Hotels in West Stockbridge from P4,233 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 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

West Stockbridge

Mervin

P8,644

P9,483 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 bed, two chairs, a small table, and a lamp.

A reception desk with a framed floral painting, a deer head, and a sign about pets.

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.

2. Pleasant Valley Motel West Stockbridge

West Stockbridge

James

P3,859

P4,233 total

includes taxes & fees

Oct 8 - Oct 9

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

A brick pathway lined with autumn foliage and pumpkins, leading to a white building with a porch decorated with hanging flowers.

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

P9,867

P14,133 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 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.

A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.

4. Courtyard by Marriott Lenox Berkshires

Lenox

Tracy

P7,868

P8,789 total

includes taxes & fees

Nov 1 - Nov 2

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

A snow-covered outdoor area with a small bridge over a stream, surrounded by trees and illuminated by string lights.

5. The Cornell Inn, Lenox & The Berkshires

Lenox

Rosann

P9,612

P11,026 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 lakeside dock with kayaks and a covered boat ramp.

A dining area with large windows, wooden furniture, and a view of a lake.

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

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

Lee

Bob

P7,241

P8,088 total

includes taxes & fees

Nov 1 - Nov 2

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 swimming pool with a surrounding deck, a stone wall, and a building in the background.

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

7. The Yankee Inn

Lenox

William

P6,640

P7,417 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 cozy library with bookshelves, a fireplace, and comfortable seating.

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".

8. Berkshires Untold

Lenox

Madhavi R

P8,247

P9,212 total

includes taxes & fees

Nov 1 - Nov 2

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

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

A sunlit room with large windows, a stone floor, and two rocking chairs.

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

9. The Whitlock

Lenox

Michael

P8,484

P9,477 total

includes taxes & fees

Nov 5 - Nov 6

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

A grocery store with shelves stocked with snacks and beverages, a refrigerated display case, and a wall with hexagonal patterns.

A modern living room with a fireplace, flat-screen TV, sofa, chairs, and tables.

10. Hampton Inn & Suites Berkshires-Lenox

Lenox

Thomas

P7,207

P8,050 total

includes taxes & fees

Nov 4 - Nov 5

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

A hotel room with a sofa, armchair, desk with lamp, television, mini-fridge, and patterned carpet.

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

11. Quality Inn Lee - Lenox South

Lee

Christine

P5,804

P6,483 total

includes taxes & fees

Nov 1 - Nov 2

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

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.

A hotel lobby with multiple seating areas, including tables and chairs, a large flat-screen TV mounted on the wall, and a patterned carpet.

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

Great Barrington

Bruce

P8,998

P10,051 total

includes taxes & fees

Nov 2 - Nov 3

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

A large indoor swimming pool with multiple lanes, surrounded by lounge chairs and a glass wall.

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

A hotel patio with outdoor seating and a fire pit.

13. Hilton Garden Inn Lenox Pittsfield

Pittsfield

James

P8,010

P8,947 total

includes taxes & fees

Nov 1 - Nov 2

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.

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

Stockbridge

Philippe

P23,924

P28,941 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 cozy living room with a fireplace, a blue sofa, a red armchair, and a coffee table with books and a teapot.

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

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.

15. Brook Farm Inn

Lenox

Carrie

P12,184

P14,111 total

includes taxes & fees

Nov 2 - Nov 3

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

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

A garden with wooden Adirondack chairs and a stone pathway.

A hotel lobby with a snow-covered entrance and a sign reading "Lobby".

16. Berkshire Mountain Lodge

Pittsfield

marilyn

P5,370

P7,397 total

includes taxes & fees

Oct 18 - Oct 19

A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.

A reception area with grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.

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

P5,856

P6,541 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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

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

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

Great Barrington

Maria Dulce

P5,951

P6,647 total

includes taxes & fees

Nov 1 - Nov 2

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

A hotel room with a large bed, a bathroom with a bathtub, a vanity with a mirror, and a window with curtains.

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.

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

South Lee

Jared

P7,329

P9,411 total

includes taxes & fees

Oct 8 - Oct 9

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 modern kitchen with wooden cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.

An outdoor seating area with Adirondack chairs and a fire feature.

20. Element by Marriott Lenox Berkshires

Lenox

Kirsty

P9,459

P10,565 total

includes taxes & fees

Nov 1 - Nov 2

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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

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!"

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent

"Went here for our 24th Wedding Anniversary!! We picked the area so we could go to the Norman Rockwell museum. To our surprise we were upgraded to a Villa. Thank you so much Becky for the accommodations. We will be back!"

Pocketbook Hotel and Bath

8/10 Good

"."

