There are 14 pet friendly bed & breakfasts within 20 miles of Pittsfield, MA. Need help to decide where to stay with your dog? You can browse the results below and filter by amenities to find the perfect spot. BringFido members never pay a booking fee, and their reservations are backed by our Pet Friendly Guarantee!
Chesapeake Inn of Lenox Pet Policy
Chesapeake Inn of Lenox is pet friendly! Pets of any size are welcome for no additional fee. Pets are only allowed in Barn Rooms, not the main house. Both dogs and cats are permitted, but pets may not be left unattended. There is a grassy relief area right outside the barn entrance.
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Clover Hill Farm Pet Policy
Clover Hill Farm welcomes 2 dogs of any size for no additional fee. Pets may be left unattended in rooms. There are 100 acres of land on the property for dog walking. Cats are considered with prior approval.
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Shaker Mill Inn Pet Policy
Shaker Mill Inn allows 2 pets of any size in designated rooms for an additional fee of $40 per stay. All rooms are pet friendly except the Washington, Greylock, Rockwell, and Family Suite. Both dogs and cats are permitted, and pets may be left unattended if a cell phone number is given to the front desk. The inn provides treats, beds, bowls, mats and a book about dog-friendly places to visit in the area. There are pet waste stations on the property.
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The Inn at Stockbridge Pet Policy
The Inn at Stockbridge welcomes two dogs of any size for an additional fee of $40 per pet, per night. A total of four rooms are pet friendly. Guests with pets must call (877) 411-3436 prior to booking to verify availability of a pet-friendly room or risk not being able to check in with a pet and/or incurring any associated cancellation penalties. Dogs must be crated if left unattended. Bowls, treats, and crates provided. There is a grassy pet relief area on the property. Cats are not allowed.
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Federal House Inn Pet Policy
Federal House Inn welcomes one dog up to 75 lbs for an additional fee of $50 per stay. However, dogs are only permitted in one room. Guests with pets must call (877) 411-3436 prior to booking to verify availability of a pet-friendly room or risk not being able to check in with a pet and/or incurring any associated cancellation penalties. Dogs may not be left unattended and are not allowed in common areas. There is a grassy area for pet relief on the property. Sorry, cats are not accepted.
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1896 House Country Inn Brookside & Pondside Pet Policy
1896 House Country Inn Brookside & Pondside allows two pets of any size in designated rooms for an additional fee of $30 per pet, per night. There are four designated pet-friendly rooms with two Full beds or two Queen beds. Guests with pets must call (877) 411-3436 prior to booking to verify availability of a pet-friendly room or risk not being able to check in with a pet and/or incurring any associated cancellation penalties. Both dogs and cats are allowed, and well-behaved pets may be left unattended in rooms. There is a grassy pet relief area on the property.
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The Egremont Village Inn Pet Policy
The Egremont Village Inn allows 2 dogs of any size for an additional fee of $35 per pet, per stay. Guests with pets must call (877) 411-3436 prior to booking to verify availability of a pet-friendly room or risk not being able to check in with a pet and/or incurring any associated cancellation penalties. Dogs may not be left unattended in the room. There is a grassy area on the property for pet relief, as well as a dog park nearby. Sorry, no cats.
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1800 Devonfield Inn, an English Country Estate Pet Policy
1800 Devonfield Inn, an English Country Estate welcomes two dogs up to 40 lbs in designated rooms for an additional fee of $25 per pet, per night. Dogs are allowed in the Garden Suite (#8) and the Queen Willamena (#10) rooms only. Crated dogs may be left in the room unattended if a cell phone number is given to the front desk. There is a 32-acre grassy area for pet relief on the property. Cats are not permitted.
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Berkshire Mountain House Pet Policy
Berkshire Mountain House allows 1 dog up to 80 lbs in designated rooms for an additional fee of $50 per stay. There is an off-leash area for dogs on the property. Sorry, no cats.
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