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Featured The Berkshires Pet-friendly Hotels

See all 129 Hotels in The Berkshires
The Red Lion Inn

The Red Lion Inn

30 Main Street, Stockbridge
3.5 out of 5.0
4.5 out of 5 (41 reviews)
Beautiful quirky place with a few problemsNo hot water in the morning. Had to run for about 30 minutes before it became hot. Later hot ran out and became cold. There was annoying TV noise all night from an adjacent room. The elevator is not self-service. It is a beautiful quirky place and a few annoyances are worth the experience.
  Oct 8, 2017

$154

$154
Berkshire Valley Inn

Berkshire Valley Inn

2541 Hancock Rd, Williamstown
2.5 out of 5.0
4.4 out of 5 (58 reviews)
college visits and a little leaf peeping Quaint little gem lovingly maintained. Clean and nice. Staff went above and beyond to make sure we were comfortable, had all the information we needed getting around. Nice continental breakfast with great coffee. Would stay here again if we came back in the area.
  Oct 12, 2017

$84

$84
The Porches Inn

The Porches Inn

231 River Street, North Adams
3.5 out of 5.0
4.6 out of 5 (20 reviews)
GreatGreat stay, room was nice, common spaces are comfortable a cosy, only negative mark breakfast needs a little more diversity.
  Aug 23, 2017

$179

$179
Birchwood Inn

Birchwood Inn

7 Hubbard Street, Lenox
3.5 out of 5.0
3.5 out of 5 (4 reviews)
Sweet B&B, amazing breakfast!Innkeepers were friendly, inn was spotless, well located and quick walk into charming town.
 Karen Oct 13, 2013

$209

$209
Shaker Mill Inn

Shaker Mill Inn

7 Albany Road, West Stockbridge
2.5 out of 5.0
4.6 out of 5 (41 reviews)
Magnificent Honeymoon SuiteWe were so surprised when we walked in the room, it was absolutely beautiful! The owners had music playing for us and the lights were on. There was a bottle of wine with two glasses next to the fireplace and a jacuzzi tub in the bathroom. They also had a scone, danish and croissant wrapped for breakfast. ...
  Sep 18, 2017

$140

$140
Yankee Suites Extended Stay

Yankee Suites Extended Stay

20 W Housatonic St., Pittsfield
4.0 out of 5.0
4.1 out of 5 (24 reviews)
Nice extended stay facility.We needed a place to stay in Pittsfield for a couple of nights near the 4H Recreation property for a Performance Scent Trial. The hotel was 3.2 miles away and took about 10 minutes to drive through a lovely neighborhood to the venue.
  Oct 16, 2017

$85

$85
Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

980 Pleasant Street, Lee
2.0 out of 5.0
3.3 out of 5 (76 reviews)
Good price It was a good location for a wedding we went to. Rooms were fine, bathrooms cramped. Beds comfortable. Staff very nice and helpful.
  Oct 11, 2017

$44

$44
Williamstown Motel

Williamstown Motel

295 Main Street, Williamstown
2.0 out of 5.0
3.7 out of 5 (56 reviews)
Comfortable motel, good value for moneyWe enjoyed a 2-day stay. The hotel is well located and comfortable. The breakfast is simple but good and we ate outside. Good access to restaurants.
  Oct 13, 2017

$64

$64
Green Valley Motel

Green Valley Motel

1214 Simonds Rd, Williamstown
2.0 out of 5.0
2.5 out of 5 (35 reviews)
Nice place close to epicenter of the earthquakVolcano was amazing - VT lava flow was tops. I'll insist on natural hurricane o my next trip.
  Oct 1, 2017

$43

$43
Crowne Plaza Pittsfield-Berkshires

Crowne Plaza Pittsfield-Berkshires

1 West St, Pittsfield
3.5 out of 5.0
3.5 out of 5 (133 reviews)
Wonderful Experience!I was visiting Pittsfield to visit the library for research. Everything and everyone was the very best. Really enjoyed my stay of three nights and as an older woman found the staff, the restaurant, and my room just wonderful. I traveled by bus and it was a short walk to the hotel.
  Oct 20, 2017

$90

$90
Berkshire Hills Country Inn

Berkshire Hills Country Inn

1146 Cold Spring Road, Williamstown
2.5 out of 5.0
4.1 out of 5 (28 reviews)
Great location and groundsVery easy to find the Inn. Very nice reception- friendly and helpful. In summer this would be a great location. Nice outdoor sitting areas facing the woods. A little outdoor pool. Clean rooms that have everything you need. Good breakfast with local newspaper. If you want to sleep in, room #22 is ...
  Oct 22, 2017

