Top 10 Hotels Near Stockbridge Bowl in Stockbridge for 2026

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Our top choices for Stockbridge Bowl hotels

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

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.

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.

1. Brook Farm Inn

3.1 km from Stockbridge Bowl

Carrie

RM794

RM920 total

includes taxes & fees

27 Oct - 28 Oct

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

A wooden cabinet with a coffee maker and a white container.

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

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

2. Hampton Inn & Suites Berkshires-Lenox

8.5 km from Stockbridge Bowl

Thomas

RM448

RM500 total

includes taxes & fees

3 Nov - 4 Nov

An indoor swimming pool with clear water, tiled floors, and a blue wall.

A snack bar with shelves of snacks and a refrigerated display.

A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.

A modern hotel with a large entrance, multiple floors, and a well-lit facade.

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

9.2 km from Stockbridge Bowl

Ginger

RM388

RM433 total

includes taxes & fees

19 Nov - 20 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 swimming pool with a surrounding deck, a stone wall, and a building in the background.

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.

4. The Yankee Inn

8.7 km from Stockbridge Bowl

Basil

RM433

RM483 total

includes taxes & fees

1 Nov - 2 Nov

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

5. Quality Inn Lee - Lenox South

7.3 km from Stockbridge Bowl

Lucinda

RM378

RM422 total

includes taxes & fees

11 Nov - 12 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.

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

5.1 km from Stockbridge Bowl

Gustavo

RM458

RM512 total

includes taxes & fees

15 Nov - 16 Nov

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.

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

7. Courtyard by Marriott Lenox Berkshires

5.9 km from Stockbridge Bowl

Vandhana

RM513

RM573 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

14.4 km from Stockbridge Bowl

RM586

RM655 total

includes taxes & fees

2 Nov - 3 Nov

A hotel patio with outdoor seating and a fire pit.

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.

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

9. Hilton Garden Inn Lenox Pittsfield

9.3 km from Stockbridge Bowl

James

RM522

RM583 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 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.

10. Berkshires Untold

6.8 km from Stockbridge Bowl

Madhavi R

RM532

RM594 total

includes taxes & fees

1 Nov - 2 Nov

A landscaped garden with various shrubs and trees, a paved pathway, and a grassy area.

A garden with wooden Adirondack chairs and a stone pathway.

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

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

11. Berkshire Mountain Lodge

9.7 km from Stockbridge Bowl

Joel

RM353

RM486 total

includes taxes & fees

12 Nov - 13 Nov

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

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

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.

12. Element by Marriott Lenox Berkshires

6.3 km from Stockbridge Bowl

Francis

RM551

RM616 total

includes taxes & fees

8 Nov - 9 Nov

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.

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

13.7 km from Stockbridge Bowl

Cynthia

RM339

RM379 total

includes taxes & fees

18 Nov - 19 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 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.

14. Best Western Plus Berkshire Hills Inn & Suites

11 km from Stockbridge Bowl

James

RM398

RM445 total

includes taxes & fees

15 Nov - 16 Nov

A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

A motel with a parking lot and several cars parked.

A hotel room with a wooden dresser, a television, a microwave, and a mirror.

A row of motel rooms with red doors, a covered walkway, and a view of mountains in the background.

15. Monument Mountain Motel

14.5 km from Stockbridge Bowl

Andrea

RM244

RM273 total

includes taxes & fees

1 Nov - 2 Nov

A building entrance with a large planter with purple flowers and a small tree.

A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.

A library with bookshelves, a television, and two armchairs.

A lobby with a red sofa, two armchairs, a wooden table with a vase, brick walls, and an ornate ceiling.

16. Hotel On North

14.1 km from Stockbridge Bowl

Devon

RM547

RM612 total

includes taxes & fees

1 Nov - 2 Nov

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

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

7.8 km from Stockbridge Bowl

Michael

RM478

RM613 total

includes taxes & fees

26 Oct - 27 Oct

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

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.

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

18. The Cornell Inn, Lenox & The Berkshires

4.6 km from Stockbridge Bowl

judith

RM626

RM719 total

includes taxes & fees

27 Oct - 28 Oct

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 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.

19. Shaker Mill Inn

4.2 km from Stockbridge Bowl

Mahadeva

RM498

RM546 total

includes taxes & fees

3 Nov - 4 Nov

A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

A hotel reception area with framed artwork, a coffee machine, and a sign indicating 'Quality by Choice Hotels'.

A Quality Inn sign, a brick building, and a parking lot with cars.

A hotel room with a wooden desk, a television, a mirror, and a bathroom visible through an open door.

20. Quality Inn Great Barrington

16.3 km from Stockbridge Bowl

Scott Patterson

RM309

RM345 total

includes taxes & fees

11 Nov - 12 Nov

View all properties

Compare popular hotels close to Stockbridge Bowl

Property	Property class	Guest rating
Brook Farm Inn	9.4 Exceptional 177 reviews	View
Hampton Inn & Suites Berkshires-Lenox	9.0 Wonderful 1,002 reviews	View
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG	9.2 Wonderful 244 reviews	View
The Yankee Inn	9.2 Wonderful 1,010 reviews	View
Quality Inn Lee - Lenox South	8.6 Excellent 1,003 reviews	View

Top Stockbridge Bowl Hotel Reviews

Hideaway Inn Lenox

8/10 Good

"Very nice place to stay. An extra blanket in the closet during fall/winter would have been a nice touch."

Pleasant Valley Motel West Stockbridge

10/10 Excellent

"O"

The Ponds at Foxhollow

8/10 Good

"We were amazed of the space of the villa and plenty of parking, staff handled our check-in with professionalism and how the property was well maintained beautifully."

