A river surrounded by autumn-colored trees and a forested hill.

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Check availability on Stockbridge Hotels with a Concierge

Tonight
Oct 21 - Oct 22
Tomorrow
Oct 22 - Oct 23
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Stockbridge hotels with concierge

A straw hat, sunglasses, and two drinks on a striped towel by a body of water.
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.
A bar with wooden floors and shelves filled with bottles.
A brick pathway lined with autumn foliage and pumpkins, leading to a white building with a porch decorated with hanging flowers.

1. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
Mallory
￥24,932
￥35,712 total
includes taxes & fees
Nov 8 - Nov 9
The Red Lion Inn
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 well-maintained garden with a swimming pool, surrounded by lush greenery and a white building.

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
United States
Philippe
￥54,405
￥65,815 total
includes taxes & fees
Nov 6 - Nov 7
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.
A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.
A cozy room with a wooden desk, a chair with a blanket, a fireplace with a fire, a mirror, and a poster on the wall.
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

3. The Yankee Inn

The Yankee Inn
Lenox
United States
Basil
￥14,530
￥16,230 total
includes taxes & fees
Oct 27 - Oct 28
The Yankee Inn
A snow-covered outdoor area with a patio, seating, and a covered dining area.
A snow-covered outdoor area with a small bridge over a stream, surrounded by trees and illuminated by string lights.
A dining area with a glass table, red walls, and framed artwork.
A two-story house with a balcony, a brick chimney, and a porch with Adirondack chairs.

4. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
Lenox
United Kingdom
judith
￥24,289
￥27,860 total
includes taxes & fees
Oct 28 - Oct 29
The Cornell Inn, Lenox & The Berkshires
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.
An outdoor seating area with a sofa, chairs, and tables, and a building with large windows and a door labeled "Hotel Entrance".
A spacious bar area with a long counter and multiple stools, a seating area with a sofa and chairs, and a view through large windows to the outdoors.
A cozy library with bookshelves, a fireplace, and comfortable seating.

5. Berkshires Untold

Berkshires Untold
Lenox
United States
Madhavi R
￥20,606
￥23,017 total
includes taxes & fees
Nov 11 - Nov 12
Berkshires Untold
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A modern cafe with a counter, seating area, and large windows.
A snack bar with shelves of snacks and a refrigerated display.
A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.

6. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
United States
Ginger
￥15,037
￥16,797 total
includes taxes & fees
Nov 19 - Nov 20
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A dining area with a round table and four chairs, a radiator, and a window with a view of greenery.
A large, two-story white building with a symmetrical facade, columns, and a central entrance.
A pool table in a room with a patterned rug, a shelf with decorative items, and a window with a view of greenery.
A small cabin with two Adirondack chairs in a grassy field, surrounded by trees and a mountain in the background.

7. Granville House

Granville House
Housatonic
United States
Cynthia
￥40,203
￥44,907 total
includes taxes & fees
Oct 25 - Oct 26
Granville House
A large, two-story house with a well-maintained lawn and a fence.
A spacious living room with a fireplace, a dining area with a table and chairs, and large windows offering a view of the outdoors.
A house with a fire pit in the yard, outdoor seating, and a large window overlooking the yard.
A bedroom with a large bed, a fireplace, a bathtub, and a window with a view of greenery.

8. Devonfield Inn B&B

Devonfield Inn B&B
Lee
United States
Sebastien
￥58,405
￥65,238 total
includes taxes & fees
Nov 2 - Nov 3
Devonfield Inn B&B
A fire pit with rocks and logs, surrounded by red Adirondack chairs, set in a grassy area with trees and a lake in the background.
A small, modern room with a desk, chair, and a flat-screen TV mounted on the wall.
A room with two beds, a round mirror, a red box, and a hanging light fixture.
A two-story house with a covered porch, a driveway, and a lawn with outdoor seating.

9. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
United States
mike
￥19,112
￥21,348 total
includes taxes & fees
Nov 11 - Nov 12
Berkshire Lake Lodge
A multi-story hotel with a classic facade, large windows, and a prominent entrance.
A library with bookshelves, a television, and two armchairs.
A restaurant with a large open dining area, wooden tables and chairs, and a brick wall with a colorful mural.
A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.

10. Hotel On North

Hotel On North
Pittsfield
United States
Devon
￥20,742
￥23,169 total
includes taxes & fees
Nov 4 - Nov 5
Hotel On North
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Top Stockbridge Hotel Reviews

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"The staff are all accommodating and kind. They have an excellent and popular restaurant on property, MINT. Delicious food overlooking the pond. Beautiful setting and a nice contnental breakfast. Everything is very clean and comfortable beds."
Cathy 2-night trip
Posted 2 hours ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"This is hands down my favorite hotel, and I have stayed here before and will keep coming back again and again! Everything about this place makes it feel special. The rooms are always spotless, incredibly spacious, and equipped with everything you need to feel right at home. Having a coffee maker, a full-size refrigerator, an oven, and a stove makes such a difference, especially for longer stays. The excellent jacuzzi is another big plus and makes it easy to relax and unwind. The property also has so many great amenities, and the surrounding nature is absolutely beautiful. There are plenty of amazing places to explore nearby, making it a perfect destination for a relaxing getaway while still having lots of things to do. What I love most is that the rooms feel more like a fully equipped apartment than a typical hotel room. It’s the kind of place where you can truly settle in, feel comfortable, and wish you could stay longer. I absolutely love this hotel, and it will always be one of my favorite places to stay. I will definitely be back again and again!"
Diana 1-night trip
Posted 3 hours ago
Vacation Village in the Berkshires
Hotel On North

Hotel On North

10/10 Excellent
"Staff is awesome and this dog friendly hotel doesn’t feel dirty or different than any other boutique hotel."
Vicki 1-night trip
Posted 17 hours ago
Hotel On North
The Yankee Inn

The Yankee Inn

10/10 Excellent
"The old fashioned touches like real glasses in the rooms. The flower selections around the property. The condition of the indoor pool and whirlpool were great.The pond and surrounding land are great. Nicest motor lodge I've been to."
Erin 1-night trip
Posted 22 hours ago
The Yankee Inn
The Inn at Stockbridge

The Inn at Stockbridge

10/10 Excellent
"Wonderful place… clean, cosy room, comfy bed, friendly staff, great breakfast. Delightful location near Norman Rockwell museum."
Kimberly 1-night trip
Posted 23 hours ago
The Inn at Stockbridge

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