A historic stone building with a yellow roof, surrounded by a white fence and lush green grass.

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Top Cities in Berkshire County

A town hall with a central dome and columns, surrounded by trees and people.
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Lenox

Lenox

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Aug 28 - Aug 30
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Our top choices for Berkshire County hotels

A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

1. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,580 reviews)
"All the amenities offered are an excellent plus. Good rates for rooms. Good place to stay at, lots to do even around the area"
United States
Alex
The price is P5,409
P6,724 total
includes taxes & fees
Aug 31 - Sep 1
Vacation Village in the Berkshires
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

2. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
"Very nice and convenient hotel."
United States
Karen
The price is P9,464
P10,571 total
includes taxes & fees
Sep 13 - Sep 14
The Yankee Inn
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

3. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,002 reviews)
"Great hotel with fabulous outdoor sitting space"
United States
Christine
The price is P8,660
P9,673 total
includes taxes & fees
Sep 13 - Sep 14
Berkshires Untold
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

4. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,100 reviews)
"A nice place to stay in the Berkshires."
United States
Robert
The price is P5,890
P7,970 total
includes taxes & fees
Aug 31 - Sep 1
Berkshire Mountain Lodge
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

5. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,002 reviews)
"It is a little pricey for what you get but we loved the property and the area and will be back!"
United States
Patricia
The price is P9,808
P14,048 total
includes taxes & fees
Sep 29 - Sep 30
The Red Lion Inn
A resort with multiple buildings, a parking area, and a mountainous backdrop.

6. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very Good, (1,000 reviews)
"Quiet and serene. Great weekend escape!"
United States
Christopher
The price is P8,851
P9,887 total
includes taxes & fees
Aug 30 - Aug 31
Jiminy Peak Mountain Resort
An indoor swimming pool with clear water, tiled floors, and a blue wall.

7. 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, (176 reviews)
"A clean pleasant place to stay"
United States
Ken
The price is P7,299
P8,153 total
includes taxes & fees
Sep 9 - Sep 10
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1,002 reviews)
"I liked the balcony overlooking the lake"
United States
Rinat
The price is P7,886
P8,809 total
includes taxes & fees
Sep 21 - Sep 22
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A large, multi-story building with a prominent stone facade and a metal roof, surrounded by landscaped gardens and a pedestrian bridge.

9. The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (662 reviews)
"Wonderful property and the Barn is an excellent restaurant. Great coffee and sparkling water was available 24/7. Totally enjoyed our stay"
United States
John
The price is P16,246
P18,147 total
includes taxes & fees
Sep 13 - Sep 14
The Williams Inn
A lakeside cabin with a reflection in the water, surrounded by autumn-colored trees.

10. Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
10.0 out of 10, Exceptional, (42 reviews)
"Once I got the cabin I expected it was an amazing stay. Right on the water as shown on the website. I look forward to my next stay."
United States
Kellee
The price is P20,319
P24,769 total
includes taxes & fees
Sep 7 - Sep 8
Prospect Berkshires
A hotel room with a large bed, a bathroom with a bathtub, a vanity with a mirror, and a window with curtains.

11. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
3.5 star property
South Lee
9.2 out of 10, Wonderful, (975 reviews)
"Always a great place to stay."
United States
Claudia
The price is P7,237
P9,293 total
includes taxes & fees
Sep 9 - Sep 10
Holiday Inn Club Vacations Oak 'n Spruce Resort
A rustic interior with wooden tables and chairs, brick walls, and a large wooden beam structure.

12. Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (129 reviews)
"The staff did ann excellent job communicating before we got there, while we were there, and even after we checked out. Good room, easily accessible, and beautiful area."
United States
Kees
The price is P11,078
P12,407 total
includes taxes & fees
Aug 31 - Sep 1
Little Cat Lodge
A large house with a covered patio area featuring outdoor seating and a fire pit.

