Photo by Photo courtesy of Berkshire Visitors Bureau
Find Hotels with smoking rooms in The Berkshires, MA
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on The Berkshires Hotels with smoking rooms
Our top choices for The Berkshires hotels with designated smoking areas
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
8.0 out of 10, Very Good, (997)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
Frank
The price is ₩136,963
₩152,987 total
includes taxes & fees
Dec 25 - Dec 26
The Black Swan Lee - Lenox, an Ascend Collection Hotel
The Black Swan Lee - Lenox, an Ascend Collection HotelLee
9.0 out of 10, Wonderful, (1007)
"Room was clean and the staff was super friendly and helpful!"
Ethan
The price is ₩148,192
₩165,531 total
includes taxes & fees
Jan 12 - Jan 13, 2026
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 IHGSouth Lee
9.0 out of 10, Wonderful, (806)
"Convenient location, very roomy, well equipped kitchen.
"
Carolyn
The price is ₩188,823
₩239,796 total
includes taxes & fees
Jan 4 - Jan 5, 2026
9.2 out of 10, Wonderful, (1000)
"Clean, pleasant staff and good breakfast. "
Edward
The price is ₩153,659
₩171,636 total
includes taxes & fees
Jan 4 - Jan 5, 2026
9.4 out of 10, Exceptional, (448)
"It is the perfect place to stay!"
Darrell
The price is ₩212,241
₩270,085 total
includes taxes & fees
Jan 22 - Jan 23, 2026
8.6 out of 10, Excellent, (347)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
Lynn
The price is ₩138,884
₩155,136 total
includes taxes & fees
Dec 28 - Dec 29
9.6 out of 10, Exceptional, (14)
"Rooms were very clean and spacious."
Morgan
The price is ₩199,461
₩222,798 total
includes taxes & fees
Jan 4 - Jan 5, 2026
9.8 out of 10, Exceptional, (196)
"The suite I booked was very spacious and clean. I enjoyed the hot tub and sauna, fire pits and the view. A very relaxing place to stay. "
Jean
The price is ₩263,865
₩278,905 total
includes taxes & fees
Dec 28 - Dec 29
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 The Berkshires Hotel Reviews
Holiday Inn & Suites Pittsfield-Berkshires by IHG
10/10 Excellent