Photo by William Keller
Find Hotels with Bars in Stockbridge, MA
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Our top choices for Stockbridge hotels with a bar
8.8 out of 10, Excellent, (1002)
"Old time charm and hot tub under the stars"
Lori
The price is NT$4,684
NT$6,636 total
includes taxes & fees
Jan 26 - 2026/1/27
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
8.0 out of 10, Very Good, (1003)
"Room was very comfortable and it was clean. Staff were nice and helpful. Christmas decorations were lovely!"
Clare
The price is NT$2,772
NT$3,097 total
includes taxes & fees
Jan 3 - 2026/1/4
9.6 out of 10, Exceptional, (14)
"Rooms were very clean and spacious."
Morgan
The price is NT$4,244
NT$4,740 total
includes taxes & fees
Jan 4 - 2026/1/5
9.2 out of 10, Wonderful, (1002)
"Friendly staff, very clean room and super comfy bed"
Linda
The price is NT$3,180
NT$3,552 total
includes taxes & fees
Jan 5 - 2026/1/6
9.2 out of 10, Wonderful, (659)
"The room was very clean with comfortable King bed. We really enjoyed the hot tub."
Christine
The price is NT$4,020
NT$4,490 total
includes taxes & fees
Jan 2 - 2026/1/3
9.6 out of 10, Exceptional, (17)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay....
"
Laura
The price is NT$7,921
NT$9,901 total
includes taxes & fees
Jan 26 - 2026/1/27
9.0 out of 10, Wonderful, (821)
"Easiest check in and out. Great food in dining room. "
William
The price is NT$3,981
NT$4,447 total
includes taxes & fees
Jan 4 - 2026/1/5
9.0 out of 10, Wonderful, (191)
"The Alander has such a fun story, and was a great stay. We were just passing through for the night and it had everything we could need! It reminded me of Rosebud Motel group from Schitts Creek ;) if you know you know! Will definitely be staying again!"
Jenna
The price is NT$4,401
NT$4,929 total
includes taxes & fees
Jan 5 - 2026/1/6
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.
Top Stockbridge Hotel Reviews
Holiday Inn & Suites Pittsfield-Berkshires by IHG
10/10 Excellent
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- Mission House
- Charles H. Baldwin & Sons
- Bousquet Ski Area
- Visit Great Barrington
- Frelinghuysen Morris House and Studio
- National Shrine of the Divine Mercy
- Visit Monterey
- Visit West Stockbridge
- Berkshire Botanical Garden
- Visit South Lee
- Visit South Egremont
- Norman Rockwell Museum
- Visit Lee
- Animagic Museum of Animation
- South Lee Vacations
- Visit Lenox
- Lee Premium Outlets
- Lenox Mountain
- Visit Housatonic
- Pleasant Valley Wilderness Sanctuary
- Greenock Country Club