Our top choices for The Berkshires hotels

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

The Yankee Inn

Lenox

Peter

￥24,766 total

includes taxes & fees

Jun 14 - Jun 15

Berkshires Untold

Lenox

Aditya

￥22,248 total

includes taxes & fees

Jun 1 - Jun 2

Berkshire Mountain Lodge

Pittsfield

Pedro

￥24,249 total

includes taxes & fees

May 31 - Jun 1

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

Laraib

￥22,512 total

includes taxes & fees

Jun 1 - Jun 2

Quality Inn Great Barrington

Great Barrington

Braynd

￥15,857 total

includes taxes & fees

May 31 - Jun 1

Hotel On North

Pittsfield

KEITH AND SHIRLEY

￥31,893 total

includes taxes & fees

May 31 - Jun 1

The Cornell Inn, Lenox & The Berkshires

Lenox

lev

￥30,014 total

includes taxes & fees

Jun 1 - Jun 2

The Red Lion Inn

Stockbridge

molly

￥36,468 total

includes taxes & fees

Jun 22 - Jun 23

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

South Lee

Kimberly

￥23,803 total

includes taxes & fees

Jun 1 - Jun 2

The Whitlock

Lenox

Linda

￥20,454 total

includes taxes & fees

Jun 1 - Jun 2

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

Monument Mountain Motel

Great Barrington

Lidia

￥13,711 total

includes taxes & fees

Jun 1 - Jun 2

Vacation Village in the Berkshires

Williamstown

William

￥22,941 total

includes taxes & fees

Jun 9 - Jun 10

Cozy Corner Motel

Williamstown

Barbara J

￥15,878 total

includes taxes & fees

May 31 - Jun 1

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Pittsfield

Kathleen

￥24,766 total

includes taxes & fees

Jun 1 - Jun 2

Quality Inn Lee - Lenox South

Lee

Edith

￥18,449 total

includes taxes & fees

May 31 - Jun 1

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

￥19,578 total

includes taxes & fees

Jun 16 - Jun 17

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

Hotel Downstreet, an Ascend Collection Hotel

North Adams

Brianna

￥27,401 total

includes taxes & fees

Jun 1 - Jun 2

Shaker Mill Inn

West Stockbridge

Mervin

￥24,792 total

includes taxes & fees

Jun 1 - Jun 2

The Villager Motel

Williamstown

Monica

￥15,832 total

includes taxes & fees

Jun 9 - Jun 10

The Little Lion

Great Barrington

Carole

￥16,926 total

includes taxes & fees

Jun 11 - Jun 12

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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

Hampton Inn & Suites Berkshires-Lenox

8/10 Good

"This fitter needs just fine"

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."