Golf Hotels, The Berkshires Massachusetts

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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.

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

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

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

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

Great Barrington

Bruce

P10,066

P11,243 total

includes taxes & fees

Nov 1 - Nov 2

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 two-story house with a balcony, a brick chimney, and a porch with Adirondack chairs.

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

Rosann

P9,615

P11,028 total

includes taxes & fees

Oct 27 - Oct 28

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

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

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

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

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

Great Barrington

Maria Dulce

P6,328

P7,069 total

includes taxes & fees

Nov 1 - Nov 2

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

A modern living room with a fireplace, flat-screen TV, sofa, chairs, and tables.

4. Hampton Inn & Suites Berkshires-Lenox

Lenox

Thomas

P7,724

P8,628 total

includes taxes & fees

Nov 1 - Nov 2

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 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.

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

Lee

Bob

P7,243

P8,090 total

includes taxes & fees

Nov 1 - Nov 2

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".

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

6. Berkshire Mountain Lodge

Pittsfield

Jay

P4,987

P6,971 total

includes taxes & fees

Oct 18 - Oct 19

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

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

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.

7. The Red Lion Inn

Stockbridge

Stephan

P9,925

P14,199 total

includes taxes & fees

Nov 1 - Nov 2

A garden with a white gazebo, a brick pathway, and various plants and flowers.

A courtyard with stone steps, potted plants, and a small wooden structure.

A two-story wooden cabin with a balcony, large windows, and a covered porch area.

A breakfast buffet with various dishes and beverages.

8. Whistler's Inn Bed & Breakfast

Lenox

Mary Anna

P9,868

P11,023 total

includes taxes & fees

Oct 5 - Oct 6

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Top The Berkshires Hotel Reviews

Vacation Village in the Berkshires

10/10 Excellent

"Great place great price!"

The Yankee Inn

8/10 Good

"Room was nice but did not have the view I was hoping for. Another hotel property is mostly blocking views from Yankee Inn looking West; the direction rooms with balcony’s face. The location near"

The Red Lion Inn

10/10 Excellent

"So glad we stayed here! Our room was decorated like a 1940s Norman Rockwell painting, but had every modern comfort. We were in Stevens House, a half-block from the main inn - the shared living areas were like a home and our en-suite room was super nice. We had one dinner in the inn that was fancy, but we usually ate at other good restaurants & the patisserie within 1 block. Many fun shops, and a good laundromat also within 1 block."

Hotel Downstreet, an Ascend Collection Hotel

8/10 Good

"Staff very pleasant and helpful. On site restaurant was good and reasonably priced. Room was large with a nice view. Breakfast, which is continental, seemed a bit skimpy. Plenty of parking and in a great central area with many restaurants."

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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. The Cornell Inn, Lenox & The Berkshires