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

Sheffield hotel guide. Wyndham Hotels hotel in Sheffield, Massachusetts

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Check prices for these dates

Tonight
14 Sept - 15 Sept
Tomorrow
15 Sept - 16 Sept
This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 Sept
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Top Sheffield Hotel Reviews

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"The hotel is a perfect place to stay when attending a concert at Tanglewood. Its location is very convenient and our room was clean and comfortable. The on site restaurant (Mint) is lively and serves delicious Indian food."
William 1-night trip
Posted 7 hours ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Quality Inn Great Barrington

Quality Inn Great Barrington

8/10 Good
"It was perfect for our weekend away, clean, comfortable bed and a decent breakfast, definitely worth the value:)"
Kimberly 2-night trip
Posted 7 hours ago
Quality Inn Great Barrington
Wilder House Berkshires

Wilder House Berkshires

10/10 Excellent
"Comfortable and well-decorated accommodation in a spacious Victorian home with a delightful and very friendly hostess offering delicious breakfast options. A great location for exploring nearby Great Barrington and the Berkshires generally."
Jonathan 2-night trip
Posted 8 hours ago
Wilder House Berkshires
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent
"The location is very convenient. We have been going and staying at this hotel for the past 6 years every time we come to the Berkshire area."
Maria Dulce 2-night trip
Posted 11 hours ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG
The Yankee Inn

The Yankee Inn

10/10 Excellent
"Loved the pond trail! What a nice shift after a long day on the road."
Deborah 1-night trip
Posted 12 hours ago
The Yankee Inn
Berkshires Untold

Berkshires Untold

8/10 Good
"Location was great! We loved the new addition in the front, where the reception area was, as well as restaurant and bar area, and library. Also liked the fire pits and outdoor seating. Rooms themselves were very basic and motel-like, and rather dark, but they did have nice bath products (shampoo, conditioner and body lotion). We didn’t realize there was also a room darkening shade on the front window, so the first night we just closed the curtain, which was see-thru! Staff was pleasant, and coffee was ready bright and early."
Barbara A 2-night trip
Posted 12 hours ago
Berkshires Untold
Little Cat Lodge

Little Cat Lodge

10/10 Excellent
"Little Cat Lodge was an excellent stay. Visited in mid-September so was able to use the heated pool. The food menu at Little Cat is very tasty, good quality and Staff is very friendly. Breakfast was okay, but approx 10-15 minutes to town that has plenty of additional food options, Clean rooms, nice grounds and cool lodge area. The views are of a Ski mountain which is very nice and tranquil."
Shaun 2-night trip
Posted 17 hours ago
Little Cat Lodge
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10/10 Excellent
"All the staff I encountered were helpful and friendly. Room was modern and spacious. The free breakfast was very good. I loved the pool and the hot tub! I had an excellent 2-night stay!"
Victoria 2-night trip
Posted 1 day ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

8/10 Good
"Therooms were loud on the lower level."
Sheila 1-night trip
Posted 2 days ago
Quality Inn Lee - Lenox South

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