The Best Hotels Closest to Stockbridge Bowl in Stockbridge - 2026 Updated Prices

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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 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.

1. Brook Farm Inn

3.1 km from Stockbridge Bowl

Carrie

฿8,277

฿9,509 total

includes taxes & fees

17 Sept - 18 Sept

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 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.

2. The Yankee Inn

8.7 km from Stockbridge Bowl

Karen

฿3,817

฿4,264 total

includes taxes & fees

22 Sept - 23 Sept

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

3. The Cornell Inn, Lenox & The Berkshires

4.6 km from Stockbridge Bowl

Edward

฿5,413

฿6,209 total

includes taxes & fees

13 Sept - 14 Sept

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 lakeside lodge with a dock, fishing rods, and outdoor seating.

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

5.1 km from Stockbridge Bowl

Susan

฿4,196

฿4,686 total

includes taxes & fees

30 Sept - 1 Oct

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.

5. Quality Inn Lee - Lenox South

7.3 km from Stockbridge Bowl

Christine

฿3,328

฿3,718 total

includes taxes & fees

30 Sept - 1 Oct

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.

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.

6. Element by Marriott Lenox Berkshires

6.3 km from Stockbridge Bowl

Lawrence

฿5,857

฿6,543 total

includes taxes & fees

24 Sept - 25 Sept

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

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

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

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

7. Holiday Inn Club Vacations Oak 'n Spruce Resort

7.8 km from Stockbridge Bowl

Linda

฿3,850

฿4,943 total

includes taxes & fees

13 Sept - 14 Sept

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

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

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

9.2 km from Stockbridge Bowl

Steve

฿4,015

฿4,484 total

includes taxes & fees

15 Sept - 16 Sept

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.

9. Hampton Inn & Suites Berkshires-Lenox

8.5 km from Stockbridge Bowl

Nancy

฿4,506

฿5,033 total

includes taxes & fees

30 Sept - 1 Oct

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

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

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

A garden with wooden Adirondack chairs and a stone pathway.

10. Berkshire Mountain Lodge

9.7 km from Stockbridge Bowl

Robert

฿2,619

฿3,661 total

includes taxes & fees

1 Oct - 2 Oct

A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

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

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 fireplace, and comfortable seating.

11. Berkshires Untold

6.8 km from Stockbridge Bowl

David

฿4,605

฿5,143 total

includes taxes & fees

28 Sept - 29 Sept

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

A two-story house with a covered porch, a driveway, and a lawn with outdoor seating.

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

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

12. Berkshire Lake Lodge

14.3 km from Stockbridge Bowl

mike

฿5,005

฿5,590 total

includes taxes & fees

21 Sept - 22 Sept

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

A modern restaurant with wooden flooring, bar area, and seating arrangements.

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.

13. Courtyard by Marriott Lenox Berkshires

5.9 km from Stockbridge Bowl

Tracy

฿6,573

฿7,342 total

includes taxes & fees

1 Oct - 2 Oct

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

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

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.

14. Hilton Garden Inn Lenox Pittsfield

9.3 km from Stockbridge Bowl

James

฿4,813

฿5,377 total

includes taxes & fees

13 Sept - 14 Sept

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

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

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

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

฿4,417

฿4,934 total

includes taxes & fees

13 Sept - 14 Sept

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 covered porch with wicker furniture and hanging flower baskets.

16. The Red Lion Inn

5.9 km from Stockbridge Bowl

James

฿5,212

฿7,457 total

includes taxes & fees

30 Sept - 1 Oct

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

A hotel room with a large bed, a TV mounted above a fireplace, a desk, and a seating area with chairs.

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

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

17. Chambery Inn

6.2 km from Stockbridge Bowl

Alexandra

฿8,884

฿9,924 total

includes taxes & fees

13 Sept - 14 Sept

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 white plastic chairs on a covered outdoor area with a white building in the background.

18. Monument Mountain Motel

14.5 km from Stockbridge Bowl

Analisia

฿2,813

฿3,143 total

includes taxes & fees

13 Sept - 14 Sept

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.

19. Best Western Plus Berkshire Hills Inn & Suites

11 km from Stockbridge Bowl

Prasanna

฿3,481

฿3,888 total

includes taxes & fees

13 Sept - 14 Sept

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

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

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

14.4 km from Stockbridge Bowl

Bruce

฿6,125

฿6,842 total

includes taxes & fees

17 Sept - 18 Sept

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Compare popular hotels close to Stockbridge Bowl

Property	Property class	Guest rating
Brook Farm Inn	9.4 Exceptional 174 reviews	View
The Yankee Inn	9.2 Wonderful 1,000 reviews	View
The Cornell Inn, Lenox & The Berkshires	9.2 Wonderful 1,001 reviews	View
The Black Swan Lee - Lenox, an Ascend Collection Hotel	9.0 Wonderful 1,001 reviews	View
Quality Inn Lee - Lenox South	8.4 Very good 1,000 reviews	View

Top Stockbridge Bowl Hotel Reviews

Berkshires Untold

10/10 Excellent

"beautiful place, great staff, would love to go back!"

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"Generous front desk (forgot toothbrush & comb, they gave us both free of charge). Great complimentary breakfast & tea/coffee machine. Great WiFi. Beautiful view & kayaking was so fun. We had a wonderful stay!"

Hideaway Inn Lenox

10/10 Excellent

"We reserved this Inn because of its close proximity to Tanglewood. Easy check-in and check-out. The queen bed was super comfortable. Room clean. It was nice to have coffee available 24/7. Would stay here again!"

Pleasant Valley Motel West Stockbridge

8/10 Good

"I stay here a lot. Cheap and easy. Hot water, decent beds, yes, room is dated but its cheap and people are very nice. If you're looking for the Ritz Carleton this ain't it. If you're planning a budget weekend this works just fine"

Brook Farm Inn

8/10 Good

"Very nice stay! Very friendly and helpful staff, truly delicious breakfast, excellent location."

The Ponds at Foxhollow

10/10 Excellent

"Our unit was very comfortable for 2 senior couples. We were only there for the weekend so we didn’t use any of the amenities but, the property is lovely."

Shaker Mill Inn

10/10 Excellent

"Cute and clean. Did not meet staff"

Eastgate Inn B&B

10/10 Excellent

"A lovely stay in every respect -- and being so close to Tanglewood that we could walk to a concert was an added treat...!"

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."

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 The Ponds at Foxhollow and Hideaway Inn Lenox.

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.

Search Hotels Near Stockbridge Bowl, Stockbridge

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Our top choices for Stockbridge Bowl hotels

1. Brook Farm Inn

2. The Yankee Inn

3. The Cornell Inn, Lenox & The Berkshires

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

5. Quality Inn Lee - Lenox South

6. Element by Marriott Lenox Berkshires

7. Holiday Inn Club Vacations Oak 'n Spruce Resort

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

9. Hampton Inn & Suites Berkshires-Lenox

10. Berkshire Mountain Lodge

11. Berkshires Untold

12. Berkshire Lake Lodge

13. Courtyard by Marriott Lenox Berkshires

14. Hilton Garden Inn Lenox Pittsfield

15. Hotel On North

16. The Red Lion Inn

17. Chambery Inn

18. Monument Mountain Motel

19. Best Western Plus Berkshire Hills Inn & Suites

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

Compare popular hotels close to Stockbridge Bowl

Top Stockbridge Bowl Hotel Reviews

Berkshires Untold

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Hideaway Inn Lenox

Pleasant Valley Motel West Stockbridge

Brook Farm Inn

The Ponds at Foxhollow

Shaker Mill Inn

Eastgate Inn B&B

33 Main

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