𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 West Stockbridge (2026)

A mountainous landscape with a lake and dense forests.

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Pool

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Family friendly

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Our top choices for West Stockbridge hotels

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

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.

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.

1. Shaker Mill Inn

West Stockbridge

Mervin

S$193

includes taxes & fees

1 Nov - 2 Nov

A group of people performing yoga in an outdoor setting with grass and trees.

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.

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

2. Pleasant Valley Motel West Stockbridge

West Stockbridge

James

S$86

includes taxes & fees

12 Oct - 13 Oct

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

A covered outdoor area with stone pillars and a view of a road and green hills.

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

Lenox

Tracy

S$179

includes taxes & fees

1 Nov - 2 Nov

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 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.

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

Lee

Bob

S$165

includes taxes & fees

1 Nov - 2 Nov

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.

5. The Red Lion Inn

Stockbridge

Stephan

S$289

includes taxes & fees

3 Nov - 4 Nov

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

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.

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

6. The Cornell Inn, Lenox & The Berkshires

Lenox

Rosann

S$225

includes taxes & fees

27 Oct - 28 Oct

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 sofa, a coffee table, and a large window with a view of trees.

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

7. Berkshires Untold

Lenox

Madhavi R

S$188

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

8. Element by Marriott Lenox Berkshires

Lenox

Kirsty

S$216

includes taxes & fees

1 Nov - 2 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 swimming pool with a surrounding deck, a stone wall, and a building in the background.

9. The Yankee Inn

Lenox

William

S$151

includes taxes & fees

1 Nov - 2 Nov

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

S$164

includes taxes & fees

4 Nov - 5 Nov

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.

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

Great Barrington

Maria Dulce

S$146

includes taxes & fees

25 Oct - 26 Oct

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 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.

12. The Whitlock

Lenox

Michael

S$182

includes taxes & fees

2 Nov - 3 Nov

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

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

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

13. Quality Inn Lee - Lenox South

Lee

Christine

S$132

includes taxes & fees

1 Nov - 2 Nov

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 a coffee machine, a water dispenser, and a sign indicating the fitness center.

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.

14. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

Joe

S$133

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

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

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

South Lee

Jared

S$192

includes taxes & fees

12 Oct - 13 Oct

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

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

A garden with wooden Adirondack chairs and a stone pathway.

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

16. Berkshire Mountain Lodge

Pittsfield

marilyn

S$151

includes taxes & fees

18 Oct - 19 Oct

17. Berkshire Travel Lodge

Austerlitz

Kris

S$97

includes taxes & fees

11 Oct - 12 Oct

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.

18. Hideaway Inn Lenox

Lenox

Barbara

S$177

includes taxes & fees

5 Nov - 6 Nov

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.

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.

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

Great Barrington

Bruce

S$205

includes taxes & fees

2 Nov - 3 Nov

A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

A hotel room with a dining area, a sofa, a coffee station, and a TV mounted on the wall.

A gazebo with a metal roof and wooden benches, surrounded by a white fence and lush greenery.

A multi-story motel with a central courtyard, individual rooms with balconies, and a parking lot.

20. Howard Johnson by Wyndham Lenox

Lenox

Mark

S$113

includes taxes & fees

8 Oct - 9 Oct

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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

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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."

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."

More cheap stays in West Stockbridge

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

S$85

21 Oct - 22 Oct

includes taxes & fees

Quality Inn Great Barrington

372 Main Street Great Barrington MA

S$109

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

S$147

4 Nov - 5 Nov

includes taxes & fees

The Yankee Inn

461 Pittsfield Rd Lenox MA

S$151

1 Nov - 2 Nov

includes taxes & fees

9.2/10 Wonderful! (1,007 reviews)

St. Charles Hotel

16 Park Place Hudson NY

S$217

27 Oct - 28 Oct

includes taxes & fees

6.6/10 (990 reviews)

Pocketbook Hotel and Bath

549 Washington Street Hudson NY

S$349

1 Nov - 2 Nov

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.

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Blandford Holiday Rentals

West Stockbridge Hotels from S$85

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 Black Swan Lee - Lenox, an Ascend Collection Hotel

5. The Red Lion Inn

6. The Cornell Inn, Lenox & The Berkshires

7. Berkshires Untold

8. Element by Marriott Lenox Berkshires

9. The Yankee Inn

10. Hampton Inn & Suites Berkshires-Lenox

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

12. The Whitlock

13. Quality Inn Lee - Lenox South

14. Best Western Plus Berkshire Hills Inn & Suites

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

16. Berkshire Mountain Lodge

17. Berkshire Travel Lodge

18. Hideaway Inn Lenox

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

20. Howard Johnson by Wyndham Lenox

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

Quality Inn Great Barrington

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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