A historic building with a tall tower, surrounded by lush green trees and a well-maintained lawn.

Search Hotels in Berkshire County

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Top Cities in Berkshire County

Check prices for these dates

This weekend
Next weekend

Filter by

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Berkshire County hotels

1. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,827 reviews)
"Great resort, great location very spacious."
United States
Marcos
The price is NT$2,618
NT$3,282 total
includes taxes & fees
Nov 15 - Nov 16
Vacation Village in the Berkshires

2. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,255 reviews)
"Comfortable stay, well stocked kitchen and room."
United States
Charline
The price is NT$2,695
NT$3,738 total
includes taxes & fees
Nov 8 - Nov 9
Berkshire Mountain Lodge

3. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,065 reviews)
"Very nice place beautiful view"
United States
Brian
The price is NT$3,975
NT$4,440 total
includes taxes & fees
Nov 29 - Nov 30
Berkshires Untold

4. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,013 reviews)
"The location was good for our trip."
United States
Basil
The price is NT$3,747
NT$4,186 total
includes taxes & fees
Nov 20 - Nov 21
The Yankee Inn

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, (1,000 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$3,555
NT$3,971 total
includes taxes & fees
Nov 15 - Nov 16
The Black Swan Lee - Lenox, an Ascend Collection Hotel

6. Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
10.0 out of 10, Exceptional, (51 reviews)
"Great experience!"
United States
Sunny
The price is NT$7,771
NT$9,772 total
includes taxes & fees
Nov 30 - Dec 1
Prospect Berkshires

7. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,006 reviews)
"Enjoyed staying in the old hotel and loved the large porch with the bar to relax on."
United States
Mallory
The price is NT$5,132
NT$7,352 total
includes taxes & fees
Nov 29 - Nov 30
The Red Lion Inn

8. The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.4 out of 10, Exceptional, (1,000 reviews)
"Lovely room, comfortable bed and a nice breakfast."
United Kingdom
judith
The price is NT$5,540
NT$6,354 total
includes taxes & fees
Nov 8 - Nov 9
The Cornell Inn, Lenox & The Berkshires

9. 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, (256 reviews)
"The room was clean and well kept, breakfast was amazing!"
United States
Ruth
The price is NT$3,356
NT$3,749 total
includes taxes & fees
Dec 2 - Dec 3
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10. The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (711 reviews)
"Fantastic hotel! Would definitely stay again."
United States
Pete
The price is NT$7,009
NT$7,829 total
includes taxes & fees
Nov 8 - Nov 9
The Williams Inn

11. 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, (1,000 reviews)
"Nice place to stay"
United States
Michael
The price is NT$3,625
NT$4,690 total
includes taxes & fees
Nov 5 - Nov 6
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

12. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.4 out of 10, Very good, (1,001 reviews)
"Nice resort and friendly staff."
United States
Olga
The price is NT$4,369
NT$4,881 total
includes taxes & fees
Nov 7 - Nov 8
Jiminy Peak Mountain Resort

13. The Whitlock

The Whitlock
2.0 star property
Lenox
8.4 out of 10, Very good, (414 reviews)
"Nice location."
United States
Beverly
The price is NT$4,203
NT$4,695 total
includes taxes & fees
Nov 12 - Nov 13
The Whitlock

14. Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
9.0 out of 10, Wonderful, (1,000 reviews)
"Had a great time at this wonderful hotel."
United States
marwan
The price is NT$3,884
NT$4,338 total
includes taxes & fees
Nov 17 - Nov 18
Hotel Downstreet, an Ascend Collection Hotel

15. Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (155 reviews)
"Beyond amazing, we loved it so much!"
United States
Stacy
The price is NT$4,956
NT$5,551 total
includes taxes & fees
Nov 12 - Nov 13
Little Cat Lodge

16. The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA
3.5 star property
North Adams
9.4 out of 10, Exceptional, (528 reviews)
"Great stay"
United States
Ram
The price is NT$5,249
NT$6,591 total
includes taxes & fees
Nov 5 - Nov 6
The Porches Inn at Mass MoCA

17. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (978 reviews)
"Very nice hotel"
United States
Philip
The price is NT$3,783
NT$4,225 total
includes taxes & fees
Nov 30 - Dec 1
Hotel On North

18. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (684 reviews)
"Great stay!"
United States
Vandhana
The price is NT$4,093
NT$4,572 total
includes taxes & fees
Nov 8 - Nov 9
Courtyard by Marriott Lenox Berkshires

19. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.0 out of 10, Wonderful, (1,000 reviews)
"Breakfast was great"
United States
Thomas
The price is NT$3,573
NT$3,991 total
includes taxes & fees
Nov 11 - Nov 12
Hampton Inn & Suites Berkshires-Lenox

20. Hideaway Inn Lenox

Hideaway Inn Lenox
2.0 star property
Lenox
8.0 out of 10, Very good, (68 reviews)
"Although the property was vintage, the rooms were clean and staff were very helpful and fun to be around. Parking and breakfast were included and the location was excellent."
United States
Barbara
The price is NT$3,674
NT$4,104 total
includes taxes & fees
Nov 5 - Nov 6
Hideaway Inn 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.

Great weekend hotel deals in Berkshire County, MA

Showing deals for:Nov 13 - Nov 15

Save an average of 15% on thousands of hotels when you're signed in

Top Berkshire County Hotel Reviews

Explore a world of travel with Expedia