Hotels in West Stockbridge from P4,354 for 2026 - Fully Refundable Options

A mountainous landscape with a lake and dense forests.

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Our top choices for West Stockbridge hotels

A red building with a sign reading "Shaker Mill Inn."

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.

A stone fireplace with a television above it, a kitchen area to the left, and a wooden floor.

A cozy room with a bed, a sofa, a small table, and a desk. There are two lamps on the bed and a window with curtains.

1. Shaker Mill Inn

West Stockbridge

Mervin

P8,600

P9,435 total

includes taxes & fees

Nov 1 - Nov 2

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 hotel room with a bed, two chairs, a small table, and a lamp.

A motel with a row of rooms, a parking lot, and a hilly backdrop.

2. Pleasant Valley Motel West Stockbridge

West Stockbridge

James

P4,301

P4,718 total

includes taxes & fees

Oct 12 - Oct 13

A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

A covered porch with wicker furniture and hanging flower baskets.

A bar with wooden floors and shelves filled with bottles.

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building in the background.

3. The Red Lion Inn

Stockbridge

Stephan

P9,886

P14,161 total

includes taxes & fees

Nov 3 - Nov 4

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.

A modern restaurant with wooden flooring, bar area, and seating arrangements.

An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.

4. Courtyard by Marriott Lenox Berkshires

Lenox

Tracy

P7,884

P8,806 total

includes taxes & fees

Nov 5 - Nov 6

A snow-covered outdoor area with a patio, seating, and a covered dining area.

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.

A two-story house with a balcony, a brick chimney, and a porch with Adirondack chairs.

5. The Cornell Inn, Lenox & The Berkshires

Lenox

Rosann

P9,631

P11,047 total

includes taxes & fees

Oct 27 - Oct 28

A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

A lodge with a large building and a dock by a lake, surrounded by forest.

A lakeside lodge with a dock, fishing rods, and outdoor seating.

A lakeside dock with kayaks and a covered boat ramp.

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

Lee

Bob

P7,469

P8,343 total

includes taxes & fees

Nov 2 - Nov 3

A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

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 view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.

A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.

7. The Yankee Inn

Lenox

William

P6,653

P7,431 total

includes taxes & fees

Nov 1 - Nov 2

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.

A cozy library with bookshelves, a fireplace, and comfortable seating.

An outdoor seating area with a sofa, chairs, and tables, and a building with large windows and a door labeled "Hotel Entrance".

8. Berkshires Untold

Lenox

Madhavi R

P8,171

P9,127 total

includes taxes & fees

Nov 2 - Nov 3

A large house with a covered patio area featuring outdoor seating and a fire pit.

A corner dining area with a wooden table set for four, surrounded by upholstered chairs.

A cozy lounge area with plush seating, a fireplace, and large windows offering a view of the outdoors.

A well-lit room with a large window, a clock, and a fireplace. There are several chairs and a table with a vase.

9. The Whitlock

Lenox

Michael

P8,109

P9,058 total

includes taxes & fees

Nov 2 - Nov 3

A spacious hotel lobby with multiple seating areas, large windows, and a television.

A large indoor swimming pool with clear water, surrounded by tiled walls and a tiled floor.

A hotel room with a bed, a nightstand with a lamp and phone, a chair, and framed pictures on the wall.

10. Hampton Inn & Suites Berkshires-Lenox

Lenox

Thomas

P7,149

P7,985 total

includes taxes & fees

Nov 7 - Nov 8

A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.

A spacious living room with a large sofa, a coffee table, and a fireplace.

A bar area with a central island, red bar stools, and shelves stocked with bottles and glasses.

A hotel patio with outdoor seating and a fire pit.

11. Hilton Garden Inn Lenox Pittsfield

Pittsfield

James

P8,026

P8,965 total

includes taxes & fees

Nov 8 - Nov 9

A building with a porch and multiple windows, surrounded by purple flowers.

A Holiday Inn Club Vacations sign for Oak N'Spruce Resort.

A living room with a sofa, armchair, coffee table, and a patterned rug.

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

South Lee

Jared

P7,343

P9,429 total

includes taxes & fees

Oct 12 - Oct 13

A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

A corner market with a sign reading "the Corner Market" and shelves stocked with various snacks and groceries.

An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.

A modern hotel lobby with a seating area, a sofa, and a large window with curtains.

13. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

Bruce

P9,016

P10,071 total

includes taxes & fees

Nov 2 - Nov 3

A hotel room with a bed, a desk, a television, a microwave, and a sofa.

A modern living room with a fireplace, two blue armchairs, and decorative vases on the mantel.

A modern kitchen with a coffee machine, a refrigerator, and a dining area with chairs and tables.

14. Quality Inn Lee - Lenox South

Lee

Christine

P5,815

P6,495 total

includes taxes & fees

Nov 1 - Nov 2

A large, two-story house with a wrap-around porch, a covered front porch, and a small front yard.

