TOP Hotels with Breakfast in The Berkshires, MA for 2026

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Our top choices for The Berkshires hotels with breakfast included

A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.

A swimming pool with a surrounding deck, a stone wall, and a building in the background.

A cozy room with a wooden desk, a chair with a blanket, a fireplace with a fire, a mirror, and a poster on the wall.

1. The Yankee Inn

Lenox

Karen

₹10,961

₹12,244 total

includes taxes & fees

22 Sept - 23 Sept

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

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

Lee

James

₹12,048

₹13,458 total

includes taxes & fees

27 Sept - 28 Sept

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 kitchenette with a microwave, coffee maker, and coffee cups.

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

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

Great Barrington

BJORN

₹12,473

₹13,932 total

includes taxes & fees

15 Sept - 16 Sept

A building with a porch and multiple windows, surrounded by purple flowers.

A café with a display case, a frozen food section, and a marketplace sign.

A living room with a sofa, armchair, coffee table, and a patterned rug.

A Holiday Inn Club Vacations sign for Oak N'Spruce Resort.

4. Holiday Inn Club Vacations Oak 'n Spruce Resort

South Lee

Linda

₹9,695

₹12,677 total

includes taxes & fees

14 Sept - 15 Sept

A hotel room with a sofa, armchair, desk with lamp, television, mini-fridge, and patterned carpet.

A hotel room with a bed, a desk, a television, a microwave, and a sofa.

A modern kitchen with a coffee machine, a refrigerator, and a dining area with chairs and tables.

5. Quality Inn Lee - Lenox South

Lee

Christine

₹9,558

₹10,676 total

includes taxes & fees

27 Sept - 28 Sept

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 corner market with a sign reading "the Corner Market" and shelves stocked with various snacks and groceries.

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

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

Great Barrington

Bruce

₹15,181

₹16,957 total

includes taxes & fees

10 Sept - 11 Sept

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

A grocery store with shelves stocked with snacks and beverages, a refrigerated display case, and a wall with hexagonal patterns.

7. Hampton Inn & Suites Berkshires-Lenox

Lenox

Nancy

₹11,468

₹12,810 total

includes taxes & fees

13 Sept - 14 Sept

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

8. The Cornell Inn, Lenox & The Berkshires

Lenox

FRED

₹15,544

₹17,829 total

includes taxes & fees

7 Sept - 8 Sept

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Choose what matters most at hotels with breakfast available in The Berkshires

Pool

4 stars

5 stars

Wifi included

Family-friendly

Hotels with free breakfast and pools in The Berkshires

The Yankee Inn

Lenox

₹10,961

₹12,244 total

includes taxes & fees

22 Sept - 23 Sept

Holiday Inn Club Vacations Oak 'n Spruce Resort

South Lee

₹9,695

₹12,677 total

includes taxes & fees

14 Sept - 15 Sept

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

₹12,473

₹13,932 total

includes taxes & fees

15 Sept - 16 Sept

Hampton Inn & Suites Berkshires-Lenox

Lenox

₹11,468

₹12,810 total

includes taxes & fees

13 Sept - 14 Sept

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

₹15,181

₹16,957 total

includes taxes & fees

10 Sept - 11 Sept

A hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.

A modern interior with a large window, a wooden table, and bar stools.

A modern hotel building with the name "Hotel Downtown" on the facade.

A modern cafe with a wooden accent wall, a coffee machine, and black chairs.

Hotel Downstreet, an Ascend Collection Hotel

North Adams

₹13,532

₹15,115 total

includes taxes & fees

27 Sept - 28 Sept

A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.

A covered outdoor area with stone pillars and a view of a road and green hills.

An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.

Courtyard by Marriott Lenox Berkshires

Lenox

₹18,393

₹20,545 total

includes taxes & fees

13 Sept - 14 Sept

A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

A multi-story motel with a central courtyard, individual rooms with balconies, and a parking lot.

A hotel room with a dining area featuring a table and chairs, a kitchenette with a coffee machine, and a television on the wall.

A hotel room with a dining area, a sofa, a coffee station, and a TV mounted on the wall.

Howard Johnson by Wyndham Lenox

Lenox

₹7,465

₹8,339 total

includes taxes & fees

7 Sept - 8 Sept

A restaurant with a large Buddha statue in the center, multiple dining tables with chairs, and a carpeted floor.

A bar area with a central island, red bar stools, and shelves stocked with bottles and glasses.

A hotel patio with outdoor seating and a fire pit.

A spacious living room with a large sofa, a coffee table, and a fireplace.

Hilton Garden Inn Lenox Pittsfield

Pittsfield

₹13,823

₹15,440 total

includes taxes & fees

10 Sept - 11 Sept

A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.

A reception area with a wooden reception desk, modern pendant lighting, and a vertical garden wall.

An outdoor seating area with Adirondack chairs and a fire feature.

