks, couples getaways. Hard for one place to cover all that. I had booked via an online site which I thought included all fees but there was a small daily added cost. Overall though our total expenditure was LESS than other area hotels and really, this was so beautiful, immaculate, delish and otherwise very hospitable! We will be back!"
Audra Michael 3-night trip
Posted 9 hours ago
On The River Inn
The Jackson

The Jackson

10/10 Excellent
"My only complaint is that our television didn't work. And we told the staff member setting up the evening wine and cheese that and she said someone else had also had the problem. We had had a thunderstorm and thought that maybe that was it, and she said she would check in our room while we were gone that evening. But when we returned, the television still didn't work and there was no indication that anybody."
Martha 1-night trip
Posted 11 days ago
The Jackson

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Stockbridge?
With Expedia's search and sort filters, scoring a great deal on a 4-star hotel in Stockbridge just got easier. Start by entering your chosen arrival date and length of your break. Then list the results by price and choose the option that best fits your style and budget.

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What's the difference between 5-star and 4-star hotels in Stockbridge?
Treat yourself to luxury living during your Stockbridge escape by choosing a 4-star hotel. As well as featuring upscale accommodation, these retreats are usually packed with amenities like large beds, complimentary bathrobes and plenty more. A 5-star hotel will go the extra mile to make your stay an even more lavish and unforgettable one. 24-hour front desk, on-site spas and gourmet dining are only the start of the exclusive services and conveniences you'll likely get access to.
Does Stockbridge have any 4-star all-inclusive resorts?
Use our "All inclusive" filter to search for your dream resort in Stockbridge where everything is taken care of, from your room to your food, activities and entertainment. We can also help you find standard 4-star stays in and around this amazing destination.