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Find Pet-friendly Hotels in The Berkshires, MA

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Our top choices for The Berkshires pet-friendly hotels

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (818)
"Easiest check in and out. Great food in dining room. "
United States
William
The price is ₩162,003
₩180,957 total
includes taxes & fees
Dec 23 - Dec 24
Berkshires Untold

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1006)
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is ₩148,192
₩165,531 total
includes taxes & fees
Jan 11 - Jan 12, 2026
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
Lenox
9.8 out of 10, Exceptional, (13)
"New hotel very nice"
United States
joel
The price is ₩199,461
₩222,798 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Element Lenox Berkshires

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (438)
"Nice place, easy check in"
United States
Robert
The price is ₩175,821
₩192,876 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Shaker Mill Inn

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (996)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is ₩136,963
₩152,987 total
includes taxes & fees
Dec 24 - Dec 25
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1000)
"Clean, pleasant staff and good breakfast. "
United States
Edward
The price is ₩153,659
₩171,636 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hampton Inn & Suites Berkshires-Lenox

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1000)
"Very friendly and good Breakfast."
United States
Jesse
The price is ₩112,844
₩126,047 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Best Western Plus Berkshire Hills Inn & Suites

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1001)
"Great property, nice staff, lovely rooms, awesome location."
Canada
Krysten
The price is ₩184,745
₩206,361 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Hotel Downstreet, an Ascend Collection Hotel

Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
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 ₩188,941
₩211,044 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Hilton Garden Inn Lenox Pittsfield

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.6 out of 10, Exceptional, (15)
"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.... "
United States
Laura
The price is ₩313,228
₩399,380 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Prospect Berkshires
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.

Find out more about The Berkshires

Discover top The Berkshires attractions with your pet

The Berkshires is a paradise for travelers with pets, offering a plethora of outdoor activities that both you and your furry friends can enjoy together. Start your adventure at the stunning Mount Greylock State Reservation, where miles of trails wind through lush forests and breathtaking views await at the summit—perfect for a vigorous hike with your dog by your side. For a more leisurely outing, the scenic Ashuwillticook Rail Trail provides a pet-friendly path for walking or biking, with beautiful vistas of the surrounding hills and lakes. If your pet enjoys splashing around, head to the picturesque Stockbridge Bowl, where you can let them paddle in the water while you relax on the shore. The charming town of Lenox is also a great spot, where several pet-friendly cafes are eager to accommodate your four-legged companion as you sip on coffee and savor local treats. When it comes to accommodation, consider staying in a pet-friendly hotel in Great Barrington, where you can unwind in stylish comfort after a day of exploration. Many hotels in this area offer dedicated pet services and easy access to trails, ensuring that both you and your pet feel pampered and cared for throughout your stay.

Top The Berkshires Hotel Reviews