Best Resorts in Stockbridge

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Recommended hotels in Stockbridge

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,001 reviews)
"As always, our stay at The Red Lion Inn was memorable. Everything was top notch."
United States
Gary
$189 nightly
The price is $211
Apr 14 - Apr 15
Total with taxes and fees
The Red Lion Inn

Walk into town, soak up sun on enclosed porch & steps away from nature trails!

Walk into town, soak up sun on enclosed porch & steps away from nature trails!
Stockbridge
10.0 out of 10, Exceptional, (35 reviews)
"Charming house in a wonderful setting in the Berkshires. "
United States
Mark Cristen J.
$650 nightly
The price is $726
Apr 8 - Apr 9
Total with taxes and fees
Walk into town, soak up sun on enclosed porch & steps away from nature trails!

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
Stockbridge
9.2 out of 10, Wonderful, (110 reviews)
"Great breakfast, friendly helpful staff, pretty yard, good location "
United States
Deborah
$335 nightly
The price is $374
Apr 20 - Apr 21
Total with taxes and fees
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (888 reviews)
"This was a great stay! The room and hotel itself were up to date and was overall a great location to check out the Berkshires. We ate one night at the hotel too and the dinner was really good! I recommend the mushroom ravioli, would stay again."
United States
Payton
$102 nightly
The price is $114
Apr 7 - Apr 8
Total with taxes and fees
Berkshires Untold

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,002 reviews)
"It was a solid experience at the Best western, staff was super nice, the room was spacious and clean, the breakfast was delicious and the location is superb. Overall it was a great experience and will definitely stay there again "
United States
Kristina
$123 nightly
The price is $137
Apr 9 - Apr 10
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (25 reviews)
"Friendly staff, beautiful interiors."
United States
Izabela
$143 nightly
The price is $160
Apr 13 - Apr 14
Total with taxes and fees
Element Lenox Berkshires

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (446 reviews)
"Had everything we needed. Very thoughtful touches. "
United States
Mark
$100 nightly
The price is $110
Apr 9 - Apr 10
Total with taxes and fees
Shaker Mill Inn

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (838 reviews)
"Nice place and very reasonable for great location "
United States
Raymond
$67 nightly
The price is $74
Apr 7 - Apr 8
Total with taxes and fees
Monument Mountain Motel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,003 reviews)
"Room was spotless, staff was very kind!"
United States
Ilia
$100 nightly
The price is $112
Apr 19 - Apr 20
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (895 reviews)
"Overall pleasant stay; great facilities, staff, and location"
United States
Casey
$108 nightly
The price is $120
May 5 - May 6
Total with taxes and fees
Berkshire Mountain Lodge

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (44 reviews)
"Clean, cute, private, nice location. Breakfast was wonderful. Great value as well. Would definitely go back. "
United States
Kristinna
$152 nightly
The price is $170
Apr 7 - Apr 8
Total with taxes and fees
Wilder House Berkshires

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.4 out of 10, Very Good, (1,002 reviews)
"Great location, friendly staff"
United States
James
$67 nightly
The price is $75
Apr 20 - Apr 21
Total with taxes and fees
Quality Inn Great Barrington

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (754 reviews)
"Staff was great! Clean room, parking was always available. Breakfast was great. Had a great time!"
United States
Brigid
$115 nightly
The price is $128
Apr 20 - Apr 21
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG

The Whitlock

The Whitlock
2.0 star property
Lenox
8.6 out of 10, Excellent, (292 reviews)
"Lovely historical hotel within walking distance to many great shops and restaurants. Staff members maintained good communication and were very helpful throughout our stay. Rooms were clean, quiet, and comfortable. Would definitely stay there again."
United States
Elaine
$110 nightly
The price is $122
Apr 7 - Apr 8
Total with taxes and fees
The Whitlock

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,003 reviews)
"Very clean, modern hotel. Would definitely stay here again. "
United States
Debra
$111 nightly
The price is $124
Apr 13 - Apr 14
Total with taxes and fees
Hampton Inn & Suites Berkshires-Lenox

the Alander

the Alander
2.5 star property
Copake
9.0 out of 10, Wonderful, (214 reviews)
"Delightful and well appointed stay! Close to so many things and very cozy."
United States
Jackie
$140 nightly
The price is $157
Apr 7 - Apr 8
Total with taxes and fees
the Alander

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (416 reviews)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
$105 nightly
The price is $121
Apr 7 - Apr 8
Total with taxes and fees
Locust Tree Bed and Breakfast LLC

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (555 reviews)
"Clean … check in , good location for us .. we’ll be back in Maynn"
United States
Kathleen
$108 nightly
The price is $120
Apr 26 - Apr 27
Total with taxes and fees
The Little Lion

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (575 reviews)
"Excellent location!!"
United States
Abdul Samad
$75 nightly
The price is $84
Apr 7 - Apr 8
Total with taxes and fees
Travelodge by Wyndham Great Barrington Berkshires

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (173 reviews)
"Best host (Lucas) makes all the difference! Great views and delicious breakfasts. "
United States
diane
$154 nightly
The price is $177
Apr 19 - Apr 20
Total with taxes and fees
Blackberry River Inn
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Top Stockbridge Hotel Reviews

Find out more about Stockbridge

Stockbridge Resorts information

Number of reviews
10,855
Accommodation
33 Resorts
Lowest Price
$74
Highest Price
$726

Frequently asked questions

What can I expect from a resort vacation in Stockbridge?
You deserve a getaway, and a resort is just the place to treat yourself to the services and amenities you need for a relaxing time in Stockbridge. One of the comfortable resorts in the area might be just what you're searching for, whether you want an amazing pool, a state-of-the-art fitness center, or nightly entertainment options.
What's the best resort for my stay in Stockbridge?
Our highest-rated resort near Stockbridge: Holiday Inn Club Vacations Oak 'n Spruce Resort - Ski resort. 2.7 mi (4.3 km) from Stockbridge. Access to a sauna, a fitness center, and a terrace.
What can I do in Stockbridge?
Travelers enjoy visiting the historic sites and other landmarks in Stockbridge, and also have good things to say about its bars. Learn about the local history at monuments like National Shrine of the Divine Mercy, or bring the kids to Berkshire Botanical Garden for some family fun. Additional attractions in the area include Naumkeag Museum and Norman Rockwell Museum.
What's the weather like in Stockbridge?
The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Stockbridge are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What's the best way to get to and around Stockbridge?
Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 9.6 mi (15.5 km) away from the heart of the city. Otherwise, you can search for flights to Hudson, NY (HCC-Columbia County), which is 20 mi (32.3 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.

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