Hotels near Stockbridge Bowl

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Check prices for these dates

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28 Dec - 29 Dec
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29 Dec - 30 Dec
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2 Jan - 4 Jan
In two weeks
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
Premium bedding, individually decorated, iron/ironing board, free WiFi
33 Main

33 Main

33 Main
4.0 star property
3.7 km from Stockbridge Bowl
10.0 out of 10, Exceptional, (74)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
The price is RM1,621
RM1,811 total
includes taxes & fees
18 Jan - 19 Jan 2026
33 Main
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
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 RM1,016
RM1,191 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Inn at 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 RM1,721
RM1,888 total
includes taxes & fees
5 Jan - 6 Jan 2026
Inn at Kenmore Hall
Garden
Shaker Mill Inn

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
4.2 km from Stockbridge Bowl
9.6 out of 10, Exceptional, (438)
"Nice place, easy check in"
United States
Robert
The price is RM462
RM507 total
includes taxes & fees
30 Dec - 31 Dec
Shaker Mill Inn
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 RM547
RM611 total
includes taxes & fees
4 Jan - 5 Jan 2026
Element Lenox Berkshires
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
Aerial view
Inn at Silver Maple Farm

Inn at Silver Maple Farm

Inn at Silver Maple Farm
3.0 star property
15 km from Stockbridge Bowl
9.8 out of 10, Exceptional, (98)
"Great stay, comfortable place"
United States
barry
The price is RM522
RM585 total
includes taxes & fees
4 Jan - 5 Jan 2026
Inn at Silver Maple Farm
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, (594)
"Roomy, clean, the view is fantastic with the foliage, exactly like the photos. "
United States
Mingming
The price is RM563
RM629 total
includes taxes & fees
6 Jan - 7 Jan 2026
Courtyard by Marriott Lenox Berkshires
Front of property – evening/night
Hotel On North

Hotel On North

Hotel On North
3.5 star property
14.1 km from Stockbridge Bowl
9.6 out of 10, Exceptional, (809)
"Clean room and staff was super friendly"
United States
Yuen
The price is RM603
RM674 total
includes taxes & fees
30 Dec - 31 Dec
Hotel On North
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 RM375
RM419 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Yankee, Trademark Collection by Wyndham
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 RM418
RM467 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn & Suites Berkshires-Lenox
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, (1001)
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is RM421
RM470 total
includes taxes & fees
6 Jan - 7 Jan 2026
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Individually decorated, individually furnished, desk, laptop workspace
Granville House

Granville House

Granville House
3.0 star property
12.5 km from Stockbridge Bowl
10.0 out of 10, Exceptional, (89)
"Outstanding all around!"
United States
Jonathan
The price is RM802
RM896 total
includes taxes & fees
29 Dec - 30 Dec
Granville House
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 RM580
RM668 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Cornell Inn, Lenox & The Berkshires
Business centre
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

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

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
4.5 star property
6.2 km from Stockbridge Bowl
9.2 out of 10, Wonderful, (110)
"Wonderful! Owner/host Diane was friendly, helpful, knowledgeable. Breakfasts awesome with great choices daily. Place was spotless, cozy and classic. So glad we stayed there. "
United States
Robert
The price is RM1,547
RM1,871 total
includes taxes & fees
11 Jan - 12 Jan 2026
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
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 RM496
RM554 total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
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 RM518
RM579 total
includes taxes & fees
2 Jan - 3 Jan 2026
Hilton Garden Inn Lenox Pittsfield
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 RM513
RM573 total
includes taxes & fees
4 Jan - 5 Jan 2026
Berkshires Untold
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.
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Top Stockbridge Bowl Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Wonderful stay in a winter wonderland that evening especially with use of the heated pool and hot tub being maintained! Loved it. Shops inside were lovely as well, bars & restaurant on-site were fun with quirky decor. Whole hotel is quirky, which is fun!"
Chris 1-night trip
Posted 2 days ago
The Red Lion Inn

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.