The Berkshires Golf Hotels, Massachusetts: The Berkshires Hotel Guide

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Our top choices for The Berkshires hotels with a golf course

A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

A lakeside lodge with a dock, fishing rods, and outdoor seating.

A lodge with a large building and a dock by a lake, surrounded by forest.

A dining area with large windows, wooden furniture, and a view of a lake.

1. The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

James

€123

includes taxes & fees

27 Sept - 28 Sept

A modern hotel lobby with seating areas, tables, and a reception desk.

A modern bathroom with a large mirror, a sink, and a shower.

A hotel room with two beds, a desk, a TV, and a window with curtains.

A coffee station with two coffee machines and a variety of coffee pods and cups.

2. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

BJORN

€127

includes taxes & fees

15 Sept - 16 Sept

A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

A spacious lobby with a fireplace, seating area, and a bar.

A hotel lobby with a snow-covered entrance and a sign reading "Lobby".

A garden with wooden Adirondack chairs and a stone pathway.

3. Berkshire Mountain Lodge

Pittsfield

Robert

€96

includes taxes & fees

1 Oct - 2 Oct

A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

A hotel room with two beds, a desk, a television, and a dresser.

A modern hotel lobby with a seating area, a sofa, and a large window with curtains.

A hotel lobby with multiple seating areas, including tables and chairs, a large flat-screen TV mounted on the wall, and a patterned carpet.

4. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

Bruce

€155

includes taxes & fees

10 Sept - 11 Sept

A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

A backyard with a swimming pool, lounge chairs, and a hot tub.

A bar with wooden floors and shelves filled with bottles.

A brick pathway lined with autumn foliage and pumpkins, leading to a white building with a porch decorated with hanging flowers.

5. The Red Lion Inn

Stockbridge

James

€195

includes taxes & fees

30 Sept - 1 Oct

A snow-covered outdoor area with a patio, seating, and a covered dining area.

A dining area with a glass table, red walls, and framed artwork.

A snow-covered outdoor area with a small bridge over a stream, surrounded by trees and illuminated by string lights.

A modern living room with a fireplace, comfortable seating, and a large window with curtains.

6. The Cornell Inn, Lenox & The Berkshires

Lenox

FRED

€162

includes taxes & fees

7 Sept - 8 Sept

A spacious hotel lobby with multiple seating areas, large windows, and a television.

7. Hampton Inn & Suites Berkshires-Lenox

Lenox

Nancy

€115

includes taxes & fees

30 Sept - 1 Oct

An outdoor seating area with Adirondack chairs and potted plants.

A sign with the word "CLARM" on a grassy field with a road and trees in the background.

A hotel room with a bed, a nightstand, a lamp, a window with curtains, and a painting on the wall.

A building with a double door labeled "WELCOME" and "OFFICE," a "PARKING ONLY" sign, and flower baskets on either side of the entrance.

8. Cozy Corner Motel

Williamstown

Janis

€89

includes taxes & fees

9 Sept - 10 Sept

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Top The Berkshires Hotel Reviews

Hotel On North

10/10 Excellent

"Beautiful boutique hotel. Our room was very large with a sitting area + TV. Bed room area equally as large, also with a TV. The bathroom was gorgeous with thoughtful touches. On the marble counter was a makeup mirror with a stool so one could sit. Parking lot was in rear of hotel, secure and easy access to the lobby. Staff couldn't have been more accessible and pleasant. Highly recommend this hotel"

Vacation Village in the Berkshires

10/10 Excellent

"Enjoyed our stay and would highly recommend!"

Willows Motel Williamstown

10/10 Excellent

"Great little motel that was the perfect stay for a quick overnight trip"

The Red Lion Inn

10/10 Excellent

"Charming, updated throughout. Extremely clean and well appointed. Extremely delightful stay."

FairBridge Inn Express

8/10 Good

"The exterior is scary. The lobby is a fright. Rooms however were clean and updated. I appreciate that. But the lot is a disgrace."

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Check availability on The Berkshires Golf Hotels

Our top choices for The Berkshires hotels with a golf course

1. The Black Swan Lee - Lenox, an Ascend Collection Hotel