Pet-friendly hotels and homes in Sheffield

The Berkshire Mountain Inn in Great Barrington provides accommodations with free bikes, a garden, and a terrace.

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Kevin

From

Iceland

It is a beautiful charming Inn, very well kept, roomy and comfortable. Reilly is a warm and gracious host who is very proud to offer the finest accommodation in Great Barrington, a really cool town.

Granville House offers accommodations in Great Barrington, 11 miles from Tanglewood and 11 miles from Cranwell Spa & Golf Club.

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Cara

From

United States

Everything is wonderful here. It’s like walking into a museum/library of pop culture and art from the past 100 years. We loved everything, and breakfast was fantastic and they accommodated my food allergies with no issues. Great for dogs.

The White Hart features a garden, terrace, a restaurant and bar in Salisbury. With free bikes, the 5-star inn has air-conditioned rooms with free WiFi, each with a private bathroom.

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melinda

From

United States

beautifully decorated with lots of great art by local artists

Located in New Marlborough, 16 miles from Norman Rockwell Museum, The Old Inn On The Green provides accommodations with a seasonal outdoor swimming pool, free private parking, a garden and a...

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Lynn

From

United States

The staff was exceptional! Absolutely above and beyond. We enjoyed getting to know Austin, Kryzdee, Jesse, Jen, and everyone we encountered. The food was fabulous as well, and the candlelit restaurant was romantic and memorable. We will be back!

Nestled in the heart of central Stockbridge, Massachusetts, this historic hotel offers luxurious accommodations, friendly service and gourmet on-site dining options.

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Joan

From

United States

The pet friendly atmosphere and the vibrant seating areas.Our rm was wonderful although they had changed us from our initial booking..which had been in village rm to accommodate another party. Breakfast was wonderful..

Surrounded by the Berkshires, this motel is 5 mi from Ski Butternut and features free Wi-Fi access and views of Monument Mountain. The Norman Rockwell Museum is 10 minutes’ drive away.

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Stephen

From

United States

Charming, comfortable and clean room with refrigerator and microwave, well appointed bathroom, and pet friendly.

Located in Hillsdale, 15 miles from Norman Rockwell Museum, The Brooks Motel provides accommodations with free WiFi and free private parking.

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Strange

From

United States

We have stayed here before and enjoyed the simplicity of checking in. We appreciate the dog friendly rooms. The location is perfect and had a wonderful meal at Hillsdale House up the road.

Located in Lakeville, 2.5 miles from Holley Williams House Museum, Interlaken Inn provides accommodations with a seasonal outdoor swimming pool, free private parking, a fitness center and a garden.

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Lisa

From

United States

Although the drive to the inn was long, that is what added to its appeal. Very remote, back woods, and quiet.

The Black Swan Inn, Ascend Hotel Collection is conveniently located in the foothills of the Berkshire Mountains.

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stuart

From

United States

We loved the room with a balcony facing the lake. What a view! The staff were friendly and efficient and welcomed our dog with no fuss. There was an area to walk the dog. The location is just outside of town and easily accessible to both West Stockbridge and Lenox. In addition, the restaurant, Mint, is on the premise and has very good food. If you want spicy Indian food, you need to ask for it when placing your order.

Located in Lee, 4.8 miles from Norman Rockwell Museum and 5.8 miles from Cranwell Spa & Golf Club, Econo Lodge Lee - Great Barrington has mountain views and free WiFi.

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Jade

From

United States

The location was wonderful. Close to downtown and many nearby attractions. The staff were friendly and attentive. The room was very clean and more spacious and enjoyable than I had even expected. It was comfortable and had a beautiful view. I enjoyed being able to stay with my dogs.