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.

1. Brook Farm Inn

3.1 km from Stockbridge Bowl

Carrie

SAR 722 total

includes taxes & fees

14 Nov - 15 Nov

Two Adirondack chairs facing a river with a forested hill in the background.

2. The Yankee Inn

8.7 km from Stockbridge Bowl

Stephanie

SAR 528 total

includes taxes & fees

12 Dec - 13 Dec

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

3. Hampton Inn & Suites Berkshires-Lenox

8.5 km from Stockbridge Bowl

Thomas

SAR 460 total

includes taxes & fees

19 Nov - 20 Nov

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

4. Monument Mountain Motel

14.5 km from Stockbridge Bowl

Martha

SAR 251 total

includes taxes & fees

15 Nov - 16 Nov

5. Quality Inn Lee - Lenox South

7.3 km from Stockbridge Bowl

Bernardo Jr

SAR 358 total

includes taxes & fees

6 Dec - 7 Dec

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

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

9.2 km from Stockbridge Bowl

Ruth

SAR 432 total

includes taxes & fees

13 Dec - 14 Dec

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

7. The Cornell Inn, Lenox & The Berkshires

4.6 km from Stockbridge Bowl

judith

SAR 732 total

includes taxes & fees

22 Nov - 23 Nov

A restaurant with multiple dining tables, chairs, and a large Buddha statue centerpiece.

8. Hilton Garden Inn Lenox Pittsfield

9.3 km from Stockbridge Bowl

James

SAR 498 total

includes taxes & fees

22 Nov - 23 Nov

9. Berkshire Mountain Lodge

9.7 km from Stockbridge Bowl

Susan J

SAR 406 total

includes taxes & fees

6 Dec - 7 Dec

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

10. Berkshire Lake Lodge

14.3 km from Stockbridge Bowl

mike

SAR 475 total

includes taxes & fees

17 Nov - 18 Nov

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

11. Element by Marriott Lenox Berkshires

6.3 km from Stockbridge Bowl

Francis

SAR 566 total

includes taxes & fees

29 Nov - 30 Nov

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

12. Courtyard by Marriott Lenox Berkshires

5.9 km from Stockbridge Bowl

Vandhana

SAR 477 total

includes taxes & fees

13 Dec - 14 Dec

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

13. Berkshires Untold

6.8 km from Stockbridge Bowl

Juan

SAR 441 total

includes taxes & fees

17 Nov - 18 Nov

A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.

14. Best Western Plus Berkshire Hills Inn & Suites

11 km from Stockbridge Bowl

James

SAR 392 total

includes taxes & fees

1 Dec - 2 Dec

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

15. Hotel On North

14.1 km from Stockbridge Bowl

Rosemarie

SAR 487 total

includes taxes & fees

29 Nov - 30 Nov

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

16. Chambery Inn

6.2 km from Stockbridge Bowl

Alexandra

SAR 795 total

includes taxes & fees

17 Nov - 18 Nov

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

17. Howard Johnson by Wyndham Lenox

8.7 km from Stockbridge Bowl

Aleksandr

SAR 331 total

includes taxes & fees

14 Nov - 15 Nov

An indoor swimming pool with a 6 feet 18 meters depth, surrounded by chairs and tables, with large windows offering views of trees.

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

13.7 km from Stockbridge Bowl

Joseph

SAR 377 total

includes taxes & fees

16 Nov - 17 Nov

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

19. Quality Inn Great Barrington

16.3 km from Stockbridge Bowl

David

SAR 317 total

includes taxes & fees

6 Dec - 7 Dec

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

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

14.4 km from Stockbridge Bowl

Md

SAR 673 total

includes taxes & fees

18 Nov - 19 Nov

View all properties

Compare popular hotels close to Stockbridge Bowl

Property	Property class	Guest rating
Brook Farm Inn	3.5 star property	9.6 Exceptional 178 reviews	View
The Yankee Inn	2.5 star property	9.2 Wonderful 1,001 reviews	View
Hampton Inn & Suites Berkshires-Lenox	2.5 star property	9.0 Wonderful 1,000 reviews	View
Monument Mountain Motel	2.5 star property	9.0 Wonderful 944 reviews	View
Quality Inn Lee - Lenox South	2.5 star property	8.6 Excellent 1,000 reviews	View

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.