$69

$69
Chesapeake Inn of Lenox

Chesapeake Inn of Lenox

210 West Street, Lenox
3.0 out of 5.0
3.0 out of 5 (1 reviews)
Clean and basic B & B close to Tanglewood groundsRooms are in a renovated older house. They are a little small, so the rooms themselves are not meant for lingering, although there is a living-room sized sitting room on the ground floor. The place is a little hard to find from the main road if you haven't been there before.
  Aug 18, 2015
Devonfield Inn B&B

Devonfield Inn B&B

85 Stockbridge Rd., Lee
4.0 out of 5.0
4.8 out of 5 (10 reviews)
Lovely inn with fantastic grounds - every amenity and great staff. Wish we could have visited longer!
  Sep 24, 2017

$252

$252
Econo Lodge

Econo Lodge

16 Cheshire Road, Pittsfield
1.5 out of 5.0
2.5 out of 5 (61 reviews)
Comfortable roomOnly stayed one evening but room and bed were clean and comfortable with updated bathroom. Would stay here again.
  Sep 8, 2017

$69

$69
Heart of the Berkshires Motel

Heart of the Berkshires Motel

970 W Housatonic St, Pittsfield
2.0 out of 5.0
2.7 out of 5 (22 reviews)
Clean nice big roomClean and plain, friendly welcome, would recommend and would return
  Oct 22, 2017

$65

$65
Hotel On North

Hotel On North

297 North Street, Pittsfield
3.5 out of 5.0
4.7 out of 5 (25 reviews)
Beautiful hotel with great amenitiesI don't have anything else to add. We enjoyed the hotel very much.
  Oct 3, 2017

$159

$159
Maple Terrace Motel

Maple Terrace Motel

555 Main St., Williamstown
2.5 out of 5.0
4.6 out of 5 (5 reviews)
Loved the horses located on the property behind the motel.....wonderfully peaceful.
  Sep 30, 2017

$64

$64
Silverleaf`s Oak `n Spruce Resort

Silverleaf`s Oak `n Spruce Resort

190 Meadow St. P.O. Box 237,, South Lee
Stonegate

Stonegate

111 West Ave.,, Great Barrington
3.5 out of 5.0
Map

Recently booked Pet-friendly Hotels in The Berkshires

Black Swan Inn, an Ascend Collection Hotel
3.0 out of 5.0
Last booking: 1 hour ago
Monument Mountain Motel
2.5 out of 5.0
Last booking: 1 hour ago
Lantern House Motel
2.5 out of 5.0
Last booking: 1 hour ago
Hampton Inn & Suites Berkshires Lenox
2.5 out of 5.0
Last booking: 3 hours ago
Best Western Plus Berkshire Hills Inn & Suites
2.5 out of 5.0
Last booking: 12 hours ago
Fairfield Inn and Suites by Marriott Lenox Great Barrington
2.5 out of 5.0
Last booking: 16 hours ago
Days Inn Great Barrington
2.0 out of 5.0
Last booking: 16 hours ago
Crowne Plaza Pittsfield-Berkshires
3.5 out of 5.0
Last booking: 16 hours ago
Berkshire Valley Inn
2.5 out of 5.0
Last booking: 16 hours ago

The Berkshires Pet Friendly Hotels Information

Skip the puppy dog eyes and guilt trip when you invite Fido along on your next vacation.

  • Book a stay at a pet friendly hotel and let man’s best friend join you
  • Check out our helpful and trustworthy hotel recommendations
  • Save time and money when you reserve your hotel with Expedia

Make reservations for a pet-friendly hotel in The Berkshires here on Expedia and don’t forget to pack the tennis balls, because after all, your four-legged friends can sense when you’re going on a trip.

Your pup starts getting anxiety while your kitten refuses to move from inside your suitcase. For your next vacation, skip the animal version of a guilt trip and book a stay at a pet-friendly hotel in The Berkshires instead. These accommodations encourage you to rest overnight with your furrbabies and forgo the hassle of pet boarding. With reservations at pet friendly hotels, your canine’s favorite Frisbee, and a stash of catnip in tow, you can take your family getaway to a whole new level.

Here on Expedia.com, we feature an impressive selection of cat and dog-friendly hotels in The Berkshires. It’s your pets’ vacation too, so pamper them with the on-site grooming services or complimentary treats at your accommodation. Explore the town’s dog parks with Fido or simply marvel at the room’s view with Mittens in your lap. Meanwhile, if you want a night out on the town without being attached to a leash, select hotels that offer dog and cat daycare options for help with keeping an eye on your fur balls. From dog walking to pet sitting, you’ll find a hotel accommodating all the needs of you and your pack.

In addition to providing you with convenient pet services, these hotels are within your price range. Whether you’re looking for a pet-friendly hotel in The Berkshires or an upscale resort welcoming to furry guests, Expedia provides a vast selection to help personalize your getaway. You and your companion can rest easy with the confidence that we fetched you a good deal. Browse our selection of pet-welcome accommodations to find some tail waggin’ good discounts, certain to make your wallet purr.