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Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
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Dec 11 - Dec 13
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Jan 8 - Jan 10
No exact matches found, but these alternatives could be just right

Recommended hotels in Lanesborough

A house with a brick exterior, a green roof, and a driveway leading to a garage.

1. Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!
Lanesborough
9.8 out of 10, Exceptional, (302 reviews)
"Loved the easy Rail Trail access and peace and quite."
United States
Mary R.
The price is CA $191
CA $281 total
includes taxes & fees
Nov 15 - Nov 16
Berkshire Village Carriage House - Super Private!!
A living room with a sofa, a dining table with chairs, a window with blinds, and a painting on the wall.

2. 636 S Main St

636 S Main St
2.0 star property
Lanesborough
The price is CA $789
CA $882 total
includes taxes & fees
Nov 13 - Nov 14
636 S Main St
A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.

3. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (936 reviews)
"Friendly staff"
United States
William
The price is CA $100
CA $112 total
includes taxes & fees
Nov 12 - Nov 13
FairBridge Inn Express
A multi-story hotel with a classic facade, large windows, and a prominent entrance.

4. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (982 reviews)
"Very nice hotel"
United States
Philip
The price is CA $163
CA $182 total
includes taxes & fees
Nov 11 - Nov 12
Hotel On North
A Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.

5. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.4 out of 10, Very good, (1,002 reviews)
"Room was spacious and clean"
United States
James
The price is CA $132
CA $147 total
includes taxes & fees
Dec 1 - Dec 2
Best Western Plus Berkshire Hills Inn & Suites
A hotel room with a large bed, two bedside lamps, a chair, and a window with curtains.

6. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (942 reviews)
"It was an ok place to stay for 2 nights"
United States
cheryl
The price is CA $117
CA $130 total
includes taxes & fees
Dec 10 - Dec 11
Berkshire Inn
A patio area with outdoor furniture, a fire pit, and potted plants.

7. The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.2 out of 10, Wonderful, (123 reviews)
"Loved the vibe!"
United States
Elizabeth
The price is CA $149
CA $164 total
includes taxes & fees
Dec 10 - Dec 11
The Springs Motel
A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

8. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,839 reviews)
"Gorgeous setting, comfortable beds and luxurious accommodations."
United States
Carol
The price is CA $113
CA $142 total
includes taxes & fees
Nov 11 - Nov 12
Vacation Village in the Berkshires
Two Adirondack chairs facing a river with a forested hill in the background.

9. 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 CA $159
CA $178 total
includes taxes & fees
Dec 2 - Dec 3
The Yankee Inn
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 CA $108
CA $153 total
includes taxes & fees
Dec 7 - Dec 8
Berkshire Mountain Lodge
A covered porch with a wooden floor and white railing, overlooking a green lawn and a clear blue sky.

11. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.4 out of 10, Very good, (436 reviews)
"Consistently, a clean, quiet, convenient location and comfortable stay."
United States
Debra
The price is CA $137
CA $153 total
includes taxes & fees
Nov 12 - Nov 13
The Central Downtown Inn & Suites
A multi-story motel with a central courtyard, individual rooms with balconies, and a parking lot.

12. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (937 reviews)
"Really enjoyed our one night stay in this hotel"
United States
Aleksandr
The price is CA $112
CA $125 total
includes taxes & fees
Nov 12 - Nov 13
Howard Johnson by Wyndham Lenox
A modern hotel with a large entrance, multiple floors, and a well-lit facade.

13. 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 CA $155
CA $173 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A hotel entrance with a covered driveway, a sign for Hampton Inn & Suites by Hilton, and a brick building with multiple windows.

14. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.0 out of 10, Wonderful, (1,003 reviews)
"Breakfast was great"
United States
Thomas
The price is CA $155
CA $173 total
includes taxes & fees
Nov 22 - Nov 23
Hampton Inn & Suites Berkshires-Lenox
A multi-story hotel with a prominent entrance, a parking lot, and a flagpole.

15. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (717 reviews)
"Great place to stay. Great staff and convenient location. Nice restaurant as well."
United States
James
The price is CA $168
CA $187 total
includes taxes & fees
Nov 15 - Nov 16
Hilton Garden Inn Lenox Pittsfield
A multi-story hotel with a prominent sign for Holiday Inn & Suites.

16. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
7.8 out of 10, Good, (1,001 reviews)
"enjoyed our stay"
United States
Mark
The price is CA $138
CA $155 total
includes taxes & fees
Dec 11 - Dec 12
Holiday Inn & Suites Pittsfield-Berkshires by IHG
A resort with multiple buildings, a parking area, and a mountainous backdrop.

17. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.4 out of 10, Very good, (1,004 reviews)
"Nice resort and friendly staff."
United States
Olga
The price is CA $175
CA $195 total
includes taxes & fees
Dec 8 - Dec 9
Jiminy Peak Mountain Resort
A covered outdoor area with stone pillars and a view of a road and green hills.

18. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (689 reviews)
"Great stay!"
United States
Vandhana
The price is CA $177
CA $198 total
includes taxes & fees
Nov 15 - Nov 16
Courtyard by Marriott Lenox Berkshires
A building with a pool area, outdoor seating, and a sign for 'John Harvard's Restaurant & Brewery'.

19. Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Hancock
10.0 out of 10, Exceptional, (6 reviews)
"Loved this spot. Beautiful view of the mountain. Beyond easy checkin and check out process. Everything you need is on the mountain - we didnt have to leave all weekend. Highly recommend! "
United States
Maura D.
The price is CA $136
CA $299 total
includes taxes & fees
Nov 12 - Nov 13
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
A large, modern two-story house with a prominent gable roof, large windows, and a covered porch area.

20. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,072 reviews)
"Very nice place beautiful view"
United States
Brian
The price is CA $149
CA $166 total
includes taxes & fees
Nov 17 - Nov 18
Berkshires Untold
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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Learn more about Lanesborough

Hike the scenic trails of Mount Greylock State Reservation where Massachusetts' highest peak rewards with panoramic Berkshire views. Families can paddle across pristine Pontoosuc Lake or explore the historic Balance Rock, a massive boulder perched improbably on a small point.

See all hotels in Lanesborough
A tall tower with a green dome and a pointed top, surrounded by trees and clouds.

Top reviews in Lanesborough

A multi-story hotel with a classic facade, large windows, and a prominent entrance.
Hotel On North

Hotel On North

Hotel On North
Pittsfield

10/10 Excellent

This is a great hotel. Large rooms, great amenities and a steak house restaurant that is superb. We like it so much we are staying an extra night.
Canada
alan
Reviewed October 8, 2026
Hotel On North

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