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Top 10 Hotels in Stockbridge

Image for The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
Free CancellationReserve now, pay when you stay
per night
Sep 22 - Sep 23
4.3/5Excellent! (313 reviews)

"Great dining, lovely decor, but small room. Also, there's a small ste6up in the bathroom over which my wife tripped and fell."…"

Reviewed on Sep 10, 2019

The Red Lion Inn
Image for Tanglewood Suites
2.5 out of 5
PO Box 1072, Stockbridge, MA
per night
Sep 22 - Sep 23
5/5Exceptional! (2 reviews)

"A fabulous experience. The owner is very hospitable and charming. The room was well-appointed and spacious, and there is plenty of outdoor space to enjoy as well. Highly recommended."…"

Reviewed on Aug 5, 2019

Tanglewood Suites
Image for The Inn at Stockbridge
4 out of 5
30 East Street, Stockbridge, MA
per night
Oct 10 - Oct 11
4.8/5Exceptional! (61 reviews)

"This is a lovely old inn with that is about a mile from the center of Stockbridge. It is also very close to the Rockwell Museum, the Berkshire Botanical Gardens and other similar sites. Additionally, the hosts were warm and helpful and the breakfasts were wonderful. Lisa who is one of the owners, ..."…"

Reviewed on Jun 12, 2019

The Inn at Stockbridge
Image for Stockbridge Country Inn
4.5 out of 5
26 Glendale Road, RR 183, Stockbridge, MA
Get Rates
4.6/5Wonderful! (50 reviews)

"Well located and charming property with friendly staff and interesting guests."…"

Reviewed on Aug 22, 2019

Stockbridge Country Inn
Image for Conroy's B&B
3.5 out of 5
11 East Street (Route 7), Stockbridge, MA
per night
Sep 29 - Sep 30
3.9/5Very Good! (15 reviews)
Country inn with owners that seemed like family

"We stayed one night during a fall foliage trip. Joanne greeted us upon arrival and gave us a quick look around this old, cozy country inn. After we unloaded luggage and freshened up, we asked about the local area. She spent an hour or so in conversation with us, after which we felt like we were old ..."…"

Reviewed on Oct 21, 2018

Conroy's B&B
Image for 1862 Seasons on Main Bed and Breakfast
4.5 out of 5
47 Main Street, Stockbridge, MA
Get Rates
5/5Exceptional! (19 reviews)
The best B & B we have ever stayed in!

"We have done B&B's for many years, but this experience beats them all. From the communication ahead of time by the lovely innkeeper Amanda, every detail was tended to. Small things like reading glasses in the dining room, umbrellas for loan at every door, use of the kitchen including silverware, ..."…"

Reviewed on Aug 21, 2017

1862 Seasons on Main Bed and Breakfast
Image for Vacation Village in the Berkshires
3 out of 5
276 Brodie Mountain Rd, Hancock, MA
per night
Sep 22 - Sep 23
4.2/5Excellent! (952 reviews)

"They do not provide shampoo, conditioner, lotion- things you'd definitely need to know ahead of time, as there is not much shopping nearby. Their checkout time is very early (10am) and they ask a lot of the vacationer (take out trash, strip bedding, get out on time and leave the place clean or you ..."…"

Reviewed on Sep 16, 2019

Vacation Village in the Berkshires
Image for Yankee Inn
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Free CancellationReserve now, pay when you stay
per night
Oct 3 - Oct 4
4/5Very Good! (708 reviews)

"down home feel. good staff clean. really nice pool"…"

Reviewed on Sep 15, 2019

Yankee Inn
Image for Holiday Inn & Suites Pittsfield-Berkshires
3.5 out of 5
One West Street, Pittsfield, MA
Free CancellationReserve now, pay when you stay
per night
Sep 26 - Sep 27
3.6/5Good! (693 reviews)

"When we checked in the cleaning staff had just finished cleaning our room and we found a handful of bobby-pins on the bathroom floor as well as a stain near the sink. The bathroom was very tiny but overall the rest of the room was clean and tidy."…"

Reviewed on Sep 17, 2019

Holiday Inn & Suites Pittsfield-Berkshires
Image for Hampton Inn & Suites Berkshires Lenox
2.5 out of 5
445 Pittsfield Rd, Lenox, MA
Free CancellationReserve now, pay when you stay
per night
Oct 20 - Oct 21
4.6/5Wonderful! (511 reviews)

"Very clean and spacious room. Staff was very accommodating."…"

Reviewed on Sep 16, 2019

Hampton Inn & Suites Berkshires Lenox
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Stockbridge Hotel Guide

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