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"

Pleasant Valley Motel West Stockbridge

8/10 Good

"The room was fairly clean, but the wallpaper is peeling away from the wall. The towel hanging on the towel rod had dark gray streaks like it had already been used."

More cheap stays in West Stockbridge

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

P3,890

P4,345 total

Oct 8 - Oct 9

includes taxes & fees

Quality Inn Great Barrington

372 Main Street Great Barrington MA

P4,781

P5,341 total

Nov 1 - Nov 2

includes taxes & fees

8.6/10 Excellent! (1,000 reviews)

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

1055 South Street Pittsfield MA

P6,452

P7,207 total

Nov 4 - Nov 5

includes taxes & fees

The Yankee Inn

461 Pittsfield Rd Lenox MA

P6,640

P7,417 total

Nov 1 - Nov 2

includes taxes & fees

9.2/10 Wonderful! (1,007 reviews)

St. Charles Hotel

16 Park Place Hudson NY

P9,396

P10,617 total

Oct 12 - Oct 13

includes taxes & fees

6.6/10 (990 reviews)

Pocketbook Hotel and Bath

549 Washington Street Hudson NY

P12,638

P17,112 total

Nov 1 - Nov 2

includes taxes & fees

8.6/10 Excellent! (87 reviews)

Frequently asked questions

What's the best place to stay in West Stockbridge?

Shaker Mill Inn is one of the top choices for your stay based on our traveler data. This B&B offers free parking and a library. Pleasant Valley Motel West Stockbridge is another good choice for your visit. See all available top hotels, or vacation rentals in West Stockbridge.

If I need to cancel my hotel reservation in West Stockbridge, will I receive a refund?

Yes, you'll find most hotel reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, it might still be possible to cancel it and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in West Stockbridge.

What is the top LGBTQ-friendly accommodation in West Stockbridge?

Shaker Mill Inn is a top LGBTQ-friendly B&B that features free parking and a library. See all available hotels listed as LGBTQ-friendly in West Stockbridge.

What are some hotels with pools in West Stockbridge?

Vacation Village in the Berkshires: Aparthotel, 14-minute walk from Jiminy Peak Mountain Resort. Features a children's pool, an indoor pool, and free self parking. Berkshire Mountain Lodge and The Yankee Inn are a couple of other choices that offer an onsite pool. View all hotels with pools in West Stockbridge.

What is staying in West Stockbridge like?

Budget-minded travelers will find good deals in West Stockbridge, and many visitors are sure to appreciate the gardens and restaurants. Tourists can also enjoy so much more including its lake views. In West Stockbridge, there are 33 hotels and other accommodations to choose from. Find out more about West Stockbridge.

What is there to see in West Stockbridge?

Attractions like Charles H. Baldwin & Sons, Ebenezer II Gifts and Antiques, and Hoffman's Pottery are fun for kids of all ages. Additionally, you might want to add Stockbridge Bowl to your itinerary. Check out what more to see and do in Expedia's West Stockbridge guide.

What's the weather like in West Stockbridge?

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 West Stockbridge are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

West Stockbridge Hotels

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in West Stockbridge

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for West Stockbridge hotels

1. Shaker Mill Inn

2. Pleasant Valley Motel West Stockbridge

3. The Red Lion Inn

4. Courtyard by Marriott Lenox Berkshires

5. The Cornell Inn, Lenox & The Berkshires

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

7. The Yankee Inn

8. Berkshires Untold

9. The Whitlock

10. Hampton Inn & Suites Berkshires-Lenox

11. Quality Inn Lee - Lenox South

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

13. Hilton Garden Inn Lenox Pittsfield

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

15. Brook Farm Inn

16. Berkshire Mountain Lodge

17. Best Western Plus Berkshire Hills Inn & Suites

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

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

20. Element by Marriott Lenox Berkshires

Stay near popular West Stockbridge attractions

Charles H. Baldwin & Sons

Hoffman's Pottery

Ebenezer II Gifts and Antiques

Learn more about West Stockbridge

Top West Stockbridge Hotel Reviews

Vacation Village in the Berkshires

The Red Lion Inn

Holiday Inn Club Vacations Oak 'n Spruce Resort

Pocketbook Hotel and Bath

St. Charles Hotel

Quality Inn Great Barrington

Prospect Berkshires

Shaker Mill Inn

Pleasant Valley Motel West Stockbridge

More cheap stays in West Stockbridge

FairBridge Inn Express

Quality Inn Great Barrington

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

The Yankee Inn

St. Charles Hotel

Pocketbook Hotel and Bath

Frequently asked questions

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