Our top choices for The Berkshires hotels

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

The Yankee Inn

Lenox

Mark

฿7,624 total

includes taxes & fees

13 Jun - 14 Jun

Berkshires Untold

Lenox

Vivian

฿4,534 total

includes taxes & fees

3 Jun - 4 Jun

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

Laraib

฿4,657 total

includes taxes & fees

3 Jun - 4 Jun

Quality Inn Great Barrington

Great Barrington

Braynd

฿3,231 total

includes taxes & fees

31 May - 1 Jun

The Cornell Inn, Lenox & The Berkshires

Lenox

Arthur

฿6,241 total

includes taxes & fees

1 Jun - 2 Jun

The Red Lion Inn

Stockbridge

molly

฿7,628 total

includes taxes & fees

9 Jun - 10 Jun

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

South Lee

Kimberly

฿4,851 total

includes taxes & fees

3 Jun - 4 Jun

Berkshire Mountain Lodge

Pittsfield

Robert

฿5,578 total

includes taxes & fees

29 Jun - 30 Jun

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

Monument Mountain Motel

Great Barrington

Mark

฿2,794 total

includes taxes & fees

3 Jun - 4 Jun

The Whitlock

Lenox

Linda

฿4,168 total

includes taxes & fees

31 May - 1 Jun

Hotel On North

Pittsfield

KEITH AND SHIRLEY

฿6,499 total

includes taxes & fees

2 Jun - 3 Jun

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

Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

charles

฿3,989 total

includes taxes & fees

14 Jun - 15 Jun

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Pittsfield

Kathleen

฿5,228 total

includes taxes & fees

22 Jun - 23 Jun

Quality Inn Lee - Lenox South

Lee

Cheri

฿4,104 total

includes taxes & fees

2 Jun - 3 Jun

Shaker Mill Inn

West Stockbridge

Mervin

฿5,384 total

includes taxes & fees

31 May - 1 Jun

Courtyard by Marriott Lenox Berkshires

Lenox

Phyllis

฿6,666 total

includes taxes & fees

2 Jun - 3 Jun

Vacation Village in the Berkshires

Williamstown

Celina

฿5,351 total

includes taxes & fees

2 Jun - 3 Jun

The Villager Motel

Williamstown

Monica

฿3,231 total

includes taxes & fees

3 Jun - 4 Jun

Room, 1 King Bed, Accessible, Non Smoking (Transfer Shower) | Hypo-allergenic bedding, desk, laptop workspace, blackout curtains

Hotel Downstreet, an Ascend Collection Hotel

North Adams

Brianna

฿5,584 total

includes taxes & fees

2 Jun - 3 Jun

Cozy Corner Motel

Williamstown

Barbara J

฿3,235 total

includes taxes & fees

8 Jun - 9 Jun

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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.

See all hotels in The Berkshires

Top The Berkshires Hotel Reviews

The Williams Inn

10/10 Excellent

"Wonderful Inn with wonderful people in a wonderful town. One of my favorite places anywhere."

Vacation Village in the Berkshires

4/10 Poor

"So after answering all questions that could only lead to a “decent” review here’s what happened. Check in was fine, it was a check in; friendly and we checked in. We get to the room and I leave to grab food for our dinner, my wife calls front desk because of awful noises upstairs, people stomping around like they’re getting paid to. I get back and she’s still on the phone after desk telling her everything is fixed… okayyy but we still hear incredible stomping. Lady insisted everything is fixed it must be a kid…..right but our room sounds like an industrial zone. Do we have to beg to be moved to a new room when this place is mostly vacant? Our food is cold and we’re on the phone again noise won’t stop even though I’m listening on ALL FLOORS for the source of noise, finally agrees to move us to a top floor in a new building. We haul our stuff over, keycards maintenance brought us don’t work. He says he’ll get new ones (very nice guy btw). ONE of the two new cards works after he comes back and he tries for a few minutes to get it to slide in at the perfect angle and velocity. Finally we get to settle into our new room for the last few hours we would be awake. Thanks for a wonderful finale to our one anniversary night away from kiddos. At least there was a tub to relax in this room. This place would have been fine if it weren’t for the horrible sound enhancing construction and front desk person who tried their best not to solve an easy problem."

Berkshires Untold

6/10 Okay

"The converted motel has several appealing features — it was clean, the Le Labo products smelled wonderful, and the lobby bar is beautifully designed. Unfortunately, the level of service fell well below expectations. Two days before our arrival, I received a survey asking whether we’d like any additional amenities, which initially gave me a very positive impression of the hotel’s attention to detail. However, upon check-in, not only was the requested amenity missing, but the room was also inadequately stocked: there was only one roll of toilet paper, a nearly empty tissue box with just three tissues remaining, and only two towels for three guests. I requested additional towels, but they were never delivered. The following morning, I asked again and was met with a dismissive, somewhat snarky response that they would arrive later. By 4 p.m., we still had not received them, and when I followed up, I was told my name was “on a list,” though no one could say when the towels would actually be available. Throughout the stay, the staff came across as indifferent rather than genuinely helpful, and service was often delivered with attitude rather than hospitality. While the hotel’s location is excellent and the property itself has charm, I left feeling unconvinced that the hotel currently has the staffing or linens needed to provide a truly top-tier guest experience."

More cheap stays in The Berkshires

Monument Mountain Motel

247 Stockbridge Rd Great Barrington MA

฿2,501

฿2,794 total

3 Jun - 4 Jun

includes taxes & fees

9/10 Wonderful! (857 reviews)

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Our top choices for The Berkshires hotels

The Yankee Inn

Berkshires Untold

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Quality Inn Great Barrington

The Cornell Inn, Lenox & The Berkshires

The Red Lion Inn

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

Berkshire Mountain Lodge

Monument Mountain Motel

The Whitlock

Hotel On North

Best Western Plus Berkshire Hills Inn & Suites

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Quality Inn Lee - Lenox South

Shaker Mill Inn

Courtyard by Marriott Lenox Berkshires

Vacation Village in the Berkshires

The Villager Motel

Hotel Downstreet, an Ascend Collection Hotel

Cozy Corner Motel

Stay near popular The Berkshires attractions

Tanglewood Music Center

Learn more about The Berkshires

Top The Berkshires Hotel Reviews

The Williams Inn

More cheap stays in The Berkshires

Monument Mountain Motel

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