The Best Golf Hotels in The Berkshires, MA from AED 341 in 2026

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

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.

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

Lee

Gustavo

AED 412

AED 460 total

includes taxes & fees

15 Nov - 16 Nov

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.

2. The Cornell Inn, Lenox & The Berkshires

Lenox

judith

AED 564

AED 647 total

includes taxes & fees

27 Oct - 28 Oct

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 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.

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

Great Barrington

AED 528

AED 589 total

includes taxes & fees

2 Nov - 3 Nov

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

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

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

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

4. Berkshire Mountain Lodge

Pittsfield

Joel

AED 318

AED 437 total

includes taxes & fees

10 Nov - 11 Nov

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

A breakfast area with a counter, coffee machine, and a display of pastries.

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

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

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

Great Barrington

Cynthia

AED 305

AED 341 total

includes taxes & fees

17 Nov - 18 Nov

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

A covered porch with wicker furniture and hanging flower baskets.

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

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building in the background.

6. The Red Lion Inn

Stockbridge

Mallory

AED 579

AED 829 total

includes taxes & fees

4 Nov - 5 Nov

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

A gym with exercise equipment including treadmills, a stationary bike, and free weights.

A large indoor swimming pool with clear water, surrounded by tiled walls and a tiled floor.

A modern bathroom with a white bathtub, a showerhead, and a towel rack.

7. Hampton Inn & Suites Berkshires-Lenox

Lenox

Thomas

AED 403

AED 450 total

includes taxes & fees

1 Nov - 2 Nov

A wooden cabin with a porch and steps leading to a door, surrounded by snow.

A restaurant interior with wooden tables and chairs, hanging light fixtures, and large windows allowing natural light.

A swimming pool with lounge chairs and umbrellas, surrounded by a grassy area and a mountain backdrop.

A hotel lobby with a reception desk, seating area with sofas and armchairs, a stone fireplace, and a television mounted on the wall.

8. Jiminy Peak Mountain Resort

Hancock

Olga

AED 465

AED 520 total

includes taxes & fees

25 Oct - 26 Oct

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Top The Berkshires Hotel Reviews

Hotel On North

10/10 Excellent

"Well maintained and updated property. Very kind and helpful team."

Jiminy Peak Mountain Resort

8/10 Good

"Cuisine bien équipée beau site. Un peu vieillot. La porte du lave vaisselle était brisée mais il fonctionnait tout de même bien. On avait un bac avec sel et poivre et sucre en plus que des filtres et sachets à café. Un beau gros four/air fryer dans la chambre également qui était très pratique. Des couverts pour 6 personnes.Jy retournerais sans hésitation . Le lit était confortable. Les oreillers un peu moins"

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent

"Great place to stay, super friendly staff. All that the Lenox and Lee had to offer isn't far. Will stay again."

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"Would stay here again for sure"

FairBridge Inn Express

10/10 Excellent

"This motel was well-cared for and a good value compared to anywhere close boy on our early-October Saturday night in the busy Berkshires!"

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Change your mind

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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

2. The Cornell Inn, Lenox & The Berkshires