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Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
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Jan 1 - Jan 3
No exact matches found, but these alternatives could be just right

Recommended hotels in Lanesborough

A stone patio with outdoor furniture, a small brick house with a green roof, and a forested area.

1. Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!
Lanesborough
9.8 out of 10, Exceptional, (301 reviews)
"Loved the easy Rail Trail access and peace and quite."
United States
Mary R.
The price is CA $189
CA $279 total
includes taxes & fees
Nov 9 - Nov 10
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 $808
CA $903 total
includes taxes & fees
Nov 13 - Nov 14
636 S Main St
A building entrance with a large planter with purple flowers and a small tree.

3. 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 CA $162
CA $181 total
includes taxes & fees
Nov 29 - Nov 30
Hotel On North
A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.

4. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (934 reviews)
"Friendly staff"
United States
William
The price is CA $99
CA $111 total
includes taxes & fees
Nov 8 - Nov 9
FairBridge Inn Express
Two Adirondack chairs facing a river with a forested hill in the background.

5. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
"The location was good for our trip."
United States
Basil
The price is CA $156
CA $174 total
includes taxes & fees
Dec 2 - Dec 3
The Yankee Inn
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.

6. 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, (1,001 reviews)
"Room was spacious and clean"
United States
James
The price is CA $131
CA $146 total
includes taxes & fees
Dec 3 - Dec 4
Best Western Plus Berkshire Hills Inn & Suites
Indoor pool

7. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,830 reviews)
"Great resort, great location very spacious."
United States
Marcos
The price is CA $112
CA $141 total
includes taxes & fees
Nov 24 - Nov 25
Vacation Village in the Berkshires
A fenced outdoor area with a pool, lounge chairs, and umbrellas.

8. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (941 reviews)
"It was an ok place to stay for 2 nights"
United States
cheryl
The price is CA $113
CA $126 total
includes taxes & fees
Dec 6 - Dec 7
Berkshire Inn
An indoor swimming pool with clear water, tiled floors, and a blue wall.

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, (257 reviews)
"The room was clean and well kept, breakfast was amazing!"
United States
Ruth
The price is CA $144
CA $161 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
A large indoor swimming pool with multiple levels of balconies, surrounded by tables and chairs.

10. 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, (1,000 reviews)
"enjoyed our stay"
United States
Mark
The price is CA $144
CA $161 total
includes taxes & fees
Dec 4 - Dec 5
Holiday Inn & Suites Pittsfield-Berkshires by IHG
A wooden cabin with a porch and steps leading to a door, surrounded by snow.

11. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.4 out of 10, Very good, (1,002 reviews)
"Nice resort and friendly staff."
United States
Olga
The price is CA $173
CA $194 total
includes taxes & fees
Nov 14 - Nov 15
Jiminy Peak Mountain Resort
A spacious hotel lobby with multiple seating areas, large windows, and a television.

12. 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 CA $153
CA $171 total
includes taxes & fees
Nov 14 - Nov 15
Hampton Inn & Suites Berkshires-Lenox
A patio area with outdoor furniture, a fire pit, and potted plants.

13. 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 $132
CA $145 total
includes taxes & fees
Nov 16 - Nov 17
The Springs Motel
Exterior

14. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,257 reviews)
"Comfortable stay, well stocked kitchen and room."
United States
Charline
The price is CA $107
CA $151 total
includes taxes & fees
Dec 6 - Dec 7
Berkshire Mountain Lodge
A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

15. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (935 reviews)
"Really enjoyed our one night stay in this hotel"
United States
Aleksandr
The price is CA $110
CA $123 total
includes taxes & fees
Nov 8 - Nov 9
Howard Johnson by Wyndham Lenox
A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.

16. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.4 out of 10, Very good, (434 reviews)
"Consistently, a clean, quiet, convenient location and comfortable stay."
United States
Debra
The price is CA $138
CA $155 total
includes taxes & fees
Nov 8 - Nov 9
The Central Downtown Inn & Suites
A restaurant with multiple dining tables, chairs, and a large Buddha statue centerpiece.

17. 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 CA $166
CA $186 total
includes taxes & fees
Nov 8 - Nov 9
Hilton Garden Inn Lenox Pittsfield
A spacious hotel lobby with high ceilings, large windows, and a central seating area with a chandelier.

18. Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1,067 reviews)
"Very nice place beautiful view"
United States
Brian
The price is CA $147
CA $164 total
includes taxes & fees
Nov 17 - Nov 18
Berkshires Untold
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

19. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
Lenox
9.2 out of 10, Wonderful, (687 reviews)
"Great stay!"
United States
Vandhana
The price is CA $176
CA $196 total
includes taxes & fees
Nov 29 - Nov 30
Courtyard by Marriott Lenox Berkshires
A modern kitchen with a central island, bar seating, and a dining area with chairs and a table.

20. 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 CA $189
CA $211 total
includes taxes & fees
Nov 29 - Nov 30
Element by Marriott Lenox Berkshires
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 building entrance with a large planter with purple flowers and a small tree.
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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