Find pet-friendly hotels in Sheffield, MA

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Top Sheffield Pet-friendly Hotels

Cheerful 3-bedroom cottage with woodstove

Sheffield
10.0 out of 10, Exceptional, (40)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
$450 nightly
The price is $503
Nov 23 - Nov 24
Total with taxes and fees
Cheerful 3-bedroom cottage with woodstove

Guesthouse Cabin vacation rentals in Berkshire County

Sheffield
10.0 out of 10, Exceptional, (9)
"Great place. I highly recommend for a group or family. Amazing views! Beautiful property very private and quiet. Cabin was also very well stocked and had great outdoor space. "
United States
deborah d.
$630 nightly
The price is $704
Nov 24 - Nov 25
Total with taxes and fees
Guesthouse Cabin vacation rentals in Berkshire County

Shaker Mill Inn

2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (436)
"Nice place, easy check in"
United States
Robert
$116 nightly
The price is $128
Dec 2 - Dec 3
Total with taxes and fees
Shaker Mill Inn

Element Lenox Berkshires

3.0 star property
Lenox
9.8 out of 10, Exceptional, (11)
"New hotel very nice"
United States
joel
$131 nightly
The price is $146
Dec 11 - Dec 12
Total with taxes and fees
Element Lenox Berkshires

Travelodge by Wyndham Great Barrington Berkshires

2.0 star property
Great Barrington
7.6 out of 10, Good, (560)
"The staff were very friendly and accommodating "
United States
Tom
$75 nightly
The price is $84
Nov 23 - Nov 24
Total with taxes and fees
Travelodge by Wyndham Great Barrington Berkshires

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
Lee
9.0 out of 10, Wonderful, (1001)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
$106 nightly
The price is $119
Dec 14 - Dec 15
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel

Berkshires Untold

3.5 star property
Lenox
9.0 out of 10, Wonderful, (800)
"We had a nice room and the food was delicious. Great place to stay. "
United States
Vincent
$95 nightly
The price is $106
Nov 30 - Dec 1
Total with taxes and fees
Berkshires Untold

the Alander

2.5 star property
Copake
9.0 out of 10, Wonderful, (182)
"Very nice clean place in a beautiful area. "
United States
Wayne
$120 nightly
The price is $134
Nov 24 - Nov 25
Total with taxes and fees
the Alander

The Little Lion

3.0 star property
Great Barrington
8.6 out of 10, Excellent, (544)
"The check-in was easy and the room was ready and clean. It was nice having our dogs with us. "
United States
Maria
$129 nightly
The price is $144
Nov 23 - Nov 24
Total with taxes and fees
The Little Lion

Hilton Garden Inn Lenox Pittsfield

3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (657)
"Clean and convenient to Mt. Greylock. Kind staff. "
United States
Kristen
$111 nightly
The price is $124
Nov 30 - Dec 1
Total with taxes and fees
Hilton Garden Inn Lenox Pittsfield
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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Find out more about Sheffield

Discover top Sheffield attractions with your pet

Sheffield, Massachusetts, offers a delightful escape for travelers with pets, featuring a variety of experiences that cater to both furry friends and their owners. Explore the scenic trails of the Appalachian Trail, where you and your pet can enjoy picturesque views and lush forests. For a leisurely day, visit the serene Lake Buel, perfect for swimming and picnicking, where your dog can frolic by the water's edge. The nearby Berkshire Botanical Garden is another gem, offering dog-friendly paths through stunning landscapes. After a day of adventures, unwind in the charming downtown area, where pet-friendly cafes invite you to relax with a coffee while your pet enjoys the fresh air. When it comes to accommodations, look for hotels in the heart of Sheffield that not only welcome pets but also provide amenities like spacious outdoor areas and pet-sitting services, ensuring both you and your pet feel pampered during your stay.

Top Sheffield Hotel Reviews

Frequently asked questions

What's the best time of year to travel to Sheffield with my pet?
When you're traveling with pets, keeping track of the weather can help you make the trip more safe and fun for everyone. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Sheffield are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to see and do with your pet in Sheffield?
Known for its casinos, Sheffield has lots to offer visitors. See the local sights and visit Housatonic River and Magnolia Bluffs Casino. While you're there, make sure you don't miss Mount Everett State Reservation and Thom Reed UFO Monument Park.

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