Pet friendly Hotels in The Berkshires, Massachusetts

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Check availability on The Berkshires Pet friendly Hotels

Our top choices for The Berkshires pet-friendly hotels

Lobby lounge

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (989 reviews)
"Great lobby and dining room atmosphere!"
United States
Carin
The price is P8,229
P9,191 total
includes taxes & fees
Jun 23 - Jun 24
Berkshires Untold
Exterior

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,010 reviews)
"Clean room and breakfast"
United States
Raphael
The price is P9,385
P13,185 total
includes taxes & fees
Jul 1 - Jul 2
The Red Lion Inn
Lake

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,006 reviews)
"Great breakfast and coffe is available 24 hours. Nice location to near by restaurants and great view by water."
United States
andrew
The price is P8,461
P9,451 total
includes taxes & fees
Jun 24 - Jun 25
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Garden

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (461 reviews)
"Wonderful place to stay!"
United States
Mervin
The price is P9,131
P10,017 total
includes taxes & fees
Jun 17 - Jun 18
Shaker Mill Inn
In-room safe, individually decorated, individually furnished, desk

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, (1,001 reviews)
"clean room, friendly staff, great breakfast"
United States
charles
The price is P6,724
P7,511 total
includes taxes & fees
Jun 22 - Jun 23
Best Western Plus Berkshire Hills Inn & Suites
BBQ/picnic area

Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (8 reviews)
"Wonderful pet-friendly property in a fantastic location. Everything in the village is just a short walk away, making it easy to enjoy local shops, restaurants, and attractions."
United States
Leonardo
The price is P9,352
P10,447 total
includes taxes & fees
Jun 17 - Jun 18
Hideaway Inn Lenox
Indoor pool

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (107 reviews)
"Most comfortable hotel bed I've ever slept in"
United States
Matthew
The price is P8,466
P9,456 total
includes taxes & fees
Jun 22 - Jun 23
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Property grounds

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (611 reviews)
"Very well run property with good amenities and a lovely pool and sitting area. Lots of good attention to detail to make it a desirable place to stay!"
United States
Carolyn
The price is P6,954
P7,768 total
includes taxes & fees
Jun 17 - Jun 18
Maple Terrace Motel
Property grounds

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,002 reviews)
"The property was nice and the staff enthusiastic"
United States
Matt
The price is P4,998
P5,583 total
includes taxes & fees
Jun 30 - Jul 1
Willows Motel Williamstown
Exterior

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (567 reviews)
"Such a peaceful and easy stay!"
United States
Mia
The price is P5,321
P5,944 total
includes taxes & fees
Jun 18 - Jun 19
The Little Lion
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 The Berkshires Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"The Red Lion Inn has so much history and character, it was a wonderful Experience to say the least. With modern amenities, it still Managed to keep its old world charm Food at the Wolf Den Tavern offered some of the best clam chowder I have ever had Enjoyed the hot tub but both hot tub and pool were difficult getting in and out of for someone with mobility issues like me Breakfast in the main dining room was also wonderful with very pleasant staff Upon check in, the only employee at the registration desk was on the phone with a customer for a good 15-20 minutes while the line behind me were all waiting to check in. Since check in time is 4:00, and we were there at 4:30 it seems like there should be more than one employee checking in customers Overall a wonderful stay. One that I would happily do again"
Diane 1-night trip
Posted 2 days ago
The Red Lion Inn

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