Find hotels near Stockbridge Bowl, Stockbridge from ₩147,317

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Dec 16 - Dec 17
Tomorrow
Dec 17 - Dec 18
This weekend
Dec 19 - Dec 21
Next weekend
Dec 26 - Dec 28

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Our top choices for Stockbridge Bowl hotels

Loft, Private Bathroom (Skylight Loft) | 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
Luxury Room, 1 King Bed, Bathtub | 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 ₩615,322
₩687,310 total
includes taxes & fees
Jan 11 - Jan 12, 2026
33 Main
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 ₩844,416
₩926,332 total
includes taxes & fees
Dec 17 - Dec 18
Inn at Kenmore Hall
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 ₩370,610
₩434,684 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Inn at Stockbridge
Exterior
Element Lenox Berkshires

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
6.3 km from Stockbridge Bowl
9.8 out of 10, Exceptional, (13)
"New hotel very nice"
United States
joel
The price is ₩193,580
₩216,229 total
includes taxes & fees
Dec 22 - Dec 23
Element Lenox Berkshires
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, (437)
"Nice place, easy check in"
United States
Robert
The price is ₩160,072
₩175,599 total
includes taxes & fees
Dec 18 - Dec 19
Shaker Mill Inn
Porch
Lakehouse Inn

Lakehouse Inn

Lakehouse Inn
4.0 star property
4.8 km from Stockbridge Bowl
9.6 out of 10, Exceptional, (290)
"A charming inn in the center of the Berkshires."
United States
Danny
The price is ₩264,427
₩310,134 total
includes taxes & fees
Dec 19 - Dec 20
Lakehouse Inn
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, (373)
"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 ₩189,443
₩212,176 total
includes taxes & fees
Jan 4 - Jan 5, 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, (590)
"Roomy, clean, the view is fantastic with the foliage, exactly like the photos. "
United States
Mingming
The price is ₩198,254
₩221,449 total
includes taxes & fees
Dec 18 - Dec 19
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, (805)
"Clean room and staff was super friendly"
United States
Yuen
The price is ₩218,814
₩244,411 total
includes taxes & fees
Jan 2 - Jan 3, 2026
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, (1004)
"Friendly staff, very clean room and super comfy bed"
United States
Linda
The price is ₩131,886
₩147,317 total
includes taxes & fees
Dec 23 - Dec 24
The Yankee, Trademark Collection by Wyndham
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 ₩293,710
₩328,074 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Granville House
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, (1002)
"Clean, pleasant staff and good breakfast. "
United States
Edward
The price is ₩144,505
₩161,412 total
includes taxes & fees
Jan 4 - Jan 5, 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, (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
The price is ₩147,296
₩164,530 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Black Swan Lee - Lenox, an Ascend Collection Hotel
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, (1002)
"The Inn was very nice and the staff was super friendly and attentive."
United States
Steven
The price is ₩245,386
₩282,320 total
includes taxes & fees
Dec 17 - Dec 18
The Cornell Inn, Lenox & The Berkshires
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, (658)
"The room was very clean with comfortable King bed. We really enjoyed the hot tub."
United States
Christine
The price is ₩164,322
₩183,548 total
includes taxes & fees
Dec 23 - Dec 24
Hilton Garden Inn Lenox Pittsfield
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, (65)
"Very clean room, courteous staff. "
United States
Jeffrey
The price is ₩179,971
₩201,030 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Interior
Berkshires Untold

Berkshires Untold

Berkshires Untold
3.5 star property
6.8 km from Stockbridge Bowl
9.0 out of 10, Wonderful, (817)
"Easiest check in and out. Great food in dining room. "
United States
William
The price is ₩161,022
₩179,862 total
includes taxes & fees
Dec 17 - Dec 18
Berkshires Untold
Exterior
Hampton Terrace Inn

Hampton Terrace Inn

Hampton Terrace Inn
4.0 star property
3.8 km from Stockbridge Bowl
9.0 out of 10, Wonderful, (43)
"Beautiful historic house in a great location. Responsive owner. Great visit!"
United States
Abby
The price is ₩386,082
₩431,255 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hampton Terrace Inn
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
"A magical, magical New England weekend at The Red Lion Inn. The room was so warm, the bed and pillows were so comfortable and just the right firmness. The pool and hot tube were open, maybe bring a swimsuit if you are up for a soak in the hot tub on a cold snowy day or night. Check in was a breeze, staff were warm and welcoming. Highly recommend making reservations at their Tavern or Dining Area. Several small cafes and charming local shops close by for Christmas shopping"
Judith Pauline 1-night trip
Posted 1 day 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 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 21 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 Apple Tree Inn and The Black Swan Lee - Lenox, an Ascend Collection Hotel.
How many hotels should I expect to find close to Stockbridge Bowl?
Expedia has 21 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.