Pittsfield, Massachusetts

Private charter · Pittsfield, MA

Private charter to & from Pittsfield

Fly private to Pittsfield, gateway to the Berkshires, for Tanglewood, summer theater and the hills of western Massachusetts

  • PSF
  • KAQW
  • HCC

Photo: Quintin Soloviev · CC BY 4.0

Price a private flight from Pittsfield

Trip type
1

Times are local to each departure airport.

Fly private in Pittsfield

Pittsfield, without the hub.

3
Airports
5
Passengers
33
Direct routes

Pittsfield is the largest city in Berkshire County and the practical center of the Berkshires, a region of wooded hills, lakes and small towns that has drawn summer residents from New York and Boston for well over a century. The city grew up around General Electric’s transformer and plastics operations, and today its economy relies on healthcare, plastics and defense manufacturing, and a cultural sector that includes the Colonial Theatre and the Berkshire Museum. Lenox, home of Tanglewood, and Stockbridge are a short drive south.

The Berkshires are close to both Boston and New York on a map but awkward to reach in practice, roughly three hours by car from either city, often in heavy weekend traffic. Flying private into Pittsfield Municipal Airport puts Lenox, Williamstown and the region’s inns and second homes within about half an hour. Summer visitors come for Boston Symphony Orchestra concerts at Tanglewood, Jacob’s Pillow dance, the Williamstown Theatre Festival and Shakespeare & Company, while fall foliage and winter skiing keep the region busy most of the year.

Airports

Charter to and from Pittsfield airports

Fly into whichever airport puts you closest to where you're going. Littlebird flies to and from these airports in and around Pittsfield, and the price is for the whole airplane, however many seats you fill.

  • PSF

    Regional airport

    Pittsfield Municipal Airport

    Pittsfield · KPSF

    From downtown
    3 mi
    Longest runway
    5,792 ft
  • KAQW

    Regional airport

    Harriman and West Airport

    North Adams

    From downtown
    17 mi
    Longest runway
    4,300 ft
  • HCC

    Regional airport

    Columbia County Airport

    Hudson

    From downtown
    26 mi
    Longest runway
    5,350 ft

Top attractions

Things to do in Pittsfield

When to go. Summer is the Berkshires’ cultural high season, when Tanglewood, Jacob’s Pillow and the region’s theater companies run from late June through August. Fall foliage peaks in early to mid-October and fills inns on weekends. Winter brings downhill skiing at Jiminy Peak and Bousquet, along with cross-country trails, while spring can be muddy but quiet, with good deals on lodging.

  1. 01

    Tanglewood

    In Lenox, the summer home of the Boston Symphony Orchestra presents concerts in the open-sided Koussevitzky Music Shed and Seiji Ozawa Hall, with picnickers spread across the lawn.

  2. 02

    Hancock Shaker Village

    Just west of downtown, this living history museum preserves a former Shaker community, including its distinctive 1826 round stone barn, working farm and collection of Shaker furniture.

  3. 03

    The Mount

    Edith Wharton designed and built this Lenox estate in 1902, and its house and formal gardens are open for tours that explore her life, writing and ideas about design.

  4. 04

    Mass MoCA

    About 20 miles north in North Adams, a vast former factory complex holds one of the largest contemporary art museums in the country, along with performances and festivals.

  5. 05

    The Clark Art Institute

    In Williamstown, the Clark pairs a fine collection of French Impressionist and American paintings with walking trails across its hillside campus and views of the surrounding mountains.

  6. 06

    Mount Greylock State Reservation

    The highest point in Massachusetts rises north of Pittsfield, with a summit road, the Veterans War Memorial Tower, the Appalachian Trail and Bascom Lodge for meals and overnight stays.

Popular routes

Private flights from Pittsfield

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