Top 10 Hotels in West Stockbridge, MA from ₩92,588 - Competitive Prices

A mountainous landscape with a lake and dense forests.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in West Stockbridge

Pet friendly

Apartment

Pool

Hot tub

Condo

Cottage

Family friendly

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

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

Steven

₩174,688

₩191,633 total

includes taxes & fees

Nov 9 - Nov 10

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

2. Pleasant Valley Motel West Stockbridge

West Stockbridge

James

₩91,474

₩100,347 total

includes taxes & fees

Oct 20 - Oct 21

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

A covered porch with wicker furniture and hanging flower baskets.

3. The Red Lion Inn

Stockbridge

Stephan

₩211,433

₩302,482 total

includes taxes & fees

Nov 1 - Nov 2

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 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.

4. Courtyard by Marriott Lenox Berkshires

Lenox

Tracy

₩168,788

₩188,537 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 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.

5. The Yankee Inn

Lenox

Basil

₩141,489

₩158,043 total

includes taxes & fees

Nov 1 - Nov 2

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.

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

Lee

Gustavo

₩154,195

₩172,235 total

includes taxes & fees

Nov 8 - Nov 9

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

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

7. Berkshires Untold

Lenox

Madhavi R

₩174,942

₩195,409 total

includes taxes & fees

Nov 1 - Nov 2

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 dining area with a glass table, red walls, and framed artwork.

8. The Cornell Inn, Lenox & The Berkshires

Lenox

judith

₩206,206

₩236,517 total

includes taxes & fees

Oct 27 - Oct 28

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 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.

9. The Whitlock

Lenox

Michael

₩190,813

₩213,139 total

includes taxes & fees

Nov 2 - Nov 3

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

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

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

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

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

Stockbridge

Philippe

₩513,209

₩620,836 total

includes taxes & fees

Nov 1 - Nov 2

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

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.

11. Quality Inn Lee - Lenox South

Lee

Christine

₩124,498

₩139,065 total

includes taxes & fees

Nov 3 - Nov 4

12. Berkshire Travel Lodge

Austerlitz

Kris

₩90,690

₩101,574 total

includes taxes & fees

Oct 15 - Oct 16

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 gym with exercise equipment including treadmills, a stationary bike, and free weights.

A bed with a white pillow and a nightstand with a modern lamp.

13. Hampton Inn & Suites Berkshires-Lenox

Lenox

Thomas

₩147,342

₩164,582 total

includes taxes & fees

Nov 1 - Nov 2

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

A garden with wooden Adirondack chairs and a stone pathway.

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

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

14. Berkshire Mountain Lodge

Pittsfield

Kathleen

₩115,190

₩158,686 total

includes taxes & fees

Nov 9 - Nov 10

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

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.

A Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.

15. Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

James

₩125,614

₩140,310 total

includes taxes & fees

Nov 1 - Nov 2

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

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

South Lee

Jared

₩157,219

₩201,885 total

includes taxes & fees

Oct 28 - Oct 29

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

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

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

Great Barrington

Kelly

₩193,030

₩215,614 total

includes taxes & fees

Nov 2 - Nov 3

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.

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

18. Brook Farm Inn

Lenox

Carrie

₩261,373

₩302,707 total

includes taxes & fees

Nov 2 - Nov 3

A large house with a balcony and a grassy yard.

A hotel room with two beds, a nightstand with a lamp, and a framed picture on the wall.

A sign for The Little Lion Inn with a lion emblem, indicating a themed establishment.

A room with a white desk, two floral chairs, a small round table with a plant, a hanging lamp, and two framed artworks on the wall.

19. The Little Lion

Great Barrington

Lidia

₩138,152

₩154,315 total

includes taxes & fees

Oct 20 - Oct 21

A hotel patio with outdoor seating and a fire pit.

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

A modern reception area with a green textured wall, a reception desk, and a coffee machine.

A modern kitchen with a marble countertop, stainless steel appliances, and a variety of food items displayed on the counter.

20. Hilton Garden Inn Lenox Pittsfield

Pittsfield

James

₩171,839

₩191,942 total

includes taxes & fees

Nov 1 - Nov 2

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Stay near popular West Stockbridge attractions

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.

See properties

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.

See properties

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.

See properties

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

The Yankee Inn

10/10 Excellent

"Clean room. Special thank you to the cleaning and breakfast staff. Great balcony view. We will come back again."

Quality Inn Lee - Lenox South

8/10 Good

"Had a comfortable stay."

Berkshire Mountain Lodge

10/10 Excellent

"Beautiful location. Easy access to local restaurants and hiking trails."

