Sandisfield Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Top Hotel Deals
Life House Berkshires
194 Pittsfield Rd, Lenox, MA
32.25 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 ...
Quality Inn
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
20.31 km from city center
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd, Lenox, MA
33.91 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 ...
The Black Swan Lee - Lenox, Ascend Hotel Collection
435 Laurel St, Lee, MA
25.15 km from city center
Stay at this 3-star hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular ...
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
190 Meadow Street, South Lee, MA
20.9 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 ...
The Red Lion Inn
30 Main Street, Stockbridge, MA
23.43 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 ...
Berkshire Mountain Lodge
8 Dan Fox Dr, Pittsfield, MA
34.77 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 ...
Howard Johnson by Wyndham Lenox
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
33.8 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. ...
The Constance, The Whitlock, & The Dewey By The Lenox Collection
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
29.5 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. ...
Quality Inn
170 Housatonic Street, Lee, MA
22.43 km from city center
Book a stay at this business-friendly hotel in Lee. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful ...
Quality Inn Westfield - Springfield
2 Southampton Rd, Westfield, MA
33.84 km from city center
Book a stay at this business-friendly hotel in Westfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Holiday Inn Express Hotel & Suites Great Barrington by IHG
415 Stockbridge Rd, Great Barrington, MA
20.07 km from city center
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Courtyard by Marriott Lenox Berkshires
70 Pittsfield Rd, Lenox, MA
31.47 km from city center
Stay at this 3-star business-friendly hotel in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff 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.
Thu, May 22 - Mon, May 26
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$113 Roundtrip, found 10 hours ago
$113
Roundtrip
found 10 hours ago
Fri, Jun 20 - Fri, Jun 27
MCO
Orlando Intl.
BDL
Bradley Intl.
$150 Roundtrip, found 6 days ago
$150
Roundtrip
found 6 days ago
Sat, Jun 7 - Sun, Jun 8
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$157 Roundtrip, found 3 days ago
$157
Roundtrip
found 3 days ago
Thu, May 15 - Mon, May 19
LAX
Los Angeles Intl.
BDL
Bradley Intl.
$188 Roundtrip, found 1 day ago
$188
Roundtrip
found 1 day ago
Best points of interest in Sandisfield
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- Catamount Ski Area Vacations
- Ski Butternut Vacations
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