Search hotels in Cheshire

Located in New Ashford, 19 miles from Tanglewood, The Springs Motel provides accommodations with a seasonal outdoor swimming pool, free private parking, a garden and a terrace.

Daria

United States of America

Perfect location! Exactly as described. Nice renovated motel, comfortable bed, clean.

Located in the heart of the Berkshires, this eco-friendly bed and breakfast offers on-site massage services. Massachusetts Museum of Contemporary Art is 6 miles away.

Kayla

United States of America

Absolutely loved the shower!

Welcome to the Holiday Inn and Suites Pittsfield-Berkshires Centrally located in downtown Pittsfield Massachusetts.

Susan

United States of America

The staff is super kind and responsive. Love the breakfast in the morning.

Hilton Garden Inn Lenox/Pittsfield/Berkshires offers accommodations in Pittsfield. The hotel has a fitness center and indoor pool, and guests can enjoy a meal at the restaurant or a drink at the bar.

Joseph

United States of America

Breakfast sandwich was excellent

The Williams Inn has a fitness center, shared lounge, a restaurant and bar in Williamstown.

Rina

United States of America

Close to Williams College.

Located in North Adams, 17 miles from Bennington Battle Monument, Tourists has accommodations with a seasonal outdoor swimming pool, free private parking, a garden and a shared lounge.

Adriana

United States of America

The design, heated floors

Located 20 miles from Tanglewood, Disney Magic at Jiminy Mountain offers 4-star accommodations in Hancock and has a shared lounge, a restaurant and a bar.

Alyson

United States of America

This is a great location. We loved being able to walk to the ski lifts and restaurants. The bed was comfortable and the kitchenette was handy for making meals. We had great skiing weather, but if we did not, there was a heated outdoor pool and hot tub we would have enjoyed. Our young daughter appreciated the Disney decorations.

Nestled on a 111-acre wildlife sanctuary and surrounded by the beauty of the Berkshires, The Yankee, Trademark Collection by Wyndham provides a welcoming stay by the famous Appalachian Trail in...

Thomas

United States of America

Nice Large Room with fireplace and hottub.

This Lenox, Massachusetts hotel is situated only a short distance from area attractions, including historic downtown Lenox and features a variety of free amenities along with comfortable and modern...

Carol

United States of America

Loved the breakfast options, especially the waffles. Loved the pool hours.

Steps from the Massachusetts Museum of Contemporary Art and placed in North Adams city center, this hotel offers a spacious on-site health club and easy access to local attractions.

AnnMarie

United States of America

Bethany. She is always so kind and quick to smile no matter how many times you walk by the front desk