The Best Golf Hotels in The Berkshires, MA from ₩133,369 in 2026

A person snowboarding down a snowy slope.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on The Berkshires Golf Hotels

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for The Berkshires hotels with a golf course

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

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

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

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

1. The Cornell Inn, Lenox & The Berkshires

Lenox

judith

₩203,598

₩233,527 total

includes taxes & fees

Oct 27 - Oct 28

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

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.

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

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

Great Barrington

₩190,573

₩212,870 total

includes taxes & fees

Nov 2 - Nov 3

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

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

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

A garden with wooden Adirondack chairs and a stone pathway.

3. Berkshire Mountain Lodge

Pittsfield

Joel

₩113,724

₩156,666 total

includes taxes & fees

Nov 22 - Nov 23

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.

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

Lee

Gustavo

₩152,233

₩170,044 total

includes taxes & fees

Nov 15 - Nov 16

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

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

Great Barrington

Cynthia

₩119,399

₩133,369 total

includes taxes & fees

Nov 12 - Nov 13

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 hotel room with a bed, a nightstand with a lamp and phone, a chair, and framed pictures on the wall.

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

6. Hampton Inn & Suites Berkshires-Lenox

Lenox

Thomas

₩145,467

₩162,488 total

includes taxes & fees

Nov 1 - Nov 2

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 covered porch with wicker furniture and hanging flower baskets.

7. The Red Lion Inn

Stockbridge

Mallory

₩208,974

₩299,332 total

includes taxes & fees

Nov 4 - Nov 5

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 cozy living room with a stone fireplace, comfortable seating, and a welcoming sign.

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

₩177,904

₩198,718 total

includes taxes & fees

Oct 25 - Oct 26

View all properties

Top The Berkshires Hotel Reviews

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent

"Unique and very thoughtfully thought through. Welcome bottle of wine, welcome drink, and breakfast were great! Wish the bar was open later and breakfast started earlier, but this is a minor thing. Would definitely stay there again."

The Yankee Inn

10/10 Excellent

"I loved this property. Nice room with fireplace and balcony, great shower, good breakfast, easy parking, and beautiful walking trail behind the hotel."

Hotel On North

10/10 Excellent

"Staff is awesome and this dog friendly hotel doesn’t feel dirty or different than any other boutique hotel."

Hampton Inn & Suites Berkshires-Lenox

10/10 Excellent

"Clean room. Comfortable beds. Good breakfast. Staff were nice and professional."

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!"

Explore a world of travel with Expedia

More ways to book

Book Golf Hotels in The Berkshires on Expedia.com

Room 1

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. The Cornell Inn, Lenox & The Berkshires