Find Boutique Hotels in Stockbridge, MA from CA $93

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Check availability on Stockbridge Boutique Hotels

No exact matches found, but these alternatives could be just right

Recommended hotels in Stockbridge

Exterior

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,006 reviews)
"As always, our stay at The Red Lion Inn was memorable. Everything was top notch."
United States
Gary
The price is CA $186
CA $269 total
includes taxes & fees
Apr 21 - Apr 22
The Red Lion Inn
Exterior

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.
The price is CA $495
CA $1,001 total
includes taxes & fees
Apr 27 - Apr 28
Walk into town, soak up sun on enclosed porch & steps away from nature trails!
Suite, Private Bathroom (RedBird Suite) | View from room

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
The price is CA $427
CA $516 total
includes taxes & fees
Apr 27 - Apr 28
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (895 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
The price is CA $108
CA $121 total
includes taxes & fees
Apr 23 - Apr 24
Berkshires Untold
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed)

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, (1,003 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
The price is CA $153
CA $170 total
includes taxes & fees
Apr 23 - Apr 24
Best Western Plus Berkshire Hills Inn & Suites
Lobby lounge

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
The price is CA $203
CA $227 total
includes taxes & fees
Apr 20 - Apr 21
Element Lenox Berkshires
Room, 2 Queen Beds, Non Smoking

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (840 reviews)
"Nice place and very reasonable for great location "
United States
Raymond
The price is CA $83
CA $93 total
includes taxes & fees
Apr 15 - Apr 16
Monument Mountain Motel
Lobby

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,003 reviews)
"Great visit all around. Centrally located to the skiing resorts, lots to do in town, decent breakfast spread, clean room, and for a short stay, housekeeping came when unexpected! "
United States
Amy
The price is CA $139
CA $156 total
includes taxes & fees
Apr 27 - Apr 28
Quality Inn Lee - Lenox South
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (447 reviews)
"Everything was great— the cleanliness, the plentiful breakfast, the character and coziness, and the proximity to Amici across the street (free dessert with your room key)."
United States
Patrick
The price is CA $151
CA $165 total
includes taxes & fees
Apr 15 - Apr 16
Shaker Mill Inn
Lake

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, (1,004 reviews)
"Room was spotless, staff was very kind!"
United States
Ilia
The price is CA $138
CA $155 total
includes taxes & fees
Apr 23 - Apr 24
The Black Swan Lee - Lenox, an Ascend Collection Hotel
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

Top Stockbridge Hotel Reviews

Hotel On North

Hotel On North

10/10 Excellent
"Charming hotel in the middle of Pittsfield. Love the art, decor and overall fell. Rooms are charming and cozy. Staff is friendly and welcoming. Great spot to stay with the kids (playroom downstairs is awesome). Love the touch of complementary coffee/tea/hot chocolate - always beautifully stocked and well maintained with great selection of products."
Karina 2-night trip
Posted 5 days ago
Hotel On North

Frequently asked questions

What's there to see and do in Stockbridge?
The bars and historic landmarks are just some of the things to enjoy while you're in the area. Activities and attractions to experience around Stockbridge include Naumkeag Museum, Norman Rockwell Museum, and Berkshire Theatre Festival. For even more to see and do, make a stop at National Shrine of the Divine Mercy, Berkshire Botanical Garden, and Stockbridge Bowl.
What kind of weather should I plan for when I travel to Stockbridge?
Having a good idea of the weather in Stockbridge will help you enjoy your stay to the fullest. 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 my boutique hotel in Stockbridge?
You have a few options for getting to and around Stockbridge. The nearest major airport is Pittsfield, MA (PSF-Pittsfield Municipal), which is located 9.6 mi (15.5 km) from the heart of the city, but Hudson, NY (HCC-Columbia County) may also be an option. If you'd like to venture out around the area, you may want to rent a car for your trip.

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