The Best Golf Hotels in The Berkshires, MA from AED 339 in 2026

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Our top choices for The Berkshires hotels with a golf course

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

andrew

AED 589 total

includes taxes & fees

23 Jun - 24 Jun

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

Kathleen

AED 578 total

includes taxes & fees

21 Jun - 22 Jun

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

Helena

AED 764 total

includes taxes & fees

15 Jun - 16 Jun

Hampton Inn & Suites Berkshires-Lenox

Lenox

Linda

AED 569 total

includes taxes & fees

24 Jun - 25 Jun

The Red Lion Inn

Stockbridge

molly

AED 804 total

includes taxes & fees

22 Jun - 23 Jun

Cozy Corner Motel

Williamstown

Barbara J

AED 366 total

includes taxes & fees

18 Jun - 19 Jun

The Cornell Inn, Lenox & The Berkshires

Lenox

Arthur

AED 684 total

includes taxes & fees

11 Jun - 12 Jun

Willows Motel Williamstown

Williamstown

Matt

AED 339 total

includes taxes & fees

30 Jun - 1 Jul

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Top The Berkshires Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

8/10 Good

"Everything was good but restaurant need to close later. Parking was an issue."

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 Yankee Inn

10/10 Excellent

"I got the impression that Yankee Inn has quite a history, although it has been recently updated and renovated. The staff were available and friendly. At times I felt I was on a 1950s movie set, imagining Bing Crosby singing in my head. I ultimately extended my stay because it's location was a hub for the many surrounding activities--it's slightly over an hour drive to Hartford, and I was happy to leave the hustle and bustle of the city and return to the beauty of the Berkshires. I was surrounded by nature, but a grocery store, pharmacy, laundromat, and stores were also a short distance down the road. An extensive daily breakfast selection surpassed any I've recently had, and I've done my fair share of traveling."

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Change your mind

Treat yourself

Be picky

Check availability on The Berkshires Golf Hotels

Our top choices for The Berkshires hotels with a golf course

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Holiday Inn Express Hotel & Suites Great Barrington by IHG