The Best Hotels Closest to 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 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 dining table set with a vase of flowers, a book, and cutlery.

1. Brook Farm Inn

3.1 km from Stockbridge Bowl

Carrie

￥43,991

￥50,411 total

includes taxes & fees

Aug 30 - Aug 31

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 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.

2. The Cornell Inn, Lenox & The Berkshires

4.6 km from Stockbridge Bowl

Edward

￥31,438

￥36,059 total

includes taxes & fees

Aug 26 - Aug 27

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

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

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

A modern cafe with seating areas, a coffee station, and large windows offering a view of greenery.

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

9.2 km from Stockbridge Bowl

Ken

￥18,932

￥21,147 total

includes taxes & fees

Sep 24 - Sep 25

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 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.

4. Shaker Mill Inn

4.2 km from Stockbridge Bowl

Mervin

￥26,181

￥28,722 total

includes taxes & fees

Aug 31 - Sep 1

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.

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

5.1 km from Stockbridge Bowl

Rinat

￥20,266

￥22,637 total

includes taxes & fees

Sep 14 - Sep 15

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.

6. Hampton Inn & Suites Berkshires-Lenox

8.5 km from Stockbridge Bowl

Nancy

￥20,741

￥23,168 total

includes taxes & fees

Sep 23 - Sep 24

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

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.

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

7. The Yankee Inn

8.7 km from Stockbridge Bowl

Karen

￥25,114

￥28,052 total

includes taxes & fees

Sep 14 - Sep 15

A serene riverside view with a stone bridge, reflecting trees and buildings.

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

A multi-story hotel with balconies, a pond with rocks, and a clear sky.

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

8. Holiday Inn Club Vacations Oak 'n Spruce Resort

7.8 km from Stockbridge Bowl

Claudia

￥18,597

￥23,880 total

includes taxes & fees

Aug 31 - Sep 1

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 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.

9. Courtyard by Marriott Lenox Berkshires

5.9 km from Stockbridge Bowl

Laura

￥28,237

￥31,540 total

includes taxes & fees

Sep 7 - Sep 8

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

A bar with wooden floors and shelves filled with bottles.

A backyard with a swimming pool, lounge chairs, and a hot tub.

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

10. The Red Lion Inn

5.9 km from Stockbridge Bowl

Patricia

￥23,285

￥33,906 total

includes taxes & fees

Sep 8 - Sep 9

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

A reception area with a wooden reception desk, modern pendant lighting, and a vertical garden wall.

11. Element by Marriott Lenox Berkshires

6.3 km from Stockbridge Bowl

Lawrence

￥31,023

￥34,652 total

includes taxes & fees

Aug 31 - Sep 1

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.

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

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.

12. Berkshires Untold

6.8 km from Stockbridge Bowl

Christine

￥20,314

￥22,691 total

includes taxes & fees

Sep 9 - Sep 10

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.

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

13. Quality Inn Lee - Lenox South

7.3 km from Stockbridge Bowl

Christine

￥17,429

￥19,469 total

includes taxes & fees

Sep 14 - Sep 15

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.

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

14. Berkshire Mountain Lodge

9.7 km from Stockbridge Bowl

Robert

￥15,049

￥20,363 total

includes taxes & fees

Aug 31 - Sep 1

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

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.

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

15. Hotel On North

14.1 km from Stockbridge Bowl

Drew

￥25,568

￥28,559 total

includes taxes & fees

Sep 14 - Sep 15

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

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

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

A hotel patio with outdoor seating and a fire pit.

16. Hilton Garden Inn Lenox Pittsfield

9.3 km from Stockbridge Bowl

James

￥23,847

￥26,637 total

includes taxes & fees

Sep 13 - Sep 14

A calm lake at dusk with a wooden dock and two chairs facing the water.

A room with two beds, a round mirror, a red box, and a hanging light fixture.

A small, modern room with a desk, chair, and a flat-screen TV mounted on the wall.

A lakeside dock with chairs and a table, surrounded by greenery and a clear sky.

17. Berkshire Lake Lodge

14.3 km from Stockbridge Bowl

mike

￥21,989

￥24,561 total

includes taxes & fees

Aug 31 - Sep 1

A Holiday Inn Express & Suites building with a stone facade, a covered entrance, and a parking lot.

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

A buffet with labeled containers for omelets and other dishes.

An indoor swimming pool with clear water, surrounded by chairs and tables, large windows, and a tiled floor.

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

13.7 km from Stockbridge Bowl

BJORN

￥19,551

￥21,838 total

includes taxes & fees

Sep 23 - Sep 24

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

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

19. The Whitlock

3.8 km from Stockbridge Bowl

Constance

￥26,863

￥30,007 total

includes taxes & fees

Sep 9 - Sep 10

A two-story building with a sign reading "Chambéry Inn".

A cozy room with a fireplace, a sofa, a table with a bottle and glasses, and a patterned pillow.

A large, historic building labeled "Chambéry Inn" with a vintage turquoise truck parked in front.

A hotel room with a TV displaying 'World of Dance', a fireplace, a bed, and a seating area with a remote control.