See properties

Top Stockbridge Bowl Hotel Reviews

A spacious living room with a fireplace, a dining area with a table and chairs, and large windows offering a view of the outdoors.

Devonfield Inn B&B

Lee

10/10 Excellent

Anonymous traveler

Brook Farm Inn

Lenox

10/10 Excellent

roberta

Shaker Mill Inn

West Stockbridge

10/10 Excellent

This was the most comfortable B&B I have every heard of let alone stayed at. It does not have the awkwardness of eating breakfast in a community room of strangers. All the breakfast amenities are in you room, including the food that is stock daily by the inn keepers, so you get to enjoy in the comforts of your room (which is a cozy as home). The room was so spacious and well kept. Every detail is thought of by the innkeepers and if they forgot something they are accessible and gracious to...

Joe

The Inn at Stockbridge

Stockbridge

10/10 Excellent

Kevin

Chambery Inn

Lee

10/10 Excellent

Elaine

The Cornell Inn, Lenox & The Berkshires

Lenox

10/10 Excellent

Lawrence

A spacious living room with high ceilings, exposed wooden beams, a fireplace, and comfortable seating.

Inn at Silver Maple Farm

East Chatham

10/10 Excellent

Michelle

A two-story house with a brick entrance and a white facade.

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Stockbridge

10/10 Excellent

Charles

A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

10/10 Excellent

Sheila

Courtyard by Marriott Lenox Berkshires

Lenox

10/10 Excellent

Alyssa

Hotel On North

Pittsfield

10/10 Excellent

The Hotel on North is a thoughtful and beautiful transformation of 2 old contiguous buildings, a store and factory, into a hip and fun hotel. The spaces are extremely large and open from the common spaces to the guest rooms, including the bathrooms. The aesthetic is colorful and friendly rather than the cookie cutter faux luxury I usually find in expensive hotels. The quirky design features such as vintage furniture and painted floors are a great juxtaposition to the perfect bed linens and...

Steve

The Yankee Inn

Lenox

10/10 Excellent

We had a fantastic stay at the Yankee! Our adjoining rooms were clean, large and comfortable. We loved that the rooms had a fireplace and balcony! All the amenities were appreciated. The breakfast had so many offerings, including fresh fruit and two kinds of eggs. The front desk staff (especially George) were professional, helpful and friendly. This was our first stay at the Yankee, but it won't be the last!

Colleen

Hilton Garden Inn Lenox Pittsfield

Pittsfield

10/10 Excellent

t

A tranquil stream with rocks and trees, a building with balconies and a red railing, and a clear sky.

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

South Lee

10/10 Excellent

I love this place and have stayed here before. Even with the precautions for COVID-19, my kids and I still had a great time. The check-in was smooth and safe. The room was clean and sanitized. In fact, we had to "break the seal" on the door to enter and the seal was evidence of the cleaning that was done. Of course, the arcade and movie theatre were closed, but that was no surprise. The pools were open and reservations required to ensure everyone could be safe and still have fun. Lots of...

David

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 Eastgate Inn B&B and The Black Swan Lee - Lenox, an Ascend Collection Hotel.

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 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.

Find hotels near Stockbridge Bowl, Stockbridge from SAR 224

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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. Monument Mountain Motel

5. Quality Inn Lee - Lenox South

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

7. The Cornell Inn, Lenox & The Berkshires

8. Hilton Garden Inn Lenox Pittsfield

9. Berkshire Mountain Lodge

10. Berkshire Lake Lodge

11. Element by Marriott Lenox Berkshires

12. Courtyard by Marriott Lenox Berkshires

13. Berkshires Untold

14. Best Western Plus Berkshire Hills Inn & Suites

15. Hotel On North

16. Chambery Inn

17. Howard Johnson by Wyndham Lenox

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

19. Quality Inn Great Barrington

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

Compare popular hotels close to Stockbridge Bowl

Other attractions near Stockbridge Bowl

Tanglewood Music Center

Top Stockbridge Bowl Hotel Reviews

Devonfield Inn B&B

10/10 Excellent

Frequently Asked Questions

What's the area like around Stockbridge Bowl?

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

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

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

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

What can I see and do near Stockbridge Bowl?