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Find Romantic Hotels in The Berkshires, MA

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Check availability on The Berkshires Romantic Hotels

Our top choices for The Berkshires romantic hotels

A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

1. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (943 reviews)
"Clean, reasonably priced, convenient"
United States
Martha
The price is NT$1,964
NT$2,194 total
includes taxes & fees
Nov 12 - Nov 13
Monument Mountain Motel
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

2. 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, (822 reviews)
"Nice view and location for fall color."
United States
Md
The price is NT$5,273
NT$5,890 total
includes taxes & fees
Nov 15 - Nov 16
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

3. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,000 reviews)
"Great location friendly staff"
United States
David
The price is NT$2,483
NT$2,774 total
includes taxes & fees
Dec 1 - Dec 2
Quality Inn Great Barrington
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, (857 reviews)
"Amazing stay and great staff. Hotel was also very updated with nice rooms. Will stay again."
United States
Joseph
The price is NT$2,724
NT$3,043 total
includes taxes & fees
Dec 9 - Dec 10
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, (1,004 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 NT$3,515
NT$3,927 total
includes taxes & fees
Dec 6 - Dec 7
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A grassy area with a lake, trees, and red chairs arranged around a fire pit.

6. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.8 out of 10, Exceptional, (28 reviews)
"excellent lakeside view"
United States
mike
The price is NT$3,580
NT$3,999 total
includes taxes & fees
Nov 12 - Nov 13
Berkshire Lake Lodge
A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.

7. 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 NT$4,435
NT$4,954 total
includes taxes & fees
Nov 24 - Nov 25
East Rock Inn
Two Adirondack chairs facing a river with a forested hill in the background.

8. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,007 reviews)
"What a beautiful stay. Room was so clean ! Great food selection for breakfast."
United States
Stephanie
The price is NT$4,136
NT$4,620 total
includes taxes & fees
Dec 12 - Dec 13
The Yankee Inn
A tranquil stream with rocks and trees, a building with balconies and a red railing, and a clear sky.

9. 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, (1,006 reviews)
"Nice place to stay"
United States
Michael
The price is NT$3,840
NT$4,931 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
Exterior

10. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,268 reviews)
"Excellent stay!!!!"
United States
Susan J
The price is NT$2,519
NT$3,547 total
includes taxes & fees
Dec 6 - Dec 7
Berkshire Mountain Lodge
Interior detail

11. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (72 reviews)
"Clean, cozy, and charming. The breakfast is delicious and all went smoothly."
United States
Liliana
The price is NT$5,378
NT$6,008 total
includes taxes & fees
Nov 12 - Nov 13
Wilder House Berkshires
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 NT$4,431
NT$4,950 total
includes taxes & fees
Nov 29 - Nov 30
Element by Marriott Lenox Berkshires
A reception area with a fireplace, seating, and a doormat with the logo "Quality".

13. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,005 reviews)
"Just perfect lodging place for short time travelers"
United States
Bernardo Jr
The price is NT$2,836
NT$3,168 total
includes taxes & fees
Dec 6 - Dec 7
Quality Inn Lee - Lenox South
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

14. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (690 reviews)
"Great stay!"
United States
Vandhana
The price is NT$4,123
NT$4,605 total
includes taxes & fees
Nov 15 - Nov 16
Courtyard by Marriott Lenox Berkshires
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, (1,004 reviews)
"Breakfast was great"
United States
Thomas
The price is NT$3,599
NT$4,020 total
includes taxes & fees
Nov 17 - Nov 18
Hampton Inn & Suites Berkshires-Lenox
A snow-covered outdoor area with a patio, seating, and a covered dining area.

16. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.4 out of 10, Exceptional, (1,004 reviews)
"Lovely room, comfortable bed and a nice breakfast."
United Kingdom
judith
The price is NT$5,580
NT$6,401 total
includes taxes & fees
Nov 15 - Nov 16
The Cornell Inn, Lenox & The Berkshires
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

17. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,072 reviews)
"Nice Hotel"
United States
Juan
The price is NT$3,451
NT$3,855 total
includes taxes & fees
Nov 17 - Nov 18
Berkshires Untold
A red building with a sign reading "Shaker Mill Inn."

18. Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (483 reviews)
"Loved the location, fireplace and vibe"
United States
Mahadeva
The price is NT$4,759
NT$5,221 total
includes taxes & fees
Nov 12 - Nov 13
Shaker Mill Inn
An indoor swimming pool with clear water, tiled floors, and a blue wall.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (258 reviews)
"The room was clean and well kept, breakfast was amazing!"
United States
Ruth
The price is NT$3,611
NT$4,033 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A multi-story hotel with a classic facade, large windows, and a prominent entrance.

20. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (983 reviews)
"Staff very pleasant and accommodating."
United States
Rosemarie
The price is NT$3,811
NT$4,257 total
includes taxes & fees
Nov 29 - Nov 30
Hotel On North
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

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