Shaker Mill Inn

10/10 Excellent

"Loved the location, fireplace and vibe"

Eastgate Inn B&B

10/10 Excellent

"We enjoyed our stay. Dalija was a warm and welcoming host. She was very helpful in recommending beautiful spots to enjoy our fall foliage experience."

33 Main

8/10 Good

"This was our second stay at 33 Main. Wonderfully maintain, homey environment, with friendly, welcoming and helpful staff. Welcoming cookies, and beautiful water bottle. They even remembered that we asked for the beach and gave us excellent recommendation. Convenient parking in the back. My only suggestion for improvement is breakfast - last year it was much better."

Hampton Terrace Inn

10/10 Excellent

"Hot tub in the cottage was wonderful. The provided guide was very comprehensive and we appreciated all the amenities available in the main and carriage house. "

Other attractions near Stockbridge Bowl

A wooden pergola structure with a pathway covered in fallen leaves, surrounded by trees and grass.

Tanglewood Music Center

9.6/10 (457 reviews)

You can make plans for a show at Tanglewood Music Center during your stay in Lenox. While you're in the area, stroll along the lakeside.

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A large white mansion surrounded by dense green trees and a clear blue sky with clouds.

The Mount

9.4/10 (174 reviews)

You can spend an afternoon studying the exhibits at The Mount in Lenox. While you're in the area, stroll along the lakeside.

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Frelinghuysen Morris House and Studio

8.2/10 (10 reviews)

You can spend time studying the exhibits at Frelinghuysen Morris House and Studio in Stockbridge. Wander the lakeside in this family-friendly area.

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Shakespeare and Company

9.2/10 (76 reviews)

You can make plans for a show at Shakespeare and Company during your trip to Lenox. While you're in the area, stroll along the lakeside.

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Berkshire Performing Arts Center

Enjoy an outing to Berkshire Performing Arts Center during your stay in Lenox. Wander around the gardens or experience the area's museums.

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Lenox Library

9.0/10 (45 reviews)

Lenox Library is just one of the places to see in Lenox, so why not enjoy the other things to explore during your travels? Amble around this family-friendly area's gardens or attend a sporting event.

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Ventfort Hall Mansion and Gilded Age Museum

9.2/10 (65 reviews)

You can spend an afternoon browsing the exhibits at Ventfort Hall Mansion and Gilded Age Museum during your trip to Lenox. Wander the lakeside in this family-friendly area.

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Charles H. Baldwin & Sons

Enjoy an outing to Charles H. Baldwin & Sons during your stay in West Stockbridge. Wander the lakeside in this quaint area.

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Frequently asked questions

What's the area like around Stockbridge Bowl?

Stockbridge Bowl is located in Stockbridge. Travellers like this historic area for its bars. If you're looking for a convenient place to stay, take a look at the 20 hotels and other accommodation options you'll find within a mile.

Where is the best place to stay close to Stockbridge Bowl?

The Whitlock is one of the top choices for your stay based on our traveller data, and this hotel offers free parking and free WiFi. It's located 2.4 mi (3.8 km) from Stockbridge Bowl. Other good options within a few miles include Eastgate Inn B&B and The Black Swan Lee - Lenox, an Ascend Collection Hotel.

How many hotels will I find close to Stockbridge Bowl?

Expedia has 20 hotels and other accommodation options within a mile from Stockbridge Bowl.

If I need to cancel the hotel reservation for my stay near Stockbridge Bowl, will I receive a refund?

Yes, most hotel reservations are refundable provided that you cancel before 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, it may still be possible to cancel it and be given a refund within a 24-hour period of your booking. Plug in your dates, click on "Search", then filter by "fully refundable" to get top deals close to Stockbridge Bowl.

What can I see and do near Stockbridge Bowl?

You'll want to browse the collections at Ventfort Hall Mansion and Gilded Age Museum, Norman Rockwell Museum and Berkshire Scenic Railway Museum. The Mount, Lenox Library and Naumkeag Museum are landmarks that you won't want to miss. You can check out the local talent at Tanglewood Music Center, Shakespeare and Company and Berkshire Theatre Festival.

Hotels near Stockbridge Bowl

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Our top choices for Stockbridge Bowl hotels

1. Brook Farm Inn

2. Hampton Inn & Suites Berkshires-Lenox

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

4. The Yankee Inn

5. Quality Inn Lee - Lenox South

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

7. Courtyard by Marriott Lenox Berkshires

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

9. Hilton Garden Inn Lenox Pittsfield

10. Berkshires Untold

11. Berkshire Mountain Lodge

12. Element by Marriott Lenox Berkshires

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

14. Best Western Plus Berkshire Hills Inn & Suites

15. Monument Mountain Motel

16. Hotel On North

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

18. The Cornell Inn, Lenox & The Berkshires

19. Shaker Mill Inn

20. Quality Inn Great Barrington

Compare popular hotels close to Stockbridge Bowl

Top Stockbridge Bowl Hotel Reviews

Hideaway Inn Lenox

Pleasant Valley Motel West Stockbridge

The Ponds at Foxhollow

Shaker Mill Inn

Eastgate Inn B&B

33 Main

Hampton Terrace Inn

Other attractions near Stockbridge Bowl

Tanglewood Music Center

The Mount

Frelinghuysen Morris House and Studio

Shakespeare and Company

Berkshire Performing Arts Center

Lenox Library

Ventfort Hall Mansion and Gilded Age Museum

Charles H. Baldwin & Sons

Frequently asked questions