Sheffield Guest Houses from CA $206

A covered wooden structure with a sloped roof, surrounded by greenery and trees.

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Our top choices for Sheffield guest houses

A large white house with a prominent tower, surrounded by lush greenery and a well-maintained lawn.

1. Hideaway Inn Lenox

Lenox

Barbara

CA $206 total

includes taxes & fees

Sep 29 - Sep 30

A modern kitchen with a dining area, a large window, and a view of the garden.

2. 9 Academy

Salisbury

Kyle

CA $966 total

includes taxes & fees

Sep 29 - Sep 30

A dining area with wooden tables and chairs, large windows with white frames, and wall-mounted light fixtures.

3. Cornwall Inn and Lodge

Cornwall Bridge

Richard T

CA $353 total

includes taxes & fees

Sep 29 - Sep 30

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Top Sheffield Hotel Reviews

The Red Lion Inn

10/10 Excellent

"One of the most unique establishments in the US. It brings one back to time when life was much simpler. Highly recomended."

Berkshire Mountain Lodge

8/10 Good

"The problem with the suites is that the cooking smell of the adjoining kitchen can really permeate throughout the entire space. So whoever cooked like a tomato sauce or something before I was there, I could really smell it in the bedroom. The bed was very comfortable though. The room was clean. The bathroom could use some updating. The staff were very nice."