Luxury Hotels in Stockbridge

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Sep 30 - Oct 1
Tomorrow
Oct 1 - Oct 2
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Luxury Hotels in Stockbridge

Front of property
A stone fountain surrounded by trees in a park setting.
Exterior
A living room with a fireplace, leather sofas, and a dog.

1. The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge
  • 24-hour gym
$438
$514 total
includes taxes & fees
Oct 1 - Oct 2
The Inn at Stockbridge
A two-story house with a brick entrance and a white facade.
A neatly arranged bedroom with a bed, bedside table, and a dresser.
A cozy room with a wooden floor, a dining table with a lamp, a chair, a cabinet, and a window with curtains.
A dining area with tables set for a meal, surrounded by large windows offering a view of trees and a garden.

2. 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
Stockbridge
  • Concierge services
$516
$625 total
includes taxes & fees
Oct 18 - Oct 19
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
A large, two-story house with a well-maintained lawn and a fence.
A bedroom with a large bed, a fireplace, a bathtub, and a window with a view of greenery.
A house with a fire pit in the yard, outdoor seating, and a large window overlooking the yard.
A dining area with a table set for two, a view of a green landscape through large windows, and outdoor seating with a view.

3. Devonfield Inn B&B

Devonfield Inn B&B
Lee
  • Outdoor pool
  • Concierge services
$409
$457 total
includes taxes & fees
Oct 25 - Oct 26
Devonfield Inn B&B
A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.
A modern apartment with a living room, kitchenette, and dining area.
A covered porch with a wooden floor and white railing, overlooking a green lawn and a clear blue sky.
A hotel room with two beds, a nightstand with a lamp, and a window with curtains.

4. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
Pittsfield
  • Pet friendly
  • Free parking
  • Free WiFi
  • Air conditioning
  • Laundry facilities
$99
$111 total
includes taxes & fees
Oct 1 - Oct 2
The Central Downtown Inn & Suites
A white house with a balcony, green shutters, and a front door with a decorative glass panel. There are two large flower pots on the steps.
A room with a grand piano, a chessboard, a horse statue, and a blue armchair.
A grand staircase with red carpeted steps and a wooden handrail, leading to a landing with a vase of flowers and a framed picture.
A dining room with a large table set for a meal, surrounded by ornate chairs.

5. Hampton Terrace Inn

Hampton Terrace Inn
Lenox
  • Concierge services
$254
$284 total
includes taxes & fees
Oct 29 - Oct 30
Hampton Terrace Inn
A dining area with round tables set for two, a fireplace, and a mural on the wall.
A room with two brown leather armchairs, a wooden side table with a lamp, a potted plant, and a window with a view of a snowy landscape.
A white two-story house with a front door, windows, and a chimney.
A cozy room with a fireplace, wooden walls, a bed with a patterned bedspread, and two wall-mounted lamps.

6. The Old Inn On The Green

The Old Inn On The Green
Great Barrington
  • Pool
  • Free breakfast
  • Pet friendly
  • Free parking
  • Free WiFi
  • Restaurant
$330
$398 total
includes taxes & fees
Oct 1 - Oct 2
The Old Inn On The Green
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Top landmarks in Stockbridge

Norman Rockwell Museum

9.4/10 (347 reviews)
Norman Rockwell Museum is 0.8 mi (1.2 km) from central Stockbridge, why not stop by during your stay. If you want to experience more of the culture Stockbridge has to offer, head to Berkshire Botanical Garden, Naumkeag Museum, and National Shrine of the Divine Mercy.
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National Shrine of the Divine Mercy

9.0/10 (83 reviews)
If seeing the sights is on your list of things to do, head to National Shrine of the Divine Mercy— just one of the landmarks located 0.5 mi (0.8 km) from central Stockbridge.
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Naumkeag Museum

9.4/10 (10 reviews)
If museums are on your list of things to see, then you might want to head to Naumkeag Museum, located in the heart of Stockbridge.If you want to see more of the museums in Stockbridge, you can easily walk to Mission House.
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Berkshire Botanical Garden

9.4/10 (14 reviews)
Ready for an education in local botany? Berkshire Botanical Garden should make your list of places to visit, located 1.2 mi (2 km) from central Stockbridge. Want to stretch your legs some more? Head to Naumkeag Museum and The Mount, both nearby.
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Stockbridge Bowl

Check out the water views and take some great vacation pics at Stockbridge Bowl in Stockbridge.
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Frelinghuysen Morris House and Studio

8.2/10 (10 reviews)
Frelinghuysen Morris House and Studio is 4.4 mi (7 km) from central Stockbridge, why not stop by during your stay. If you want to experience more of the culture Stockbridge has to offer, head to Tanglewood Music Center, Shakespeare and Company, and Lenox Library.
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Berkshire Theatre Festival

8.8/10 (3 reviews)
Berkshire Theatre Festival is 0.9 mi (1.5 km) from central Stockbridge, why not stop by during your stay. If you enjoy the show and want to see another, Shakespeare and Company and Tanglewood Music Center are both not far.
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Schantz Galleries

7.2/10 (5 reviews)
Art fans might want to browse the collections at Schantz Galleries in Stockbridge. If you want to see more of the art galleries in Stockbridge, Norman Rockwell Museum and Art et Industrie aren't far.
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