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 cozy living room with a fireplace, a blue sofa, a red armchair, and a coffee table with books and a teapot.

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

1.9 mi from Stockbridge Bowl

Carrie

£171

includes taxes & fees

2 Nov - 3 Nov

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 hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.

2. The Yankee Inn

5.4 mi from Stockbridge Bowl

Basil

£90

includes taxes & fees

1 Nov - 2 Nov

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

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

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

3. Hampton Inn & Suites Berkshires-Lenox

5.3 mi from Stockbridge Bowl

Thomas

£93

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 lakeside dock with kayaks and a covered boat ramp.

A lodge with a large building and a dock by a lake, surrounded by forest.

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

3.1 mi from Stockbridge Bowl

Gustavo

£97

includes taxes & fees

8 Nov - 9 Nov

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.

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.

5. Berkshires Untold

4.2 mi from Stockbridge Bowl

Madhavi R

£110

includes taxes & fees

1 Nov - 2 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 hotel room with a sofa, armchair, desk with lamp, television, mini-fridge, and patterned carpet.

6. Quality Inn Lee - Lenox South

4.6 mi from Stockbridge Bowl

Christine

£78

includes taxes & fees

3 Nov - 4 Nov

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.

A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.

An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.

7. Courtyard by Marriott Lenox Berkshires

3.7 mi from Stockbridge Bowl

Tracy

£106

includes taxes & fees

1 Nov - 2 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 dining area with a glass table, red walls, and framed artwork.

A two-story house with a balcony, a brick chimney, and a porch with Adirondack chairs.

8. The Cornell Inn, Lenox & The Berkshires

2.8 mi from Stockbridge Bowl

judith

£133

includes taxes & fees

27 Oct - 28 Oct

A hotel patio with outdoor seating and a fire pit.

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

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

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

9. Hilton Garden Inn Lenox Pittsfield

5.8 mi from Stockbridge Bowl

James

£108

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

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.

10. Element by Marriott Lenox Berkshires

3.9 mi from Stockbridge Bowl

Kirsty

£121

includes taxes & fees

8 Nov - 9 Nov

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

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 a counter, seating area, and large windows.

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

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

5.7 mi from Stockbridge Bowl

Ginger

£84

includes taxes & fees

11 Nov - 12 Nov

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

A garden with wooden Adirondack chairs and a stone pathway.

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

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

12. Berkshire Mountain Lodge

6 mi from Stockbridge Bowl

Kathleen

£89

includes taxes & fees

9 Nov - 10 Nov

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

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

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.

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

4.8 mi from Stockbridge Bowl

£114

includes taxes & fees

8 Nov - 9 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 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 grey upholstered chairs, a wooden reception desk, and a colorful pear painting on the wall.

14. Best Western Plus Berkshire Hills Inn & Suites

6.8 mi from Stockbridge Bowl

James

£79

includes taxes & fees

1 Nov - 2 Nov

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

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

A motel with a parking lot and several cars parked.

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

15. Monument Mountain Motel

9 mi from Stockbridge Bowl

Andrea

£51

includes taxes & fees

1 Nov - 2 Nov

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

A restaurant with a large open dining area, wooden tables and chairs, and a brick wall with a colorful mural.

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.

16. Hotel On North

8.8 mi from Stockbridge Bowl

£113

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

17. Berkshire Lake Lodge

8.9 mi from Stockbridge Bowl

mike

£110

includes taxes & fees

2 Nov - 3 Nov

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

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

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

8.9 mi from Stockbridge Bowl

Kelly

£121

includes taxes & fees

2 Nov - 3 Nov

A large house with a balcony and a grassy yard.

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

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

A two-story building with a gabled roof and a chimney.

19. The Little Lion

6.6 mi from Stockbridge Bowl

Lidia

£88

includes taxes & fees

18 Oct - 19 Oct

A wooden deck with a table and chairs, surrounded by a metal railing, overlooking a lush green landscape with trees.

A window view of a garden with rocks, bushes, and trees.

A red door with a wreath, number 5, and flower baskets on either side.

A dining table set with placemats, candles, and a centerpiece of flowers.

20. The Red Door B&B

4.1 mi from Stockbridge Bowl

Anonymous traveller

£212

includes taxes & fees

26 Oct - 27 Oct

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Compare popular hotels close to Stockbridge Bowl

Property	Property class	Guest rating
Brook Farm Inn	9.4 Exceptional 177 reviews	View
The Yankee Inn	9.2 Wonderful 1,006 reviews	View
Hampton Inn & Suites Berkshires-Lenox	9.0 Wonderful 1,002 reviews	View
The Black Swan Lee - Lenox, an Ascend Collection Hotel	9.2 Wonderful 1,008 reviews	View
Berkshires Untold	9.0 Wonderful 1,036 reviews	View

Top Stockbridge Bowl Hotel Reviews

The Red Lion Inn

8/10 Good

"I enjoyed my stay, lovely little town. The Inn is beginning to show some signs of wear. A broken tile (baseboard) by the tub. However, staff pleasant and helpful. Excellent restaurants."

The Ponds at Foxhollow

8/10 Good

"0"

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent

"It's a perfect stop on our little Berkshires trip. The Inn had everything we needed and more. The property was beautiful, and the staff was beyond helpful. We will certainly be back."

Hawthorne House

10/10 Excellent

"We found this home to be clean, comfortable, and an excellent location to explore the Berkshires. The host was beyond helpful and accommodating. The home is cozy and well appointed. It was just my husband, myself and a friend so the separate living area downstairs afforded her extra privacy. We would rent this home again if we were in the area."

The Belden House - WALK to Tanglewood !

10/10 Excellent

"This was the quintessential New England property ...we lived and went to school in Lenox years ago and was celebrating a birthday up there. The grandkids thoroughly loved the home for hide & seek games & the grounds to play outside, ...also being across the street from Tanglewood was perfect"

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

10/10 Excellent

"Our ladies group had a lovely time in this house! Plenty of room for us all to be together or spread out in the house. Made multiple meals were prepared and the kitchen had most things we needed."

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

8/10 Good

"Perfect location!"

Eastgate Inn B&B

10/10 Excellent

"Very welcoming host."

Cozy Stockbridge Cabin - Walk to Beach & Lake!

10/10 Excellent

"We had a great stay at this magical cabin! Host was super responsive and helpful"

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.

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. Hampton Inn & Suites Berkshires-Lenox

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

5. Berkshires Untold

6. Quality Inn Lee - Lenox South

7. Courtyard by Marriott Lenox Berkshires

8. The Cornell Inn, Lenox & The Berkshires

9. Hilton Garden Inn Lenox Pittsfield

10. Element by Marriott Lenox Berkshires

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

12. Berkshire Mountain Lodge

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

14. Best Western Plus Berkshire Hills Inn & Suites

15. Monument Mountain Motel

16. Hotel On North

17. Berkshire Lake Lodge

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

19. The Little Lion

20. The Red Door B&B

Compare popular hotels close to Stockbridge Bowl

Top Stockbridge Bowl Hotel Reviews

The Red Lion Inn

The Ponds at Foxhollow

The Cornell Inn, Lenox & The Berkshires

Hawthorne House

The Belden House - WALK to Tanglewood !

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

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

Eastgate Inn B&B

Cozy Stockbridge Cabin - Walk to Beach & Lake!

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