Sheffield, MA Inns from $350

A lakeside town with autumn foliage, a bridge, and a rocky shoreline.

Bundle & Save
Get more, spend less whenever you see Bundle & Save deals
OneKeyCash
Earn OneKeyCash on all your eligible bookings
Upfront pricing
We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Our top choices for Sheffield inns

A dining area with round tables set for two, a fireplace, and a mural on the wall.

1. The Old Inn On The Green

Great Barrington

John

$319 nightly

Nov 1 - Nov 2

Total with taxes and fees

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Top Sheffield Hotel Reviews

Berkshires Untold

8/10 Good

"My only complaint was that the restaurant was much smaller then appeared in pics. I also didn’t love having to walk outside to get to lobby. It was a very cold weekend when we were there"

Berkshire Mountain Lodge

8/10 Good

"I had a one BR suite for 4 nights and it was a perfect amount of space for 3 people. Kitchen was very well-equipped and convenient to have for making simple meals and reheating leftovers. While all the cooking utensils/ basics were provided, remember to bring all your oil/ spices as I did. I can't believe there was even a blender to use! Bedroom was spacious with comfortable bed. I can't say the same for the sofa bed, but that's expected. The entire space may appear slightly dated (doesn't bother me), but everything was clean and completely functional, which was allI wanted and needed. If you are a light sleeper, it may help to be in a corner room as walls might be somewhat thinner for some."

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent

"We had a fantastic one-night stay at The Cornell Inn! From the moment we checked in—where we were greeted with delicious brownies in the lobby—the staff were super nice and welcoming. They truly went above and beyond to make sure we had everything we needed. We stayed in K11 - The Edith Wharton Room, which featured a comfortable queen bed and was fully equipped with all the essentials, plus a lovely bottle of wine waiting for us. The hotel is spotlessly clean, and the decoration throughout is absolutely beautiful and cozy. The staff did a wonderful job with breakfast. Everything was fresh and delicious—do not skip it! We also loved the outside area. It was so relaxing to sit in a rocker chair, surrounded by beautiful vegetation, watching the fish. We highly recommend this inn and can't wait to return!"

The Yankee Inn

8/10 Good

"Lovely, super clean unit with nice furnishings, however, the dining chair cushions need a good cleaning as the dirt could be seen. There also was candy/gum stuck to one of the cushions and another cushion was completely loose from the chair. There was mention of a "two-burner hotplate" in the description, but the photos showed a two-burner electric stove top. What actually is there is a two-burner infared hotplate. Instructions on how to use it is posted on the wall above the sink, not on the wall above the hotplate. Unfortunately, we were assigned an end unit in Building #13, which is currently being renovated. There was a family occupying the unit above us. The children ran up and down the stair and allowed the outside door to slam each and every time until late in the evening. No noise during quiet hours though. :o)"

Find out more about Sheffield

Sheffield Inns information

Number of reviews	94
Accommodation	4 Inns
Lowest Price	$350
Highest Price	$350

Explore a world of travel with Expedia

Things to do in Western Massachusetts

Room 1

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Sheffield inns

1. The Old Inn On The Green

Top Sheffield Hotel Reviews

Berkshires Untold

Berkshire Mountain Lodge

Wilder House Berkshires

The Cornell Inn, Lenox & The Berkshires

Hampton Inn & Suites Berkshires-Lenox

Courtyard by Marriott Lenox Berkshires

Quality Inn Great Barrington

The Yankee Inn

Holiday Inn Club Vacations Oak 'n Spruce Resort

Find out more about Sheffield

Sheffield Inns information

Explore a world of travel with Expedia

Search Inns in Sheffield

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Sheffield inns

1. The Old Inn On The Green

Top Sheffield Hotel Reviews

Berkshires Untold

Find out more about Sheffield

Sheffield Inns information

Explore a world of travel with Expedia