TOP Golf Hotels in The Berkshires, MA for 2026

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Our top choices for The Berkshires hotels with a golf course

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

Helena

₹19,827 total

includes taxes & fees

15 Jun - 16 Jun

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

andrew

₹14,065 total

includes taxes & fees

14 Jun - 15 Jun

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

Kathleen

₹14,592 total

includes taxes & fees

23 Jun - 24 Jun

Cozy Corner Motel

Williamstown

Barbara J

₹9,491 total

includes taxes & fees

18 Jun - 19 Jun

Hampton Inn & Suites Berkshires-Lenox

Lenox

Linda

₹14,760 total

includes taxes & fees

24 Jun - 25 Jun

In-room safe, desk, free cots/infant beds, free rollaway beds

Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

Heather

₹8,414 total

includes taxes & fees

14 Jun - 15 Jun

Willows Motel Williamstown

Williamstown

Matt

₹8,803 total

includes taxes & fees

30 Jun - 1 Jul

Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

Pittsfield

William

₹7,270 total

includes taxes & fees

25 Jun - 26 Jun

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Top The Berkshires Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

10/10 Excellent

"They were doing some renovations which made parking an issue but otherwise great place."

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."

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."

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

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Check availability on The Berkshires Golf Hotels

Our top choices for The Berkshires hotels with a golf course

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

The Black Swan Lee - Lenox, an Ascend Collection Hotel