𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 West Stockbridge from RM276 (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 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.

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

RM564

RM619 total

includes taxes & fees

1 Nov - 2 Nov

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

2. Pleasant Valley Motel West Stockbridge

West Stockbridge

James

RM252

RM276 total

includes taxes & fees

8 Oct - 9 Oct

A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

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.

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

3. Courtyard by Marriott Lenox Berkshires

Lenox

Tracy

RM513

RM573 total

includes taxes & fees

1 Nov - 2 Nov

A neatly arranged bedroom with a bed, bedside tables, a wall-mounted lamp, and a floral-patterned wall.

A bar with wooden floors and shelves filled with bottles.

A covered porch with wicker furniture and hanging flower baskets.

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

4. The Red Lion Inn

Stockbridge

Stephan

RM644

RM922 total

includes taxes & fees

3 Nov - 4 Nov

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

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

RM627

RM719 total

includes taxes & fees

27 Oct - 28 Oct

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

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

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

Lee

Bob

RM472

RM528 total

includes taxes & fees

1 Nov - 2 Nov

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.

A cozy library with bookshelves, a sofa, a coffee table, and a large window with a view of trees.

7. Berkshires Untold

Lenox

Madhavi R

RM538

RM601 total

includes taxes & fees

2 Nov - 3 Nov

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.

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.

8. Element by Marriott Lenox Berkshires

Lenox

Kirsty

RM617

RM689 total

includes taxes & fees

1 Nov - 2 Nov

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

A cozy room with a wooden floor, a dining table with a lamp, a chair, a cabinet, and a window with curtains.

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

Stockbridge

Philippe

RM1,560

RM1,888 total

includes taxes & fees

6 Nov - 7 Nov

A hallway with wooden bookshelves, a door, and a bedroom with a bed and floral wallpaper.

A stone fountain surrounded by trees in a park setting.

10. The Inn at Stockbridge

Stockbridge

Jodi

RM1,491

RM1,748 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

11. The Whitlock

Lenox

Michael

RM521

RM582 total

includes taxes & fees

2 Nov - 3 Nov

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

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

12. The Yankee Inn

Lenox

William

RM441

RM493 total

includes taxes & fees

27 Oct - 28 Oct

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

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

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

13. Hampton Inn & Suites Berkshires-Lenox

Lenox

Thomas

RM469

RM524 total

includes taxes & fees

4 Nov - 5 Nov

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 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.

14. Devonfield Inn B&B

Lee

Sebastien

RM1,508

RM1,684 total

includes taxes & fees

5 Nov - 6 Nov

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

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

15. Brook Farm Inn

Lenox

Carrie

RM795

RM920 total

includes taxes & fees

5 Nov - 6 Nov

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

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

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

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

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

Great Barrington

Bruce

RM587

RM656 total

includes taxes & fees

4 Nov - 5 Nov

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

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

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

17. Quality Inn Lee - Lenox South

Lee

Christine

RM379

RM423 total

includes taxes & fees

1 Nov - 2 Nov

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

A café with a display case, a frozen food section, and a marketplace sign.

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

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

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

South Lee

Jared

RM478

RM614 total

includes taxes & fees

12 Oct - 13 Oct

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 coffee station with two coffee machines and a variety of coffee pods and cups.

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

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

Great Barrington

Maria Dulce

RM417

RM465 total

includes taxes & fees

25 Oct - 26 Oct

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

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

20. Hilton Garden Inn Lenox Pittsfield

Pittsfield

James

RM523

RM584 total

includes taxes & fees

1 Nov - 2 Nov

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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 shopfront 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 colourful 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

Berkshire Mountain Lodge

10/10 Excellent

"Very spacious and inviting..Loved the coffee maker in lobby!!!! All the girls at the front desk were extremely nice and welcoming. Very clean property and great location.. to Great Barrington, Lenox, Stockbridge, and Lee with great restaurants near by in those towns as well"

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!"

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent

"Delightful and charming! When you go to an inn that is over 200 years old you don’t know what to expect and everything was a wonderful surprise. Super clean, stylish, and staff that was warm and friendly. We had what we believe was the smallest room in the Inn, not much over 100 ft.², and it was perfect for a one night stay. The breakfast options were a real treat!"

Pocketbook Hotel and Bath

8/10 Good

"."

Hotel On North

10/10 Excellent

"Beautiful boutique hotel. We will be back!"

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."

Prospect Berkshires

10/10 Excellent

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

More cheap stays in West Stockbridge

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

RM254

RM283 total

8 Oct - 9 Oct

includes taxes & fees

Quality Inn Great Barrington

372 Main Street Great Barrington MA

RM312

RM348 total

1 Nov - 2 Nov

includes taxes & fees

8.6/10 Excellent! (1,000 reviews)

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

1055 South Street Pittsfield MA

RM421

RM470 total

4 Nov - 5 Nov

includes taxes & fees

The Yankee Inn

461 Pittsfield Rd Lenox MA

RM441

RM493 total

27 Oct - 28 Oct

includes taxes & fees

9.2/10 Wonderful! (1,007 reviews)

St. Charles Hotel

16 Park Place Hudson NY

RM613

RM693 total

2 Nov - 3 Nov

includes taxes & fees

6.6/10 (990 reviews)

Pocketbook Hotel and Bath

549 Washington Street Hudson NY

RM762

RM1,045 total

26 Oct - 27 Oct

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 traveller data. This B&B offers free parking and a library. Pleasant Valley Motel West Stockbridge is another good choice for your stay. 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 that most hotel reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might still have the option to cancel and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in West Stockbridge.

What is the top LGBTQ-friendly hotel 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 with an on-site pool. View all hotels with pools in West Stockbridge.

What is staying in West Stockbridge like?

Budget-minded travellers will find good deals in West Stockbridge, and many visitors will definitely 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 accommodation options to choose from. Find out more about West Stockbridge.

What should I do while I'm visiting West Stockbridge?

Attractions such as Charles H. Baldwin & Sons, Ebenezer II Gifts and Antiques and Hoffman's Pottery are fun for children of all ages. Additionally, you might want to add Stockbridge Bowl to your itinerary. Take a look at what more there is 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 temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in West Stockbridge are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

West Stockbridge hotels from RM276

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. Courtyard by Marriott Lenox Berkshires

4. The Red Lion Inn

5. The Cornell Inn, Lenox & The Berkshires

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

7. Berkshires Untold

8. Element by Marriott Lenox Berkshires

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

10. The Inn at Stockbridge

11. The Whitlock

12. The Yankee Inn

13. Hampton Inn & Suites Berkshires-Lenox

14. Devonfield Inn B&B

15. Brook Farm Inn

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

17. Quality Inn Lee - Lenox South

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

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

20. Hilton Garden Inn Lenox Pittsfield

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

Berkshire Mountain Lodge

Vacation Village in the Berkshires

The Red Lion Inn

Holiday Inn Club Vacations Oak 'n Spruce Resort

The Cornell Inn, Lenox & The Berkshires

Pocketbook Hotel and Bath

Hotel On North

St. Charles Hotel

Prospect Berkshires

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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