Our top choices for The Berkshires hotels

The Yankee Inn

Lenox

Mark

includes taxes & fees

11 Jun - 12 Jun

Berkshires Untold

Lenox

Thomas

includes taxes & fees

11 Jun - 12 Jun

Berkshire Mountain Lodge

Pittsfield

Sade

includes taxes & fees

14 Jun - 15 Jun

Quality Inn Great Barrington

Great Barrington

Braynd

includes taxes & fees

15 Jun - 16 Jun

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

andrew

includes taxes & fees

17 Jun - 18 Jun

Hotel On North

Pittsfield

KEITH AND SHIRLEY

includes taxes & fees

14 Jun - 15 Jun

The Red Lion Inn

Stockbridge

molly

includes taxes & fees

22 Jun - 23 Jun

The Cornell Inn, Lenox & The Berkshires

Lenox

Arthur

includes taxes & fees

10 Jun - 11 Jun

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

Pittsfield

Kathleen

includes taxes & fees

14 Jun - 15 Jun

The Whitlock

Lenox

Linda

includes taxes & fees

15 Jun - 16 Jun

Hideaway Inn Lenox

Lenox

Leonardo

includes taxes & fees

10 Jun - 11 Jun

Vacation Village in the Berkshires

Williamstown

Melissa

includes taxes & fees

16 Jun - 17 Jun

In-room safe, individually decorated, individually furnished, desk

Best Western Plus Berkshire Hills Inn & Suites

Pittsfield

Anandaraja

includes taxes & fees

14 Jun - 15 Jun

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

South Lee

Kimberly

includes taxes & fees

14 Jun - 15 Jun

Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi

Monument Mountain Motel

Great Barrington

Yekaterina

includes taxes & fees

11 Jun - 12 Jun

The Little Lion

Great Barrington

Mia

includes taxes & fees

11 Jun - 12 Jun

Quality Inn Lee - Lenox South

Lee

Cheri

includes taxes & fees

14 Jun - 15 Jun

The Villager Motel

Williamstown

Monica

includes taxes & fees

10 Jun - 11 Jun

Shaker Mill Inn

West Stockbridge

Mervin

includes taxes & fees

10 Jun - 11 Jun

In-room safe, desk, laptop workspace, iron/ironing board

Howard Johnson by Wyndham Lenox

Lenox

robert

includes taxes & fees

10 Jun - 11 Jun

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Holiday Rentals in The Berkshires

Condo

Vacation Village in the Berkshires

Williamstown

"So clean and spacious, had everything you need for a nice getaway"

Apartment

Vacation Rental Home in the Berkshires!

Williamstown

"This little guest house is a gem. Charming, comfortable and with a location that can’t be beat as a base for touring the northern Berkshires and southern Vermont. Everything was in good order, check-in was easy, and the place is well equipped with kitchen essentials. The views are gorgeous. "

Cottage

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

Sandisfield

"We had an amazing experience! Such a beautiful home and amazing host! We loved it! Definitely staying here again. Highly recommend! Thank you! "

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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

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

10/10 Excellent

"Room was very clean and staff went far a beyond to accommodate my husbands needs."

Berkshires Untold

10/10 Excellent

"The hotel was beautiful. My room was very nice exactly what I needed. The decor was very inviting and the bathroom was amazingly beautiful as well as the lounge and grounds of the property. My only one wish was that there was coffee in the room. Although you just had to walk to the lobby to get coffee in the morning, you had to get up and get dressed first which would have been more convenient if coffee was already in the room."

The Red Lion Inn

8/10 Good

"It is a charming, historic hotel. Dinner in the tavern was delicious and service was very good. The only thing we didn't like was the mattress, which needs to be replaced as it has divits. Other than that, it's a cool place that is fun to explore. Wish we were here longer to try out the pool. We did enjoy getting a cocktail from the bar and sitting in rockers on the front porch, watching the traffic go by."

The Whitlock

10/10 Excellent

"The location of this hotel is excellent, right in the town center of Lenox, close to all the shops and restaurants. I was a little concerned initially about the reviews I read regarding the level of cleanliness of the rooms which I am extremely particular about. The room was very clean so maybe the issue has been addressed. Communication with staff via text which normally would be concerning was also very prompt and quick. They respond to texts right away and always very kind so shouldnt be a concern for those who are concerned that they are not speaking to someone in person directly. Will definitely stay again if the rates are reasonable."

Vacation Village in the Berkshires

10/10 Excellent

"This is a big beautful modern condo complex about 20 mins outside Wiilamstown (to the north) or Pittsfield (to the south). Huge swimming pools - one indoors, one out. Beautiful views of the Berkshires. Quiet rural environment. I could hear the frogs singing and the cricketa chirp at night. Excellent value for the money. Friendly staff. I got a one-bdrm condo for the price of a standard hotel. No grocery atores nearby some come with supplies if you plan to cook."