13. The Whitlock

The Whitlock
2.0 star property
Lenox
8.4 out of 10, Very Good, (363 reviews)
"Lovely room, nice amenities."
United States
Constance
The price is P10,453
P11,676 total
includes taxes & fees
Sep 10 - Sep 11
The Whitlock
Two people relaxing by a poolside with drinks, a building in the background, and a clear sky.

14. The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
3.5 star property
North Adams
9.4 out of 10, Exceptional, (501 reviews)
"Great & comfortable place, good staff. Free (simple) breakfast! A pool, hot tub. And the incredible Mass Moca right there. Our second time here, & we’ll be back."
United States
Floyd
The price is P10,284
P12,878 total
includes taxes & fees
Sep 29 - Sep 30
The Porches Inn at Mass MoCA
A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.

15. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (889 reviews)
"It was very nice and everyone was extremely helpful"
United States
ERICIA
The price is P3,841
P4,291 total
includes taxes & fees
Aug 30 - Aug 31
FairBridge Inn Express
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
9.2 out of 10, Wonderful, (1,002 reviews)
"The entire staff was amazing and the inn was beautiful, we will definitely be back"
United States
Edward
The price is P12,223
P14,020 total
includes taxes & fees
Aug 31 - Sep 1
The Cornell Inn, Lenox & The Berkshires
A hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.

17. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1,002 reviews)
"Nice place"
United States
Peter
The price is P9,402
P10,502 total
includes taxes & fees
Sep 21 - Sep 22
Hotel Downstreet, an Ascend Collection Hotel
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

18. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,001 reviews)
"We only stayed a night but the rooms were clean enough and the staff was extremely kind. Would stay here again."
United States
Sisile
The price is P5,731
P6,401 total
includes taxes & fees
Sep 21 - Sep 22
Quality Inn Great Barrington
A large white house with a prominent tower, surrounded by lush greenery and a well-maintained lawn.

19. Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (48 reviews)
"Enjoyed the games and record players in all rooms including amazing collection of albums in main living area. Rooms are nice. Tight on parking. Great location. We would stay here again."
United States
Ann
The price is P8,616
P9,624 total
includes taxes & fees
Sep 7 - Sep 8
Hideaway Inn Lenox
A spacious hotel lobby with multiple seating areas, large windows, and a television.

20. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,001 reviews)
"Great comfortable beds Good breakfast"
United States
Nancy
The price is P8,109
P9,058 total
includes taxes & fees
Sep 13 - Sep 14
Hampton Inn & Suites Berkshires-Lenox
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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Showing deals for:Sep 11 - Sep 13

Image gallery for Wilder House Berkshires

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Wilder House Berkshires

2.0 star property
Sheffield
9.8/10Exceptional (62 reviews)
26% off
Price is P16,522
P36,910 total
includes taxes & fees
Wilder House Berkshires
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Top Berkshire County Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Having stayed at the Red Lion over forty times since 1979, when we were pleasantly snowed in and obliged to spend an extra night whilst the roads were plowed, I have watched the inn evolve. The beds were as comfy as always, the pool a delight under the moon, still the delicious Bloody Marys to sip in a rocking chair on the wide, wooden porch, an idyllic perch to chat and watch the town’s visitors to-ing and fro-ing and the small - and not so small-ones riding the lions that frame the entrance. Long carpeted, bumpy hallways framed with an eclectic array of deeds, art, china-stuffed cupboards and dresses still charm and enlighten the journey to one’s room. Contemporary sophistication and New England history blend. Over doors, painted horizontal windows that once served to cool a room, and pre electrified gas switches that controlled the lights allow the guest to transcend time. The food is delicious, as always, the menus having broaden to reflect contemporary tastes. Love the small bar and was pleased to see there was sometimes entertainment in The Lion’s Den. The upstairs gift shop carries an imaginative collection of Red Lion and New England sundries, whilst another shop holds varied treasures, including clothing. Of note, I noticed that that the porch rattan needed repair, the dining area has shrunk to accommodate more seating and the porch table overflowed with empty glasses. Still the rocking steed sits proudly in the back room!"
Dorothy 1-night trip
Posted 3 hours ago
The Red Lion Inn