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Hotels with Breakfast in The Berkshires, Massachusetts

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Check availability on The Berkshires Hotels with Breakfast

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22

Our top choices for The Berkshires hotels with breakfast included

A grassy area with a lake, trees, and red chairs arranged around a fire pit.

1. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.8 out of 10, Exceptional, (27 reviews)
"excellent lakeside view"
United States
mike
The price is P6,877
P7,682 total
includes taxes & fees
Nov 8 - Nov 9
Berkshire Lake Lodge
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

2. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (942 reviews)
"Easy access to everywhere we went. Clean"
United States
Phillip
The price is P3,771
P4,212 total
includes taxes & fees
Dec 8 - Dec 9
Monument Mountain Motel
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

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

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (821 reviews)
"Nice view and location for fall color."
United States
Md
The price is P10,129
P11,314 total
includes taxes & fees
Nov 12 - Nov 13
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A Holiday Inn Express & Suites building with a clear entrance, a covered parking area, and a stone facade.

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

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (854 reviews)
"Always a pleasurable stay. The rooms are clean, the amenities are appreciated, and the staff very attentive. Great location and as a single traveler I always feel safe staying here."
United States
Cynthia
The price is P5,229
P5,841 total
includes taxes & fees
Dec 8 - Dec 9
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A lodge with a large building and a dock by a lake, surrounded by forest.

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,001 reviews)
"Amazing place, clean, staff is awesome , amazing location , amazing views! Free breakfast, free coffee bar , free gym and the best it’s pet friendly !"
United States
Gustavo
The price is P6,752
P7,542 total
includes taxes & fees
Dec 3 - Dec 4
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

6. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,003 reviews)
"Our room was spotless and the staff was helpful and welcoming!"
United States
Lynne
The price is P4,766
P5,324 total
includes taxes & fees
Dec 8 - Dec 9
Quality Inn Great Barrington
A tranquil stream with rocks and trees, a building with balconies and a red railing, and a clear sky.

7. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
3.5 star property
South Lee
9.2 out of 10, Wonderful, (1,002 reviews)
"Nice place to stay"
United States
Michael
The price is P6,967
P9,015 total
includes taxes & fees
Nov 8 - Nov 9
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.

8. East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (58 reviews)
"East Rock was a nice, clean, and comfortable place to stay. Everything was great, and I enjoyed my stay."
United States
Sharon
The price is P7,667
P8,564 total
includes taxes & fees
Dec 8 - Dec 9
East Rock Inn
A white two-story house with a front door, windows, and a chimney.

9. The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (96 reviews)
"Lovely property.unique historic buildings and rooms with updated amenities! Quiet and peaceful beautiful dinner!"
United States
mary ellen
The price is P18,284
P22,063 total
includes taxes & fees
Nov 8 - Nov 9
The Old Inn On The Green
Two Adirondack chairs facing a river with a forested hill in the background.

10. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,002 reviews)
"The location was good for our trip."
United States
Basil
The price is P8,007
P8,944 total
includes taxes & fees
Nov 20 - Nov 21
The Yankee Inn
Exterior

11. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,258 reviews)
"Comfortable stay, well stocked kitchen and room."
United States
Charline
The price is P4,836
P6,809 total
includes taxes & fees
Dec 6 - Dec 7
Berkshire Mountain Lodge
A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.

12. Element by Marriott Lenox Berkshires

Element by Marriott Lenox Berkshires
3.0 star property
Lenox
9.6 out of 10, Exceptional, (51 reviews)
"Clean, spacious room Accommodating staff especially Shawn and Jennifer at the front desk. Very nice pool and gym Definitely coming back"
United States
Francis
The price is P8,511
P9,507 total
includes taxes & fees
Nov 15 - Nov 16
Element by Marriott Lenox Berkshires
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

13. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (688 reviews)
"Great stay!"
United States
Vandhana
The price is P7,919
P8,846 total
includes taxes & fees
Nov 15 - Nov 16
Courtyard by Marriott Lenox Berkshires
An indoor swimming pool with clear water, tiled floors, and a blue wall.

14. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (257 reviews)
"The room was clean and well kept, breakfast was amazing!"
United States
Ruth
The price is P6,489
P7,248 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A spacious hotel lobby with multiple seating areas, large windows, and a television.

15. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.0 out of 10, Wonderful, (1,001 reviews)
"Breakfast was great"
United States
Thomas
The price is P6,908
P7,716 total
includes taxes & fees
Dec 8 - Dec 9
Hampton Inn & Suites Berkshires-Lenox
A reception area with a fireplace, seating, and a doormat with the logo "Quality".

16. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,002 reviews)
"Just perfect lodging place for short time travelers"
United States
Bernardo Jr
The price is P5,348
P5,974 total
includes taxes & fees
Dec 2 - Dec 3
Quality Inn Lee - Lenox South
A multi-story hotel with a classic facade, large windows, and a prominent entrance.

17. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (981 reviews)
"Very nice hotel"
United States
Philip
The price is P7,320
P8,176 total
includes taxes & fees
Nov 29 - Nov 30
Hotel On North
A hotel patio with outdoor seating and a fire pit.

18. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (716 reviews)
"Great place to stay. Great staff and convenient location. Nice restaurant as well."
United States
James
The price is P7,483
P8,358 total
includes taxes & fees
Nov 15 - Nov 16
Hilton Garden Inn Lenox Pittsfield
A room with a tiled fireplace, patterned wall, and a round table with chairs.

19. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.4 out of 10, Exceptional, (1,002 reviews)
"Lovely room, comfortable bed and a nice breakfast."
United Kingdom
judith
The price is P10,719
P12,295 total
includes taxes & fees
Nov 9 - Nov 10
The Cornell Inn, Lenox & The Berkshires
Front of property

20. The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
Stockbridge
9.6 out of 10, Exceptional, (109 reviews)
"Wonderful place… clean, cosy room, comfy bed, friendly staff, great breakfast. Delightful location near Norman Rockwell museum."
United States
Kimberly
The price is P15,296
P17,940 total
includes taxes & fees
Nov 19 - Nov 20
The Inn at Stockbridge
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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Choose what matters most at hotels with breakfast available in The Berkshires

Pool
4 stars

Hotels with free breakfast and pools in The Berkshires

Two Adirondack chairs facing a river with a forested hill in the background.
The Yankee Inn

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1002)
The price is P8,007
P8,944 total
includes taxes & fees
Nov 20 - Nov 21
The Yankee Inn
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4-star hotels with free breakfast in The Berkshires

A white two-story house with a front door, windows, and a chimney.
The Old Inn On The Green

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (96)
The price is P18,284
P22,063 total
includes taxes & fees
Nov 8 - Nov 9
The Old Inn On The Green
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

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Gorgeous setting, comfortable beds and luxurious accommodations."
Carol 1-night trip
Posted 8 hours ago
Vacation Village in the Berkshires
The Red Lion Inn

The Red Lion Inn

8/10 Good
"We stayed in an adjacent house owned by the hotel. When we booked we assumed we’d be in the main hotel. The “out” building was unmarked and hard to find. It was dark when we arrived and there were no porch lights. We thought the overall experience was good. Quaint but this building could benefit from some upgrades."
Randall 1-night trip
Posted 10 hours ago
The Red Lion Inn