Find Family Hotels in West Stockbridge, MA
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Our top choices for West Stockbridge family-friendly hotels
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
8.6 out of 10, Excellent, (1000)
"Very friendly and good Breakfast."
Jesse
The price is NT$2,401
NT$2,682 total
includes taxes & fees
Jan 11 - 2026/1/12
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
8.0 out of 10, Very Good, (1002)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
Frank
The price is NT$2,772
NT$3,097 total
includes taxes & fees
Jan 2 - 2026/1/3
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, (1000)
"Friendly staff, very clean room and super comfy bed"
Linda
The price is NT$2,912
NT$3,253 total
includes taxes & fees
Jan 4 - 2026/1/5
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
9.0 out of 10, Wonderful, (1001)
"Room was clean and the staff was super friendly and helpful!"
Ethan
The price is NT$3,264
NT$3,646 total
includes taxes & fees
Jan 6 - 2026/1/7
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHGPittsfield
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. "
Joan
The price is NT$3,852
NT$4,303 total
includes taxes & fees
Jan 4 - 2026/1/5
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
Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington BerkshiresGreat Barrington
7.6 out of 10, Good, (564)
"Excellent location!!"
Abdul Samad
The price is NT$2,358
NT$2,634 total
includes taxes & fees
Dec 29 - Dec 30
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 West Stockbridge Hotel Reviews
St. Charles Hotel
10/10 Excellent
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- Canoe Meadows Wildlife Sanctuary
- Pleasant Valley Wilderness Sanctuary
- Visit South Egremont
- South Lee Vacations
- Bousquet Ski Area
- Mission House
- Lenox Mountain
- Berkshire Botanical Garden
- Visit Housatonic
- Visit South Lee
- Norman Rockwell Museum
- Visit Lenox
- Frelinghuysen Morris House and Studio
- Visit Great Barrington
- Charles H. Baldwin & Sons
- Visit West Stockbridge
- Animagic Museum of Animation
- Greenock Country Club
- Lee Premium Outlets
- National Shrine of the Divine Mercy
- Visit Lee