
Lanesborough Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Photo by Caitlin Reese
Top Hotel Deals

Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
7.36 km from city center
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...

Hotel Downstreet, Ascend Hotel Collection
40 Main St, North Adams, MA
22.31 km from city center
Stay at this 3-star hotel in North Adams. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms ...

The Williams Inn
101 Spring Street, Williamstown, MA
21.47 km from city center
Stay at this 4-star business-friendly hotel in Williamstown. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our ...

Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street, Pittsfield, MA
8 km from city center
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...

Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St, Pittsfield, MA
11.52 km from city center
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...

FairBridge Inn Express
16 Cheshire Road, Pittsfield, MA
5.75 km from city center
Book a stay at this business-friendly motel in Pittsfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Crane Museum of Papermaking ...

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street, South Lee, MA
27.31 km from city center
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff ...

Berkshires Untold
194 Pittsfield Rd, Lenox, MA
15.04 km from city center
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd, Lenox, MA
13.07 km from city center
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...

Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
12.03 km from city center
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in ...

The Red Lion Inn
30 Main Street, Stockbridge, MA
27.03 km from city center
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ...

The Constance by the Lenox Collection
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
18.54 km from city center
Stay at this 3.5-star hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...

Howard Johnson by Wyndham Lenox
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
13.12 km from city center
Stay at this motel in Lenox. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Aug 16 - Wed, Aug 20
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$168 Roundtrip, found 11 hours ago
$168
Roundtrip
found 11 hours ago

Sat, Aug 16 - Wed, Aug 20
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$173 Roundtrip, found 11 hours ago
$173
Roundtrip
found 11 hours ago

Sat, Aug 16 - Wed, Aug 20
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$197 Roundtrip, found 11 hours ago
$197
Roundtrip
found 11 hours ago

Sat, Aug 16 - Wed, Aug 20
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$227 Roundtrip, found 11 hours ago
$227
Roundtrip
found 11 hours ago

Fri, Aug 1 - Sun, Aug 3
TPA
Tampa Intl.
ALB
Albany Intl.
$483 Roundtrip, just found
$483
Roundtrip
just found
Best points of interest in Lanesborough
- Mount Greylock State Reservation Visitor Center Vacations
- Skyline Country Club Vacations
- Tanglewood Music Center Vacations
- Jiminy Peak Mountain Resort Vacations
- Williams College Vacations
- National Shrine of the Divine Mercy Vacations
- Green Mountain National Forest Vacations
- Massachusetts Museum of Contemporary Art Vacations
- Mount Greylock Vacations
- Berkshire East Ski Resort Vacations
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