Scheduled flights to the Bahamas on or after 1/23 will now depart from Witham Field (SUA) in Stuart, Florida. All flights prior to 1/23 will continue to depart from Palm Beach. Click here to learn more.
Fly Personal to Pittsfield, Massachusetts
Experience the ultimate convenience and comfort with a private charter directly into the Pittsfield Municipal Airport (PSF/KPSF) in the Berkshires.
Private Service Flights LEARN MORE
Travel with confidence to Pittsfield in our fleet of Pilatus PC-12 aircraft. Private service flights are available to Pittsfield from the New York, Connecticut, Philadelphia, and Pittsburgh areas and beyond.
Now operating the largest fleet of on-demand Pilatus PC-12s in the United States, Tradewind offers the best availability in the industry for private service flights to Pittsfield, Massachusetts.
POPULAR ROUTES TO PITTSFIELD (PSF/KPSF)
| FROM | Flight Time |
| Boston, MA (BOS/KBOS, BED/KBED) | 34 minutes |
| East Hampton, NY (HTO/KHTO) | 35 minutes |
| Farmingdale, NY (FRG/KFRG) | 34 minutes |
| Martha’s Vineyard, MA (MVY/KMVY) | 46 minutes |
| Nantucket, MA (ACK/KACK) | 53 minutes |
| Westchester, NY (HPN/KHPN) | 30 minutes |
AIRCRAFT OPTIONS
The Swiss-built Pilatus PC-12 features a pressurized cabin, air-conditioning, and comfortable seating for eight passengers with a full complement of luggage. Private service is operated in an executive-configured aircraft featuring a four-person club plus two rows of forward-facing seats and a fully enclosed lavatory.
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Embark Beyond
Yearning to explore, but hesitant to spend the night away from home? Try a Daycation, operated by Tradewind and Embark Beyond. Take off from the NYC area and head to the Berkshires or our other getaway destinations!