The Best Golf Hotels in The Berkshires, MA from ₩138,918 in 2026

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Our top choices for The Berkshires hotels with a golf course

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

An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.

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.

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

Great Barrington

Bruce

₩249,441

₩278,625 total

includes taxes & fees

Sep 15 - Sep 16

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

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

An indoor swimming pool with a high ceiling, multiple windows, and seating areas.

A garden with wooden Adirondack chairs and a stone pathway.

2. Berkshire Mountain Lodge

Pittsfield

Robert

₩107,447

₩150,173 total

includes taxes & fees

Oct 1 - Oct 2

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 covered porch with beige siding, white railings, and a row of wooden benches.

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

3. Cozy Corner Motel

Williamstown

Janis

₩118,188

₩138,918 total

includes taxes & fees

Sep 17 - Sep 18

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

A lakeside dock with kayaks and a covered boat ramp.

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

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

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

Lee

Susan

₩174,522

₩194,941 total

includes taxes & fees

Sep 17 - Sep 18

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.

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

Great Barrington

BJORN

₩179,560

₩200,569 total

includes taxes & fees

Sep 15 - Sep 16

A patio area with wooden chairs and tables, surrounded by dense greenery and trees.

A shower with a tiled wall and a shower curtain.

A hotel room with a TV, a desk, a chair, a dresser, a bed with a patterned bedspread, and a microwave.

A white two-story building with a porch, labeled as a motel.

6. Willows Motel Williamstown

Williamstown

Chris

₩138,757

₩154,984 total

includes taxes & fees

Sep 13 - Sep 14

A small, single-story building with a green roof and a white exterior. There are two large trees in front of the building, each with a flower pot on top. The surrounding area has grass, a few pumpkins, and a small garden with red flowers.

A kitchen with a fireplace, dining area, and a large window with curtains.

A living room with a sofa, chairs, a coffee table, and a rug. There is a kitchen area with a refrigerator and a water dispenser.

A living room with a sofa, coffee table, and fireplace. There is a kitchen area with cabinets and a refrigerator.

7. Williamstown Motel

Williamstown

Ahmet

₩132,660

₩148,182 total

includes taxes & fees

Sep 13 - Sep 14

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

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

8. The Cornell Inn, Lenox & The Berkshires

Lenox

Edward

₩222,045

₩254,686 total

includes taxes & fees

Sep 14 - Sep 15

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Top The Berkshires Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good

"Great location for Mass Moca"

Vacation Village in the Berkshires

10/10 Excellent

"Beautiful location and views. Spacious room with all amenities."

FairBridge Inn Express

10/10 Excellent

"Room was clean and comfortable."

The Yankee Inn

10/10 Excellent

"Excellent in every way. Service, staff, amenities. Everything was perfect."

Willows Motel Williamstown

10/10 Excellent

"Awesome staff plus pet-friendly."

Jiminy Peak Mountain Resort

10/10 Excellent

"My family had a wonderful time at Jiminy Peak Mountain Resort! The staff truly cared about making sure we had a great stay. When we had a last-minute change and needed to upgrade our room, they handled everything so seamlessly and were incredibly accommodating. The space we received was much larger than we expected, with four floors, three bedrooms, two bathrooms, and three pull-out sofas. There was more than enough room for our whole family to stay comfortably, and it was very affordable for the amount of space and amenities we received. They were also very generous with towels and blankets. Although we didn’t end up using everything, it was reassuring to know that plenty was available if we needed more. The view from the backyard was beautiful, and the resort attractions were only minutes away. We especially enjoyed the scenic chairlift ride and mountain coaster. Everyone in our family, from old to young, had a great time. Overall, it was a wonderful and very affordable family getaway. We really appreciated the hospitality, spacious accommodations, beautiful surroundings, and activities for all ages. We would definitely recommend Jiminy Peak Mountain Resort!"

Hotel On North

10/10 Excellent

"Best place in town"

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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

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

2. Berkshire Mountain Lodge

3. Cozy Corner Motel

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

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

6. Willows Motel Williamstown

7. Williamstown Motel

8. The Cornell Inn, Lenox & The Berkshires

9. Hampton Inn & Suites Berkshires-Lenox

10. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Top The Berkshires Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

Vacation Village in the Berkshires

FairBridge Inn Express

The Yankee Inn

Willows Motel Williamstown

Jiminy Peak Mountain Resort

Hotel On North

Explore a world of travel with Expedia

Find Golf Hotels in The Berkshires, MA

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

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

2. Berkshire Mountain Lodge

3. Cozy Corner Motel

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

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

6. Willows Motel Williamstown

7. Williamstown Motel

8. The Cornell Inn, Lenox & The Berkshires

9. Hampton Inn & Suites Berkshires-Lenox

10. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Top The Berkshires Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

Vacation Village in the Berkshires

FairBridge Inn Express

The Yankee Inn

Willows Motel Williamstown

Jiminy Peak Mountain Resort

Hotel On North

Explore a world of travel with Expedia