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

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.

1. Brook Farm Inn

3.1 km from Stockbridge Bowl

Carrie

฿6,522

฿7,553 total

includes taxes & fees

2 Nov - 3 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 hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.

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

Basil

฿3,554

฿3,970 total

includes taxes & fees

1 Nov - 2 Nov

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

A breakfast area with a counter, coffee machine, and a display of pastries.

A coffee station with two coffee machines and a variety of coffee pods and cups.

A kitchenette with a microwave, coffee maker, and coffee cups.

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

13.7 km from Stockbridge Bowl

Maria Dulce

฿2,783

฿3,109 total

includes taxes & fees

10 Nov - 11 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 row of white plastic chairs on a covered outdoor area with a white building in the background.

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

4. Monument Mountain Motel

14.5 km from Stockbridge Bowl

Andrea

฿2,007

฿2,241 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 sofa, armchair, desk with lamp, television, mini-fridge, and patterned carpet.

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

Christine

฿3,107

฿3,470 total

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 dock with kayaks and a covered boat ramp.

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.

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

5.1 km from Stockbridge Bowl

Bob

฿3,962

฿4,425 total

includes taxes & fees

10 Nov - 11 Nov

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

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

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.

7. Courtyard by Marriott Lenox Berkshires

5.9 km from Stockbridge Bowl

Tracy

฿4,212

฿4,704 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

8. Hilton Garden Inn Lenox Pittsfield

9.3 km from Stockbridge Bowl

James

฿4,288

฿4,789 total

includes taxes & fees

1 Nov - 2 Nov

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

A room with a blue armchair, an orange armchair, a round table, a floor lamp, and a wardrobe.

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

A conference room with multiple tables and chairs, a flat-screen TV mounted on the wall, and a carpeted floor.

9. Hampton Inn & Suites Berkshires-Lenox

8.5 km from Stockbridge Bowl

Thomas

฿3,819

฿4,266 total

includes taxes & fees

7 Nov - 8 Nov

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

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

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

฿4,365

฿4,876 total

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

A hotel with a covered entrance, multiple floors, and a landscaped area with flowers and shrubs.

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

Kirsty

฿4,795

฿5,356 total

includes taxes & fees

8 Nov - 9 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.

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

14.4 km from Stockbridge Bowl

Kelly

฿4,817

฿5,380 total

includes taxes & fees

2 Nov - 3 Nov

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

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.

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

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

9.2 km from Stockbridge Bowl

Ginger

฿3,319

฿3,708 total

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

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.

14. Best Western Plus Berkshire Hills Inn & Suites

11 km from Stockbridge Bowl

James

฿3,134

฿3,501 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 café with a display case, a frozen food section, and a marketplace sign.

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

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

7.8 km from Stockbridge Bowl

Jared

฿3,923

฿5,038 total

includes taxes & fees

13 Oct - 14 Oct

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.

16. Berkshire Mountain Lodge

9.7 km from Stockbridge Bowl

marilyn

฿2,874

฿3,960 total

includes taxes & fees

9 Nov - 10 Nov

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.

17. Hotel On North

14.1 km from Stockbridge Bowl

Lawrence

฿4,496

฿5,022 total

includes taxes & fees

1 Nov - 2 Nov

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

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

18. The Little Lion

10.6 km from Stockbridge Bowl

Lidia

฿3,470

฿3,876 total

includes taxes & fees

18 Oct - 19 Oct

A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

A gazebo with a metal roof and wooden benches, surrounded by a white fence and lush greenery.

A hotel room with a dining area, a sofa, a coffee station, and a TV mounted on the wall.

A hotel room with a dining area featuring a table and chairs, a kitchenette with a coffee machine, and a television on the wall.

19. Howard Johnson by Wyndham Lenox

8.7 km from Stockbridge Bowl

Mark

฿2,649

฿2,959 total

includes taxes & fees

18 Oct - 19 Oct

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

20. Berkshire Lake Lodge

14.3 km from Stockbridge Bowl

mike

฿4,753

฿5,309 total

includes taxes & fees

1 Nov - 2 Nov

View all properties

Compare popular hotels close to Stockbridge Bowl

Property	Property class	Guest rating
Brook Farm Inn	9.4 Exceptional 176 reviews	View
The Yankee Inn	9.2 Wonderful 1,003 reviews	View
Holiday Inn Express Hotel & Suites Great Barrington by IHG	8.8 Excellent 835 reviews	View
Monument Mountain Motel	9.0 Wonderful 921 reviews	View
Quality Inn Lee - Lenox South	8.6 Excellent 1,000 reviews	View

Top Stockbridge Bowl Hotel Reviews

Brook Farm Inn

10/10 Excellent

"From the minute you walk in the door you know this place is special. Maureen the owner/chef goes above and beyond to make you feel welcome. Fresh baked goods are left for you to enjoy. The room is spotless and well appointed. The breakfast is AMAZING. Do not hesitate to stay to stay at this B&B!"

Berkshires Untold

10/10 Excellent

"Great, we'll run hotel"

The Black Swan Lee - Lenox, an Ascend Collection Hotel

8/10 Good

"Nice motel located on Laurel Lake. Convenient location. We did not upgrade to a room with a view of lake, but should consider. Lovely breakfast with big windows on the lake. Everything worked fine, would stay again."

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent

"Lovely room, comfortable bed and a nice breakfast."

Shaker Mill Inn

10/10 Excellent

"Very nice Inn in West Stockbridge. Easy walk to center of town and short drive to all the Berkshires attractions. Room was very quiet and the grounds are wonderful. Highly recommended!"

The Red Lion Inn

8/10 Good

"Would go there again but would request to be in the main Inn, they have properties all over the town center that are considered the Inn. That was disappointing. A very unique property and super cute!"

Pleasant Valley Motel West Stockbridge

8/10 Good

"The room was fairly clean, but the wallpaper is peeling away from the wall. The towel hanging on the towel rod had dark gray streaks like it had already been used."

Eastgate Inn B&B

10/10 Excellent

"Very welcoming host."

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 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. Holiday Inn Express Hotel & Suites Great Barrington by IHG

4. Monument Mountain Motel

5. Quality Inn Lee - Lenox South

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

7. Courtyard by Marriott Lenox Berkshires

8. Hilton Garden Inn Lenox Pittsfield

9. Hampton Inn & Suites Berkshires-Lenox

10. Berkshires Untold

11. Element by Marriott Lenox Berkshires

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

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

14. Best Western Plus Berkshire Hills Inn & Suites

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

16. Berkshire Mountain Lodge

17. Hotel On North

18. The Little Lion

19. Howard Johnson by Wyndham Lenox

20. Berkshire Lake Lodge

Compare popular hotels close to Stockbridge Bowl

Top Stockbridge Bowl Hotel Reviews

Brook Farm Inn

Berkshires Untold

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Cornell Inn, Lenox & The Berkshires

Shaker Mill Inn

The Red Lion Inn

Pleasant Valley Motel West Stockbridge

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