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Hotels in West Stockbridge

October 2026
11
November 2026

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Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25

Where to stay in West Stockbridge?

A red building with a sign reading "Shaker Mill Inn."
A stone fireplace with a television above it, a kitchen area to the left, and a wooden floor.
A covered patio with a round glass table and metal chairs, a wooden deck, and a view of trees and hills.
A cozy living room with a sofa, a small table, and a bookshelf. There is a window with curtains, and a painting on the wall.

1. Shaker Mill Inn

Shaker Mill Inn
West Stockbridge
$129
$142 total
includes taxes & fees
Nov 10 - Nov 11
Shaker Mill Inn
A group of people performing yoga in an outdoor setting with grass and trees.
A hotel room with a flat-screen TV, a microwave, a refrigerator, a wooden dresser, a bedside lamp, and a framed picture on the wall.
A motel with a row of rooms, a parking lot, and a hilly backdrop.
A hotel room with a bed, two chairs, a small table, and a lamp.

2. Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
West Stockbridge
$77
$84 total
includes taxes & fees
Oct 12 - Oct 13
Pleasant Valley Motel West Stockbridge
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.
A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.
An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.
A modern restaurant with wooden flooring, bar area, and seating arrangements.

3. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
$126
$140 total
includes taxes & fees
Nov 1 - Nov 2
Courtyard by Marriott Lenox Berkshires
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.
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 swimming pool with a surrounding deck, a stone wall, and a building in the background.

4. The Yankee Inn

The Yankee Inn
Lenox
$106
$118 total
includes taxes & fees
Nov 1 - Nov 2
The Yankee Inn
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.
A lakeside lodge with a dock, fishing rods, and outdoor seating.
A lakeside dock with kayaks and a covered boat ramp.
A dining area with large windows, wooden furniture, and a view of a lake.

5. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
$118
$132 total
includes taxes & fees
Nov 5 - Nov 6
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building in the background.
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.

6. The Red Lion Inn

The Red Lion Inn
Stockbridge
$161
$230 total
includes taxes & fees
Nov 3 - Nov 4
The Red Lion Inn
A spacious hotel lobby with multiple seating areas, large windows, and a television.
A room with a blue armchair, an orange armchair, a round table, a floor lamp, and a wardrobe.
A gym with exercise equipment including treadmills, a stationary bike, and free weights.
A large indoor swimming pool with clear water, surrounded by tiled walls and a tiled floor.

7. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
$114
$127 total
includes taxes & fees
Nov 7 - Nov 8
Hampton Inn & Suites Berkshires-Lenox
A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.
An outdoor seating area with Adirondack chairs and a fire feature.
A hotel with a covered entrance, multiple floors, and a landscaped area with flowers and shrubs.
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.

8. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox
$143
$160 total
includes taxes & fees
Nov 8 - Nov 9
Element by Marriott Lenox Berkshires
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.
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.
An outdoor seating area with a sofa, chairs, and tables, and a building with large windows and a door labeled "Hotel Entrance".
A cozy library with bookshelves, a fireplace, and comfortable seating.

9. Berkshires Untold

Berkshires Untold
Lenox
$136
$152 total
includes taxes & fees
Nov 1 - Nov 2
Berkshires Untold
Outdoor pool
Lobby sitting area
Front of property
Lobby sitting area

10. Berkshire Travel Lodge

Berkshire Travel Lodge
Austerlitz
$75
$84 total
includes taxes & fees
Oct 12 - Oct 13
Berkshire Travel Lodge
A large house with a covered patio area featuring outdoor seating and a fire pit.
A sunlit room with large windows, a stone floor, and two rocking chairs.
A well-lit room with a large window, a clock, and a fireplace. There are several chairs and a table with a vase.
A cozy lounge area with plush seating, a fireplace, and large windows offering a view of the outdoors.

11. The Whitlock

The Whitlock
Lenox
$147
$164 total
includes taxes & fees
Nov 2 - Nov 3
The Whitlock
A building with a porch and multiple windows, surrounded by purple flowers.
A living room with a sofa, armchair, coffee table, and a patterned rug.
A Holiday Inn Club Vacations sign for Oak N'Spruce Resort.
A café with a display case, a frozen food section, and a marketplace sign.

12. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
South Lee
$117
$150 total
includes taxes & fees
Oct 13 - Oct 14
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
A snow-covered outdoor area with a patio, seating, and a covered dining area.
A two-story house with a balcony, a brick chimney, and a porch with Adirondack chairs.
A dining area with a glass table, red walls, and framed artwork.
A modern living room with a fireplace, comfortable seating, and a large window with curtains.

13. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
Lenox
$156
$179 total
includes taxes & fees
Oct 27 - Oct 28
The Cornell Inn, Lenox & The Berkshires
A reception area with a fireplace, seating, and a doormat with the logo "Quality".
A modern living room with a fireplace, two blue armchairs, and decorative vases on the mantel.
A hotel room with a sofa, armchair, desk with lamp, television, mini-fridge, and patterned carpet.
A hotel room with a bed, a desk, a television, a microwave, and a sofa.

14. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
Lee
$93
$103 total
includes taxes & fees
Nov 1 - Nov 2
Quality Inn Lee - Lenox South
A hotel room with a bed, a TV, a desk, a chair, and a window with curtains.
A modern hotel lobby with seating areas, tables, and a reception desk.
A breakfast area with a counter, coffee machine, and a display of pastries.
A hotel room with two beds, a desk, a TV, and a window with curtains.

15. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
$83
$93 total
includes taxes & fees
Nov 10 - Nov 11
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A large house with a balcony and a grassy yard.
A two-story building with a gabled roof and a chimney.
A sign for The Little Lion Inn with a lion emblem, indicating a themed establishment.
A hotel room with two beds, a nightstand with a lamp, and a framed picture on the wall.

16. The Little Lion

The Little Lion
Great Barrington
$115
$128 total
includes taxes & fees
Oct 18 - Oct 19
The Little Lion
A large white house with a prominent tower, surrounded by lush greenery and a well-maintained lawn.
A room with a foosball table, a ping pong table, a bar area with stools, a fireplace, and a bookshelf.
A cozy room with a round table, a sofa, a leopard-print armchair, and a large window with a view.
A bedroom with a bed, a fireplace, a staircase, and a TV mounted on the wall.

17. Hideaway Inn Lenox

Hideaway Inn Lenox
Lenox
$135
$150 total
includes taxes & fees
Nov 10 - Nov 11
Hideaway Inn Lenox
Front of property
A living room with a fireplace, leather sofas, and a dog.
Exterior
A hallway with wooden bookshelves, a door, and a bedroom with a bed and floral wallpaper.

18. The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge
$365
$428 total
includes taxes & fees
Nov 1 - Nov 2
The Inn at Stockbridge
A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.
A hotel patio with outdoor seating and a fire pit.
A bar area with a central island, red bar stools, and shelves stocked with bottles and glasses.
A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.

19. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
$128
$143 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Garden Inn Lenox Pittsfield
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.
A Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.
A hotel room with a patterned carpet, a sofa, a chair, a small table, a lamp, a television on a cabinet, and two framed pictures on the wall.
A reception area with a coffee machine, a water dispenser, and a sign indicating the fitness center.

20. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
$93
$104 total
includes taxes & fees
Nov 1 - Nov 2
Best Western Plus Berkshire Hills Inn & Suites
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Go beyond your typical stay in West Stockbridge

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Pet friendly
Pet friendly
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Pool
Pool
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Hot tub
Hot tub
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Spa
Spa
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Cottage
Cottage
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Family friendly
Family friendly
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Apart hotel
Apart hotel
Our prices for hotels in West Stockbridge are cheapest in December

Price trends for hotels in West Stockbridge

Pricing is based on two traveler single night rates
View properties in October

October

High 14°C / low 6°C. Sunny most days.
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Monthly weather averages (˚C)

Top landmarks in West Stockbridge

Ebenezer II Gifts and Antiques

8.0/10 (1 review)
Ebenezer II Gifts and Antiques is in the heart of West Stockbridge, so why not stop by during your stay. If you have fun at Ebenezer II Gifts and Antiques, you'll love Charles H. Baldwin & Sons and Hoffman's Pottery, both a short walk away.
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Hoffman's Pottery