20. Chambery Inn

6.2 km from Stockbridge Bowl

Richard

￥42,915

￥47,935 total

includes taxes & fees

Sep 13 - Sep 14

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Compare popular hotels close to Stockbridge Bowl

Property	Star rating	Guest rating
Brook Farm Inn	9.4 Exceptional 172 reviews	View
The Cornell Inn, Lenox & The Berkshires	9.2 Wonderful 1,007 reviews	View
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG	9.4 Exceptional 173 reviews	View
Shaker Mill Inn	9.6 Exceptional 470 reviews	View
The Black Swan Lee - Lenox, an Ascend Collection Hotel	9.0 Wonderful 1,010 reviews	View

Top Stockbridge Bowl Hotel Reviews

Brook Farm Inn

10/10 Excellent

"This is our second time staying at BFI. It is a beautifully appointed and decorated BNB. The staff are so friendly and helpful. The breakfasts are delicious. The picnic for Tanglewood was delicious and a good value. It’s an easy walk into Lenox. We’ll be back next year!"

The Ponds at Foxhollow

8/10 Good

"Liked that there were indoor and out door pools. Tennis courts in need of major repair."

Eastgate Inn B&B

10/10 Excellent

"Perfect place to stay if planning a visit to Tanglewood. Dalija is super helpful with tips and suggestions for activities in the area."

Stockbridge Cape near Tanglewood & Kripalu - Heart of the Berkshires!

10/10 Excellent

"Wonderful house, really close to Tanglewood and Lenox. Everything was really clean and cuter than the photos. Absolutely gorgeous view from the living room area and the deck. Can't wait to come back here, it felt like home immediately!"

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

10/10 Excellent

"We had a wonderful experience staying at this property and would highly recommend to others. The host was very quick to respond to any questions we had. The location was ideal for us to explore the Berkshires!"

Hawthorne House

10/10 Excellent

"The property is beautiful and the host was very helpful and communicative. We very much enjoyed our stay, and the location near Tanglewood is terrific."

Mac Shores | 5 min to Tanglewood ! • Shared Beach

10/10 Excellent

"Great property near the lake"

The Belden House - WALK to Tanglewood !

10/10 Excellent

"Great stay! The location can not be beat. Good communication and very well equipped house to enjoy the Berkshires."

Artist's Camp on Lake Mahkeenac

8/10 Good

"The cottage is cozy, extremely quiet, and well situated (super close to Tanglewood, Shakespeare & Co, High Lawn Creamery and other Lenox/Lee points of interest)."

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 get tickets for a performance at Tanglewood Music Center during your trip to 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 during your trip to 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 exploring the galleries in Frelinghuysen Morris House and Studio during your trip to Stockbridge. Wander the lakeside in this family-friendly area.

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Shakespeare and Company

9.2/10 (76 reviews)

You can get tickets for a performance at Shakespeare and Company during your stay in 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 exploring the galleries in Ventfort Hall Mansion and Gilded Age Museum during your travels in 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. Travelers like this historic area for its bars. If you're looking for a convenient place to stay, check out the 20 hotels and other accommodations 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 traveler data, and this hotel offers free parking and free WiFi. It's located 2.4 mi (3.8 km) from Stockbridge Bowl. Other good choices within 5 miles include The Ponds at Foxhollow and Hideaway Inn Lenox.

How many hotels should I expect to find close to Stockbridge Bowl?

Expedia has 20 hotels and other accommodations 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 bookings are fully refundable if you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you have a non-refundable reservation, you might still have the option to cancel and receive a refund within a 24-hour period of your booking. Plug in your dates, click on "Search", then filter by "fully refundable" to view the best options available near Stockbridge Bowl.

Where can I learn more about changing or cancelling my trip in the area near Stockbridge Bowl?

For more information about updating your stay near Stockbridge Bowl or cancelling it, click here.

What can I see and do near Stockbridge Bowl?

You'll want to browse the collections at Norman Rockwell Museum, Ventfort Hall Mansion and Gilded Age Museum, and Animagic Museum of Animation. 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.

Find hotels near Stockbridge Bowl, Stockbridge from ￥19,469

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Treat yourself

Be picky

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Our top choices for Stockbridge Bowl hotels

1. Brook Farm Inn

2. The Cornell Inn, Lenox & The Berkshires

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

4. Shaker Mill Inn

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

6. Hampton Inn & Suites Berkshires-Lenox

7. The Yankee Inn

8. Holiday Inn Club Vacations Oak 'n Spruce Resort

9. Courtyard by Marriott Lenox Berkshires

10. The Red Lion Inn

11. Element by Marriott Lenox Berkshires

12. Berkshires Untold

13. Quality Inn Lee - Lenox South

14. Berkshire Mountain Lodge

15. Hotel On North

16. Hilton Garden Inn Lenox Pittsfield

17. Berkshire Lake Lodge

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

19. The Whitlock

20. Chambery Inn

Compare popular hotels close to Stockbridge Bowl

Top Stockbridge Bowl Hotel Reviews

Brook Farm Inn

The Ponds at Foxhollow

Eastgate Inn B&B

Stockbridge Cape near Tanglewood & Kripalu - Heart of the Berkshires!

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

Hawthorne House

Mac Shores | 5 min to Tanglewood ! • Shared Beach

The Belden House - WALK to Tanglewood !

Artist's Camp on Lake Mahkeenac

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