Pittsfield, Massachusetts

Private charter · HPN → PSF

Stamford to Pittsfield

96 miles, about 35 min in a Cirrus SR20. One price for the whole airplane.

Photo: Quintin Soloviev · CC BY 4.0

Price your flight from Stamford to Pittsfield

Trip type
1

Times are local to each departure airport.

The trip

Stamford to Pittsfield, door to door faster.

Trade about 2½ hours on the road for about 35 min in the air. Littlebird flies you direct from Westchester County Airport in Stamford to Pittsfield Municipal Airport in Pittsfield, 96 miles in a Cirrus SR20. You get the whole airplane for one price, with every fee and tax shown before you book.

Distance
96 mi
Flight
35 min
Driving
2½ hours
Passengers
Up to 5
HPNStamfordPSFPittsfield
HPN → PSF96 miles direct

Flight time by aircraft

  • Cirrus SR20 · up to 3 passengers35 min
  • Cirrus Vision Jet · up to 5 passengers20 min

Planned times in the air. Your quote shows exact departure and arrival times.

Departing Stamford

Airports in Stamford

  • HPN

    Commercial airport

    Westchester County Airport

    White Plains · KHPN

    From downtown
    9 mi
    Longest runway
    6,549 ft

  • LGA

    Major airport

    LaGuardia Airport

    New York · KLGA

    From downtown
    26 mi
    Longest runway
    7,002 ft

  • DXR

    Commercial airport

    Danbury Municipal Airport

    Danbury · KDXR

    From downtown
    22 mi
    Longest runway
    4,421 ft

  • BDR

    Commercial airport

    Igor I Sikorsky Memorial Airport

    Bridgeport · KBDR

    From downtown
    23 mi
    Longest runway
    4,759 ft

  • FRG

    Commercial airport

    Republic Airport

    East Farmingdale · KFRG

    From downtown
    23 mi
    Longest runway
    6,833 ft

  • ISP

    Commercial airport

    Long Island MacArthur Airport

    Islip · KISP

    From downtown
    29 mi
    Longest runway
    7,006 ft

Arriving Pittsfield

Airports in Pittsfield

  • 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

When you land

Things to do in Pittsfield

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.

  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.

Explore Pittsfield charter

Questions

Stamford to Pittsfield flights

How long is a private flight from Stamford to Pittsfield?

About 35 min in a Cirrus SR20, for 96 miles direct. Driving the same trip takes about 2½ hours.

Which airports do flights from Stamford to Pittsfield use?

You can depart from Westchester County Airport (HPN), LaGuardia Airport (LGA), or Danbury Municipal Airport (DXR) and arrive at Pittsfield Municipal Airport (PSF), Harriman and West Airport (KAQW), or Columbia County Airport (HCC). Pick whichever is closest to where you're starting and where you're headed.

How much does a private charter from Stamford to Pittsfield cost?

The price depends on the date, departure time, aircraft and where the airplane is positioned. Enter your trip above to see an instant price for the whole airplane, with every tax and fee included.

Can I book a round trip between Stamford and Pittsfield?

Yes. Choose round trip when you search, and pick your return date and time. Flights from Pittsfield back to Stamford are priced the same way.

Return flight

Pittsfield to Stamford

More flights from Stamford

More flights to Pittsfield

Explore Stamford private charter and Pittsfield private charter, airports and things to do. Arriving at Pittsfield Municipal Airport (PSF).

Stamford to Pittsfield, on your schedule

Choose your departure time and see an instant price for the whole airplane. Bring up to 5 passengers for the same price.

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