9.4/10 (3 reviews)
Hoffman's Pottery is 0.4 mi (0.6 km) from central West Stockbridge, why not stop by during your stay. If you have fun at Hoffman's Pottery, you'll love Charles H. Baldwin & Sons and Ebenezer II Gifts and Antiques, both a short walk away.
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Charles H. Baldwin & Sons

Charles H. Baldwin & Sons is in the heart of West Stockbridge, so why not stop by during your stay. If you have fun at Charles H. Baldwin & Sons, you'll love Ebenezer II Gifts and Antiques and Hoffman's Pottery, both a short walk away.
See properties

Learn more about West Stockbridge

Notable for its gardens, West Stockbridge features attractions such as Stockbridge Bowl and Charles H. Baldwin & Sons. The city has something for everyone including restaurants along with sights like Ebenezer II Gifts and Antiques and Hoffman's Pottery.

See all hotels in West Stockbridge
A lush green valley with a lake and a house in the distance.

Check out reviews of West Stockbridge hotels guests love

A red building with a sign reading "Shaker Mill Inn."
A stone fireplace with a television above it, a kitchen area to the left, and a wooden floor.
A covered patio with a round glass table and metal chairs, a wooden deck, and a view of trees and hills.
A cozy living room with a sofa, a small table, and a bookshelf. There is a window with curtains, and a painting on the wall.

Shaker Mill Inn

Shaker Mill Inn
West Stockbridge

10/10 Exceptional

United States
Joe
Shaker Mill Inn
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.
A lakeside lodge with a dock, fishing rods, and outdoor seating.
A lakeside dock with kayaks and a covered boat ramp.
A dining area with large windows, wooden furniture, and a view of a lake.

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee

10/10 Exceptional

United States
Sheila
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.
A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.
An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.
A modern restaurant with wooden flooring, bar area, and seating arrangements.

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox

10/10 Exceptional

United States
Alyssa
Courtyard by Marriott Lenox Berkshires
A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.
An outdoor seating area with Adirondack chairs and a fire feature.
A hotel with a covered entrance, multiple floors, and a landscaped area with flowers and shrubs.
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.

Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
Lenox

10/10 Exceptional

United States
Susan
Element by Marriott Lenox Berkshires
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.
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 swimming pool with a surrounding deck, a stone wall, and a building in the background.

The Yankee Inn

The Yankee Inn
Lenox

10/10 Exceptional

United States
Colleen
The Yankee Inn
A snow-covered outdoor area with a patio, seating, and a covered dining area.
A two-story house with a balcony, a brick chimney, and a porch with Adirondack chairs.
A dining area with a glass table, red walls, and framed artwork.
A modern living room with a fireplace, comfortable seating, and a large window with curtains.

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
Lenox

10/10 Exceptional

United States
Lawrence
The Cornell Inn, Lenox & The Berkshires
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.
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.
An outdoor seating area with a sofa, chairs, and tables, and a building with large windows and a door labeled "Hotel Entrance".
A cozy library with bookshelves, a fireplace, and comfortable seating.

Berkshires Untold

Berkshires Untold
Lenox

10/10 Exceptional

United States
Jill
Berkshires Untold
A building with a porch and multiple windows, surrounded by purple flowers.
A living room with a sofa, armchair, coffee table, and a patterned rug.
A Holiday Inn Club Vacations sign for Oak N'Spruce Resort.
A café with a display case, a frozen food section, and a marketplace sign.

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
South Lee

10/10 Exceptional

United States
David
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building in the background.
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.

The Red Lion Inn

The Red Lion Inn
Stockbridge

10/10 Exceptional

United States
Michael
The Red Lion Inn
A spacious hotel lobby with multiple seating areas, large windows, and a television.
A room with a blue armchair, an orange armchair, a round table, a floor lamp, and a wardrobe.
A gym with exercise equipment including treadmills, a stationary bike, and free weights.
A large indoor swimming pool with clear water, surrounded by tiled walls and a tiled floor.

