Our top choices for The Berkshires hotels

Superior Room, 1 King Bed, Jetted Tub | Jetted tub

The Yankee Inn

Lenox

Mark

₩193,536 total

includes taxes & fees

Jun 7 - Jun 8

Berkshires Untold

Lenox

Thomas

₩217,324 total

includes taxes & fees

Jun 8 - Jun 9

Quality Inn Great Barrington

Great Barrington

Braynd

₩163,683 total

includes taxes & fees

Jun 9 - Jun 10

Hotel On North

Pittsfield

KEITH AND SHIRLEY

₩259,325 total

includes taxes & fees

Jun 9 - Jun 10

Berkshire Mountain Lodge

Pittsfield

Robert

₩246,509 total

includes taxes & fees

Jun 10 - Jun 11

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

andrew

₩230,781 total

includes taxes & fees

Jun 29 - Jun 30

The Cornell Inn, Lenox & The Berkshires

Lenox

Arthur

₩279,082 total

includes taxes & fees

Jun 7 - Jun 8

The Red Lion Inn

Stockbridge

molly

₩332,772 total

includes taxes & fees

Jul 7 - Jul 8

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

Pittsfield

Kathleen

₩234,968 total

includes taxes & fees

Jun 14 - Jun 15

Room, 2 Queen Beds, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

Great Barrington

Mark

₩133,938 total

includes taxes & fees

Jun 14 - Jun 15

The Whitlock

Lenox

Linda

₩269,733 total

includes taxes & fees

Jun 18 - Jun 19

Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed) | In-room safe, individually decorated, individually furnished, desk

Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

Anandaraja

₩190,357 total

includes taxes & fees

Jun 7 - Jun 8

Quality Inn Lee - Lenox South

Lee

Cheri

₩213,294 total

includes taxes & fees

Jun 9 - Jun 10

Shaker Mill Inn

West Stockbridge

Mervin

₩254,683 total

includes taxes & fees

Jun 10 - Jun 11

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

South Lee

Kimberly

₩263,856 total

includes taxes & fees

Jun 9 - Jun 10

The Villager Motel

Williamstown

Monica

₩152,349 total

includes taxes & fees

Jun 15 - Jun 16

Hideaway Inn Lenox

Lenox

Leonardo

₩196,348 total

includes taxes & fees

Jun 7 - Jun 8

Cozy Corner Motel

Williamstown

Barbara J

₩155,097 total

includes taxes & fees

Jun 9 - Jun 10

Willows Motel Williamstown

Williamstown

Matt

₩141,484 total

includes taxes & fees

Jun 30 - Jul 1

The Little Lion

Great Barrington

Mia

₩153,159 total

includes taxes & fees

Jun 8 - Jun 9

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Stay near popular The Berkshires attractions

Tanglewood Music Center

4.8/5 (457 reviews)

Tanglewood enchants as the summer home of the Boston Symphony Orchestra, set in the picturesque Berkshire Hills. Enjoy world-class performances while picnicking on the expansive lawns as the sun sets over the mountains.

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Learn more about The Berkshires

Tucked in western Massachusetts, this region blends culture and nature with world-class museums and lush hiking trails. Catch a summer concert at Tanglewood, explore Norman Rockwell's art in Stockbridge, or ski the slopes at Jiminy Peak in nearby Hancock.

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Top The Berkshires Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"Recently remodeled, updated hotel in great location downtown. Parking, staff and amenities were all excellent. Highly recommended."

Holiday Inn & Suites Pittsfield-Berkshires by IHG

8/10 Good

"Hi, for the most part, my stay was fantastic. The staff were excellent. Breakfast was awesome! The Restaurant and Bar were great! My one negative comment is about the lack of hot water in the morning for me to take a shower. Very disappointing. I am coming back there the next 2 weeks and I hope that the Hot Water situation will be rectified."

The Whitlock

8/10 Good

"We had a late arrival, which worked out with self checkout. Left the next morning after 9am, didn't see a single staff member during our whole stay, Was a bit of a challenge getting luggage up to the top floor without an elevator but we probably should have realized that when we booked. Nice property, nice big room with separate area for visiting. TV channel choices, which included streaming services, was excellent. Overall a good experience, just didn't see anyone there."

Berkshires Untold

8/10 Good

"Here’s what we liked: If we were just reviewing BERKSHIRES UNTOLD based on the staff, we’d be giving it a 5. The staff were extremely friendly, helpful and gracious. When we asked for extra towels and requested a room change, they accommodated those requests immediately. After we switched rooms they checked to see if we were happier. This is exactly the kind of service you want in a hotel or inn. Other good things - The bed was comfortable and there was enough counter space in the bathroom and at the desk area. We also liked that there was a breakfast seating area, bar and small indoor seating area plus outdoor seating with gas fire pits. So, why are we giving the place a 3 overall? It really needed more attention to detail. The carpet in our original room was not in good shape and the fitted bed sheet had a small rip on my side. Some of the room furniture was dinged up and a sofa in the common seating area had some shredded fabric. One thing we didn’t like (that they couldn’t exactly help) was that we were there on a late spring wedding weekend, so there were buses idling in front of our room with loud talkers and smokers nearby. It felt like they were in our room along with the smoke and fumes. The trend of turning motels into better motels is interesting. They’re less expensive and are sometimes more original. But you’re still in a motel. If you value soundproofing and consistently better quality, a mid range chain may be a better choice."

Berkshire Mountain Lodge

10/10 Excellent

"We love the Bershire Mountain Lodge. We've stayed here five other times but this time we do have a few very minor negatives. 1) The cabinet door under the kitchenette sink had a loose hinge. We messaged the staff and requested that they wait until after we checked out to repair the hinge. We hope the hinge was repaired before the next guest checked in. 2) The toilet flush handle was slightly cracked but still functional. We forgot to notify the staff; it was barely noticeable. 3) The guest or owner in the room above our room walked very loudly. We were used to hearing noises from people walking in the hall but this was our first time hearing footsteps through the ceiling. Other than those three items, our stay was excellent. The front desk staff were courteous and helpful. The housekeeping crew were unobtrusive. The long driveway to the ample parking lot gives enough distance from the busy"