Hotels near Stockbridge Bowl

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Check prices for these dates

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27 Dec - 28 Dec
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28 Dec - 29 Dec
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2 Jan - 4 Jan
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9 Jan - 11 Jan

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Our top choices for Stockbridge Bowl hotels

Premium bedding, iron/ironing board, rollaway beds, free WiFi
Brook Farm Inn

Brook Farm Inn

Brook Farm Inn
3.5 star property
3.1 km from Stockbridge Bowl
9.4 out of 10, Exceptional, (164)
"Everything was perfect - location and accommodation."
United States
Christopher
Brook Farm Inn
Exterior
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
5.1 km from Stockbridge Bowl
9.0 out of 10, Wonderful, (1000)
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is S$149
includes taxes & fees
6 Jan - 7 Jan, 2026
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior
Element Lenox Berkshires

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
6.3 km from Stockbridge Bowl
9.6 out of 10, Exceptional, (14)
"Rooms were very clean and spacious."
United States
Morgan
The price is S$194
includes taxes & fees
5 Jan - 6 Jan, 2026
Element Lenox Berkshires
Front of property
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
4.6 km from Stockbridge Bowl
9.0 out of 10, Wonderful, (1000)
"The Inn was very nice and the staff was super friendly and attentive."
United States
Steven
The price is S$212
includes taxes & fees
5 Jan - 6 Jan, 2026
The Cornell Inn, Lenox & The Berkshires
Exterior
The Whitlock

The Whitlock

The Whitlock
2.0 star property
3.8 km from Stockbridge Bowl
8.6 out of 10, Excellent, (281)
"great location"
United States
Brian
The price is S$192
includes taxes & fees
5 Jan - 6 Jan, 2026
The Whitlock
Exterior
The Inn at Stockbridge

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
4.6 km from Stockbridge Bowl
9.8 out of 10, Exceptional, (99)
"Well-run and elegant property. "
United States
Steven
The price is S$378
includes taxes & fees
1 Jan - 2 Jan, 2026
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
8.7 km from Stockbridge Bowl
9.2 out of 10, Wonderful, (1000)
"Friendly staff, very clean room and super comfy bed"
United States
Linda
The price is S$133
includes taxes & fees
4 Jan - 5 Jan, 2026
The Yankee, Trademark Collection by Wyndham
Property amenity
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
5.9 km from Stockbridge Bowl
9.2 out of 10, Wonderful, (593)
"Roomy, clean, the view is fantastic with the foliage, exactly like the photos. "
United States
Mingming
The price is S$199
includes taxes & fees
6 Jan - 7 Jan, 2026
Courtyard by Marriott Lenox Berkshires
Interior
Berkshires Untold

Berkshires Untold

Berkshires Untold
3.5 star property
6.8 km from Stockbridge Bowl
9.0 out of 10, Wonderful, (821)
"Easiest check in and out. Great food in dining room. "
United States
William
The price is S$182
includes taxes & fees
5 Jan - 6 Jan, 2026
Berkshires Untold
Front of property – evening/night
Devonfield Inn B&B

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
5.9 km from Stockbridge Bowl
10.0 out of 10, Exceptional, (134)
"The inn has an excellent location and amenities."
United States
Christopher
Devonfield Inn B&B
Front of property
Chambery Inn

Chambery Inn

Chambery Inn
3.0 star property
6.2 km from Stockbridge Bowl
9.6 out of 10, Exceptional, (374)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
Chambery Inn
Exterior
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
8.5 km from Stockbridge Bowl
9.2 out of 10, Wonderful, (1003)
"Very comfortable beds! "
United States
Gerald
The price is S$148
includes taxes & fees
4 Jan - 5 Jan, 2026
Hampton Inn & Suites Berkshires-Lenox
Lobby
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
7.3 km from Stockbridge Bowl
8.4 out of 10, Very good, (1000)
"The staff is always so helpful & nice, and the rooms are always clean and comfortable. This is my favorite place to stay in Lee!"
United States
Cooper
The price is S$121
includes taxes & fees
11 Jan - 12 Jan, 2026
Quality Inn Lee - Lenox South
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
7.8 km from Stockbridge Bowl
9.0 out of 10, Wonderful, (808)
"Convenient location, very roomy, well equipped kitchen. "
United States
Carolyn
The price is S$208
includes taxes & fees
4 Jan - 5 Jan, 2026
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Iron/ironing board, free WiFi, bed sheets
Gateways Inn & Restaurant

Gateways Inn & Restaurant

Gateways Inn & Restaurant
3.0 star property
3.7 km from Stockbridge Bowl
8.0 out of 10, Very good, (193)
"Very well kept property, nice restaurant and is in a great area"
United States
Josephine
The price is S$238
includes taxes & fees
4 Jan - 5 Jan, 2026
Gateways Inn & Restaurant
Terrace/patio
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
9.3 km from Stockbridge Bowl
9.2 out of 10, Wonderful, (659)
"The room was very clean with comfortable King bed. We really enjoyed the hot tub."
United States
Christine
The price is S$183
includes taxes & fees
2 Jan - 3 Jan, 2026
Hilton Garden Inn Lenox Pittsfield
Outdoor pool, pool loungers
The Red Lion Inn

The Red Lion Inn

The Red Lion Inn
3.5 star property
5.9 km from Stockbridge Bowl
8.8 out of 10, Excellent, (1001)
"Old time charm and hot tub under the stars"
United States
Lori
The price is S$262
includes taxes & fees
14 Jan - 15 Jan, 2026
The Red Lion Inn
Lobby sitting area
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
9.2 km from Stockbridge Bowl
9.2 out of 10, Wonderful, (69)
"This is a brand new hotel. Everything was perfect, from check-in to check-out. We especially enjoyed the hot tub and pool. "
United States
Joan
The price is S$176
includes taxes & fees
25 Jan - 26 Jan, 2026
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Exterior
Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
3.7 km from Stockbridge Bowl
6.8 out of 10, (1003)
"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
The price is S$73
includes taxes & fees
1 Jan - 2 Jan, 2026
Pleasant Valley Motel West Stockbridge
Lobby
Inn at Kenmore Hall

Inn at Kenmore Hall

Inn at Kenmore Hall
3.0 star property
7.5 km from Stockbridge Bowl
10.0 out of 10, Exceptional, (27)
"Gorgeous grounds, welcoming home atmosphere. wonderful breakfast and staff that made it feel like home - only better! "
United States
Margaret
The price is S$810
includes taxes & fees
28 Dec - 29 Dec
Inn at Kenmore Hall
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

Berkshires Untold

Berkshires Untold

10/10 Excellent
"Our room was spotless and cozy. I was very pleased to be able to control the temperature as I like to sleep in a cool room. The shower and sink products are lovely -- especially the moisturizer for cold weather skin. I cannot speak highly enough about the restaurant -- beautiful decor, delicious cocktails, amazing food, everything we ordered was great!"
Joanna 4-night trip
Posted 5 days ago
Berkshires Untold

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 make plans for a show at Tanglewood Music Center during your stay in 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 in 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. Travellers like this historic area for its bars. If you're looking for a convenient place to stay, take a look at the 21 hotels and other accommodation options 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 traveller 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 options within a few miles include Apple Tree Inn and Eastgate Inn B&B.
How many hotels will I find close to Stockbridge Bowl?
Expedia has 21 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 Norman Rockwell Museum, Ventfort Hall Mansion and Gilded Age 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.