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.

Element by Marriott Lenox Berkshires

Lenox

₹18,427

₹20,582 total

includes taxes & fees

13 Sept - 14 Sept

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4-star hotels with free breakfast in The Berkshires

A dining area with round tables set for two, a fireplace, and a mural on the wall.

A room with two brown leather armchairs, a wooden side table with a lamp, a potted plant, and a window with a view of a snowy landscape.

A cozy room with a fireplace, wooden walls, a bed with a patterned bedspread, and two wall-mounted lamps.

A white two-story house with a front door, windows, and a chimney.

The Old Inn On The Green

Great Barrington

₹31,183

₹37,629 total

includes taxes & fees

7 Sept - 8 Sept

A two-story house with a brick entrance and a white facade.

A cozy room with a wooden floor, a dining table with a lamp, a chair, a cabinet, and a window with curtains.

A neatly arranged bedroom with a bed, bedside table, and a dresser.

A well-maintained garden with a swimming pool, surrounded by lush greenery and a white building.

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Stockbridge

₹31,199

₹37,742 total

includes taxes & fees

28 Sept - 29 Sept

A hallway with wooden bookshelves, a door, and a bedroom with a bed and floral wallpaper.

A living room with a fireplace, leather sofas, and a dog.

A stone fountain surrounded by trees in a park setting.

The Inn at Stockbridge

Stockbridge

₹35,623

₹41,781 total

includes taxes & fees

13 Sept - 14 Sept

A large, two-story house with a well-maintained lawn and a fence.

A house with a fire pit in the yard, outdoor seating, and a large window overlooking the yard.

A bedroom with a large bed, a fireplace, a bathtub, and a window with a view of greenery.

A dining area with a table set for two, a view of a green landscape through large windows, and outdoor seating with a view.

Devonfield Inn B&B

Lee

₹37,704

₹42,115 total

includes taxes & fees

8 Sept - 9 Sept

A white house with a balcony, green shutters, and a front door with a decorative glass panel. There are two large flower pots on the steps.

A grand staircase with red carpeted steps and a wooden handrail, leading to a landing with a vase of flowers and a framed picture.

A room with a grand piano, a chessboard, a horse statue, and a blue armchair.

A traditional living room with a fireplace, a grand piano, plush seating, and a bookshelf.

Hampton Terrace Inn

Lenox

₹21,101

₹23,570 total

includes taxes & fees

10 Sept - 11 Sept

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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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."

Quality Inn Great Barrington

10/10 Excellent

"Staff at the front desk were welcoming, friendly, and helpful throughout my stay. The room was very clean. The bed was comfortable. The shower had good water pressure and plenty of hot water. The room was equipped with a refrigerator, microwave, and coffeemaker, as well as a TV, and the WiFi worked fine. The breakfast area in the office building had several tables, and included a "make-your-own-waffles" station (love that!), buffet-style scrambled eggs and sausage, as well pre-packaged muffins. Yogurt and other items were available in a refrigerator. Parking was in a a space right outside the room entrance on the first floor, which was ground level. The location is on Main Street (Route 7) in Great Barrington, but set back from the road so there's less traffic noise. There are restaurants and shops in easy walking distance of this motel, and it is an easy drive of 15 mins. or so to the nearby towns of Lenox, Lee (location of Mass. Turnpike exit/entrance), West Stockbridge, and Stockbridge that have their own shops, restaurants, sites, and venues of interest. I highly recommend this motel."

Search Hotels with Breakfast in The Berkshires

Change your mind

Treat yourself

Be picky

Check availability on The Berkshires Hotels with Breakfast

Our top choices for The Berkshires hotels with breakfast included

1. The Yankee Inn

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

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

4. Holiday Inn Club Vacations Oak 'n Spruce Resort

5. Quality Inn Lee - Lenox South

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

7. Hampton Inn & Suites Berkshires-Lenox

8. The Cornell Inn, Lenox & The Berkshires

9. Best Western Plus Berkshire Hills Inn & Suites

10. Courtyard by Marriott Lenox Berkshires

Choose what matters most at hotels with breakfast available in The Berkshires

Hotels with free breakfast and pools in The Berkshires

The Yankee Inn

Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Hampton Inn & Suites Berkshires-Lenox

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Hotel Downstreet, an Ascend Collection Hotel

Courtyard by Marriott Lenox Berkshires

Howard Johnson by Wyndham Lenox

Hilton Garden Inn Lenox Pittsfield

Element by Marriott Lenox Berkshires

4-star hotels with free breakfast in The Berkshires

The Old Inn On The Green

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Inn at Stockbridge

Devonfield Inn B&B

Hampton Terrace Inn

Top The Berkshires Hotel Reviews

Hotel On North

Vacation Village in the Berkshires

Willows Motel Williamstown

The Red Lion Inn

FairBridge Inn Express

Quality Inn Great Barrington

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