Find hotels near Stockbridge Bowl, Stockbridge from $58

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Dec 10 - Dec 11
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Dec 11 - Dec 12
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Dec 12 - Dec 14
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Dec 19 - Dec 21

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Our top choices for Stockbridge Bowl hotels

Front of property
Brook Farm Inn

Brook Farm Inn

Brook Farm Inn
3.5 star property
1.9 mi from Stockbridge Bowl
9.4 out of 10, Exceptional, (163)
"Everything was perfect - location and accommodation."
United States
Christopher
$179 nightly
The price is $200
Dec 18 - Dec 19
Total with taxes and fees
Brook Farm Inn
Miscellaneous
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
3.1 mi from Stockbridge Bowl
9.0 out of 10, Wonderful, (1000)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
$101 nightly
The price is $113
Dec 21 - Dec 22
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Garden
Shaker Mill Inn

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
2.6 mi from Stockbridge Bowl
9.6 out of 10, Exceptional, (436)
"Nice place, easy check in"
United States
Robert
$102 nightly
The price is $112
Dec 14 - Dec 15
Total with taxes and fees
Shaker Mill Inn
Property amenity
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
3.7 mi from Stockbridge Bowl
9.2 out of 10, Wonderful, (589)
"Roomy, clean, the view is fantastic with the foliage, exactly like the photos. "
United States
Mingming
$135 nightly
The price is $151
Dec 14 - Dec 15
Total with taxes and fees
Courtyard by Marriott Lenox Berkshires
Exterior
The Whitlock

The Whitlock

The Whitlock
2.0 star property
2.4 mi from Stockbridge Bowl
8.6 out of 10, Excellent, (281)
"Rooms are clean, large, good shower, good bed"
United States
BORIS
$129 nightly
The price is $144
Dec 14 - Dec 15
Total with taxes and fees
The Whitlock
Lobby
Element Lenox Berkshires

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
3.9 mi from Stockbridge Bowl
9.8 out of 10, Exceptional, (11)
"New hotel very nice"
United States
joel
$131 nightly
The price is $146
Dec 17 - Dec 18
Total with taxes and fees
Element Lenox Berkshires
Lobby lounge
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
5.3 mi from Stockbridge Bowl
9.2 out of 10, Wonderful, (1000)
"Clean, pleasant staff and good breakfast. "
United States
Edward
$103 nightly
The price is $115
Dec 21 - Dec 22
Total with taxes and fees
Hampton Inn & Suites Berkshires-Lenox
Front of property
The Inn at Stockbridge

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
2.9 mi from Stockbridge Bowl
9.8 out of 10, Exceptional, (99)
"Well-run and elegant property. "
United States
Steven
$263 nightly
The price is $294
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Inn at Stockbridge
Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
5.4 mi from Stockbridge Bowl
9.2 out of 10, Wonderful, (1009)
"Great stay there!! Very friendly staff"
United States
Ann
$75 nightly
The price is $84
Dec 24 - Dec 25
Total with taxes and fees
The Yankee, Trademark Collection by Wyndham
Front of property - evening/night
Devonfield Inn B&B

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
3.7 mi from Stockbridge Bowl
10.0 out of 10, Exceptional, (134)
"The inn has an excellent location and amenities."
United States
Christopher
$349 nightly
The price is $390
Dec 14 - Dec 15
Total with taxes and fees
Devonfield Inn B&B
Lobby lounge
Berkshires Untold

Berkshires Untold

Berkshires Untold
3.5 star property
4.2 mi from Stockbridge Bowl
9.0 out of 10, Wonderful, (813)
"Easiest check in and out. Great food in dining room. "
United States
William
$113 nightly
The price is $126
Dec 14 - Dec 15
Total with taxes and fees
Berkshires Untold
Terrace/patio
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
5.8 mi from Stockbridge Bowl
9.2 out of 10, Wonderful, (657)
"Clean and convenient to Mt. Greylock. Kind staff. "
United States
Kristen
$103 nightly
The price is $115
Dec 21 - Dec 22
Total with taxes and fees
Hilton Garden Inn Lenox Pittsfield
Front of property
Chambery Inn

Chambery Inn

Chambery Inn
3.0 star property
3.9 mi from Stockbridge Bowl
9.6 out of 10, Exceptional, (373)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
$190 nightly
The price is $212
Dec 14 - Dec 15
Total with taxes and fees
Chambery Inn
Lobby
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
4.6 mi from Stockbridge Bowl
8.4 out of 10, Very Good, (1002)
"Clean room and good breakfast "
United States
Kelly
$89 nightly
The price is $100
Dec 28 - Dec 29
Total with taxes and fees
Quality Inn Lee - Lenox South
Exterior
The Red Lion Inn

The Red Lion Inn

The Red Lion Inn
3.5 star property
3.7 mi from Stockbridge Bowl
8.8 out of 10, Excellent, (1001)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
$180 nightly
The price is $202
Jan 6 - Jan 7, 2026
Total with taxes and fees
The Red Lion Inn
Property amenity
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
4.8 mi from Stockbridge Bowl
9.0 out of 10, Wonderful, (798)
"Place was great!"
United States
Benjamin
$138 nightly
The price is $154
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Desk, laptop workspace, blackout drapes, iron/ironing board
Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
2.3 mi from Stockbridge Bowl
6.8 out of 10, (1001)
"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
$52 nightly
The price is $58
Jan 1 - Jan 2, 2026
Total with taxes and fees
Pleasant Valley Motel West Stockbridge
Indoor pool
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
2.5 star property
5.7 mi from Stockbridge Bowl
9.2 out of 10, Wonderful, (65)
"Very clean room, courteous staff. "
United States
Jeffrey
$108 nightly
The price is $121
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
6.8 mi from Stockbridge Bowl
8.6 out of 10, Excellent, (1001)
"I have stayed here many times and it is consistently a comfortable, clean and quiet place."
United States
Jeanine
$94 nightly
The price is $105
Jan 4 - Jan 5, 2026
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites
In-room dining
Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
4.8 mi from Stockbridge Bowl
6.4 out of 10, (650)
"The room was clean and the service adequate"
United States
David
$63 nightly
The price is $70
Dec 24 - Dec 25
Total with taxes and fees
Econo Lodge Lee - Great Barrington
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Stockbridge Bowl Hotel Reviews

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"Really quiet, peaceful stay and beautiful spot for the money. Front desk staff so nice. No elevator to second floor so keep in mind if have accessibility issues/wheelchair user. Great view and gluten free menu options. Would stay again if in area. Was just passing through on way to medical appointment. "
Meaghan 1-night trip
Posted 2 days ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Hotels near other Stockbridge Bowl attractions

A road near Tanglewood. Driving through the Berkshires is never a disappointing #roadtrip
Photo by Wanderlustfemale
Open Photo by Wanderlustfemale

Tanglewood Music Center

4.8/5 (235 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
The mount and historic gardens in lenox massachusetts

The Mount

4.7/5 (75 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.
See properties

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 Ponds at Foxhollow is one of the top choices for your stay based on our traveler data, and this condo resort offers an outdoor pool and an indoor pool. It's located 1.9 mi (3.1 km) from Stockbridge Bowl. Other good choices within 5 miles include The Black Swan Lee - Lenox, an Ascend Collection Hotel and Apple Tree Inn.
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 Mission House. 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.