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent

"Nice place to stay"

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

10/10 Excellent

"Very clean and nice options for breakfast. Helpful staff."

Berkshires Untold

8/10 Good

"Enjoyed the view and the aesthetic"

Vacation Village in the Berkshires

10/10 Excellent

"We had a wonderful family stay at Vacation Village in the Berkshires! We traveled with our children and their grandmothers, and it was such a special opportunity to make memories together. Our accommodation felt like two apartments in one, with plenty of space for everyone. We loved the layout and the beautiful views, especially with the fall colors surrounding us. It was lovely to enjoy the scenery right where we were staying. The location was a great base for exploring the Berkshires, and we felt we got excellent value for the price. This trip was very special for our family, and we would love to come back. Highly recommend it for a family getaway!"

Hotel On North

10/10 Excellent

"Lovely clean spacious hotel with friendly staff!"

Pleasant Valley Motel West Stockbridge

8/10 Good

"Older but well maintained, clean and had basic necessities. Very good for the price. Only problem was trying to adjust heat. Good hot shower. Would come again"

More cheap stays in West Stockbridge

FairBridge Inn Express

16 Cheshire Road Pittsfield MA

₩82,891

₩92,588 total

Oct 20 - Oct 21

includes taxes & fees

5.4/10 (923 reviews)

Quality Inn Great Barrington

372 Main Street Great Barrington MA

₩104,288

₩116,489 total

Nov 10 - Nov 11

includes taxes & fees

8.6/10 Excellent! (1,001 reviews)

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

1055 South Street Pittsfield MA

₩132,145

₩147,605 total

Nov 12 - Nov 13

includes taxes & fees

9.2/10 Wonderful! (237 reviews)

The Yankee Inn

461 Pittsfield Rd Lenox MA

₩141,489

₩158,043 total

Nov 1 - Nov 2

includes taxes & fees

9.2/10 Wonderful! (1,011 reviews)

St. Charles Hotel

16 Park Place Hudson NY

₩185,034

₩209,101 total

Oct 19 - Oct 20

includes taxes & fees

Pocketbook Hotel and Bath

549 Washington Street Hudson NY

₩314,437

₩416,053 total

Nov 4 - Nov 5

includes taxes & fees

8.6/10 Excellent! (91 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.

Where can I learn more about changing or cancelling my trip to West Stockbridge?

For more information about rescheduling or cancelling your trip to West Stockbridge, go to https://www.expedia.com/service/.

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.

Where is the best place to stay close to Chesterwood?

Stockbridge Country Inn is one of the top choices for your stay based on our traveler data, and this 4.5-star B&B offers free breakfast and free parking. It's located just a short 0.4 mi (0.7 km) from Chesterwood. Other good choices within 5 miles include The Red Lion Inn and Tanglewood Suites.

What about the best place to stay close to Berkshire Botanical Garden?

One of the top choices for your stay is The Red Lion Inn, located 1.8 mi (2.9 km) from Berkshire Botanical Garden, and this 3.5-star hotel offers 3 restaurants and an outdoor pool. Tanglewood Suites and Stockbridge Country Inn are two other good choices within 5 miles.

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 the best accommodation for staying close to Albany International Airport (ALB)?

Albany Airport Inn and Suites is a popular 3-star hotel featuring free breakfast and an outdoor pool. It's located a short 1.2 mi (2 km) from Albany Intl. Airport. Other places to stay close to the airport are Hilton Garden Inn Albany Airport and Red Lion Hotel Albany.

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.

Explore a world of travel with Expedia

More ways to book

Book Hotels in West Stockbridge on Expedia.com

Find hotels in West Stockbridge, MA from ₩92,588

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 Yankee Inn

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

7. Berkshires Untold

8. The Cornell Inn, Lenox & The Berkshires

9. The Whitlock

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

11. Quality Inn Lee - Lenox South

12. Berkshire Travel Lodge

13. Hampton Inn & Suites Berkshires-Lenox

14. Berkshire Mountain Lodge

15. Best Western Plus Berkshire Hills Inn & Suites

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

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

18. Brook Farm Inn

19. The Little Lion

20. Hilton Garden Inn Lenox Pittsfield

Stay near popular West Stockbridge attractions

Ebenezer II Gifts and Antiques

Hoffman's Pottery

Charles H. Baldwin & Sons

Learn more about West Stockbridge

Top West Stockbridge Hotel Reviews

The Yankee Inn

Quality Inn Lee - Lenox South

Berkshire Mountain Lodge

Holiday Inn Club Vacations Oak 'n Spruce Resort

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

Berkshires Untold

Vacation Village in the Berkshires

Hotel On North

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

Explore a world of travel with Expedia

Go further with the Expedia app