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.

A dining table set with a vase of flowers, a book, and cutlery.

A bed with a white lace bedspread, a tray with cookies and a bottle, and two glasses of red wine.

15. Brook Farm Inn

Lenox

Carrie

P12,208

P14,139 total

includes taxes & fees

Nov 5 - Nov 6

A two-story house with a brick entrance and a white facade.

A well-maintained garden with a swimming pool, surrounded by lush greenery and a white building.

A neatly arranged bedroom with a bed, bedside table, and a dresser.

A dining area with tables set for a meal, surrounded by large windows offering a view of trees and a garden.

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

Stockbridge

Philippe

P23,971

P28,998 total

includes taxes & fees

Nov 7 - Nov 8

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.

17. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

Joe

P5,867

P6,554 total

includes taxes & fees

Nov 2 - Nov 3

A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.

A reception area with a wooden reception desk, modern pendant lighting, and a vertical garden wall.

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.

18. Element by Marriott Lenox Berkshires

Lenox

Kirsty

P8,975

P10,025 total

includes taxes & fees

Nov 8 - Nov 9

A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

A spacious lobby with a fireplace, seating area, and a bar.

An indoor swimming pool with a high ceiling, multiple windows, and seating areas.

A garden with wooden Adirondack chairs and a stone pathway.

19. Berkshire Mountain Lodge

Pittsfield

marilyn

P5,562

P7,614 total

includes taxes & fees

Nov 8 - Nov 9

A modern hotel lobby with seating areas, tables, and a reception desk.

A hotel room with two beds, a desk, a TV, and a window with curtains.

A kitchenette with a microwave, coffee maker, and coffee cups.

A breakfast area with a counter, coffee machine, and a display of pastries.

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

Great Barrington

Maria Dulce

P6,214

P6,941 total

includes taxes & fees

Nov 8 - Nov 9

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Stay near popular West Stockbridge attractions

Charles H. Baldwin & Sons

This historic shop has crafted pure vanilla extract using traditional methods since 1888. Visit the charming storefront to discover artisanal extracts and baking ingredients.

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Hoffman's Pottery

9.4/10 (3 reviews)

Discover vibrant, hand-built ceramic art at Hoffman Pottery, where Elaine's colorful creations exude energy and movement. Browse bowls, vases, and garden sculptures while chatting with the artist about her process.

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Ebenezer II Gifts and Antiques

8.0/10 (1 review)

This charming antique shop showcases curated treasures that evoke timeless nostalgia. Spend an hour browsing the eclectic collection and chat with knowledgeable staff about the stories behind unique pieces.

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Learn more about West Stockbridge

The historic Turn Park Art Space showcases outdoor sculptures along winding paths overlooking the Housatonic River. Grab breakfast at Six Depot Roastery before browsing the charming shops and galleries along Main Street.

See all hotels in West Stockbridge

A lush green valley with a lake and a house in the distance.

Top West Stockbridge Hotel Reviews

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

10/10 Excellent

"This hotel was clean and in a good location. The staff was friendly and helpful. I loved their nice pool and jacuzzi and enjoyed it. Breakfast was OK. Rooms are clean and big enough to make your money worth for it. One more important thing for us was its free and big parking lot."

The Yankee Inn

10/10 Excellent

"Not enough bath clothes towels not enough outlets around the bed for people who have cpap or breathing problems."

Pocketbook Hotel and Bath

10/10 Excellent

"The room and property is clean, staffs are friendly. But the old warehouse structure makes it not the best sound proof, you can hear every steps from the upstairs. Overall a great experience, highly recommended!"

Vacation Village in the Berkshires

10/10 Excellent

"Very spacious and clean room , at an affordable price vast of amenities surrounded by nature"

The Red Lion Inn

8/10 Good

"Would go there again but would request to be in the main Inn, they have properties all over the town center that are considered the Inn. That was disappointing. A very unique property and super cute!"

St. Charles Hotel

8/10 Good

"The St. Charles hotel is a good place to stay if you are looking for a great location to stay. It's within walking distance of restaurants and close to places to visit. However the WiFi network does kick out a lot."

Quality Inn Great Barrington

8/10 Good

"The staff was very pleasant and helpful. Breakfast was good. They had delicious and fresh muffins. Parking was right outside our door."

Prospect Berkshires

10/10 Excellent

"Absolutely spectacular resort! Could not have enjoyed more."

Shaker Mill Inn

10/10 Excellent

"Everything was just perfect, except for the housekeeper didn’t make the bed and empty the trash"

More cheap stays in West Stockbridge

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

P3,898

P4,354 total

Oct 11 - Oct 12

includes taxes & fees

5.4/10 (918 reviews)

Quality Inn Great Barrington

372 Main Street Great Barrington MA

P4,751

P5,306 total

Nov 1 - Nov 2

includes taxes & fees