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox

10/10 Exceptional

United States
Colton
Hampton Inn & Suites Berkshires-Lenox
A wooden deck with a table and chairs, surrounded by a metal railing, overlooking a lush green landscape with trees.
A red door with a wreath, number 5, and flower baskets on either side.
A dining table set with placemats, candles, and a centerpiece of flowers.
A white bench with bright pink cushions, a small potted plant, and decorative wall art including a sun and a crescent moon.

The Red Door B&B

The Red Door B&B
Lee

10/10 Exceptional

United States
Rudi
The Red Door B&B
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 modern hotel with a large entrance, multiple floors, and a well-lit facade.

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

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

10/10 Exceptional

United States
Bruce
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A bedroom with a large bed, two armchairs, a small table, and a nightstand with lamps.
A large, two-story house with a wrap-around porch, a covered front porch, and a small front yard.
A cozy living room with a fireplace, a blue sofa, a red armchair, and a coffee table with books and a teapot.
A loft bedroom with a sloped ceiling, a ceiling fan, a floor lamp, a bed with a patterned bedspread, a chair, and a small table.

Brook Farm Inn

Brook Farm Inn
Lenox

10/10 Exceptional

United States
roberta
Brook Farm Inn
An aerial view of a large estate with multiple buildings, surrounded by dense greenery and trees.
A spacious kitchen with wooden beams, a dining area with a large table and chairs, and a view of the outdoors through large windows.
A spacious living room with a high ceiling, wooden beams, a fireplace, and a bookshelf filled with books.
A spacious living room with high ceilings, exposed wooden beams, a fireplace, and comfortable seating.

Inn at Silver Maple Farm

Inn at Silver Maple Farm
East Chatham

10/10 Exceptional

United States
Michelle
Inn at Silver Maple Farm
Front of property
A living room with a fireplace, leather sofas, and a dog.
Exterior
A hallway with wooden bookshelves, a door, and a bedroom with a bed and floral wallpaper.

The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge

10/10 Exceptional

United States
Kevin
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 well-maintained garden with a swimming pool, surrounded by lush greenery and a white building.
A dining area with tables set for a meal, surrounded by large windows offering a view of trees and a garden.

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

10/10 Exceptional

United States
Charles
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
A reception area with a fireplace, seating, and a doormat with the logo "Quality".
A modern living room with a fireplace, two blue armchairs, and decorative vases on the mantel.
A hotel room with a sofa, armchair, desk with lamp, television, mini-fridge, and patterned carpet.
A hotel room with a bed, a desk, a television, a microwave, and a sofa.

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
Lee

10/10 Exceptional

United States
Anonymous traveler
Quality Inn Lee - Lenox South
A hotel room with a bed, a TV, a desk, a chair, and a window with curtains.
A modern hotel lobby with seating areas, tables, and a reception desk.
A breakfast area with a counter, coffee machine, and a display of pastries.
A hotel room with two beds, a desk, a TV, and a window with curtains.

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington

10/10 Exceptional

United States
Alana
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.
A hotel patio with outdoor seating and a fire pit.
A bar area with a central island, red bar stools, and shelves stocked with bottles and glasses.
A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield

10/10 Exceptional

United States
t
Hilton Garden Inn Lenox Pittsfield

Frequently Asked Questions

What accommodations do travelers recommend in West Stockbridge?

Guests like Shaker Mill Inn, Pleasant Valley Motel West Stockbridge and Berkshire Mountain Lodge.

Can I book refundable accommodations in West Stockbridge?

If you want the flexibility to change your travel plans to West Stockbridge, most accommodations offer refundable* rates you can book. You can find these properties by searching our site and using the "fully refundable" filter to narrow down the results.

Where can I stay in West Stockbridge if I want a vacation home instead of a hotel?

If you want a good alternative to a hotel, browse our selection of 20 vacation homes. You can also book one of the 5 cabins for your stay.

What will the weather in West Stockbridge be like during my trip?

July and August are typically the warmest months in West Stockbridge when the average temp is 66°F. January and February are the coldest months when the average temperature is 27°F. October and July are the months with the most rain.

Why should I book my West Stockbridge hotel with Hotels.com?

There are lots of reasons to book your West Stockbridge trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.