Great Barrington, Massachusetts

Private charter · HPN → PSF

Stamford to Great Barrington

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

Photo: Anc516 · CC BY 3.0

Price your flight from Stamford to Great Barrington

Trip type
1

Times are local to each departure airport.

The trip

Stamford to Great Barrington, 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 Great Barrington, 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
HPNStamfordPSFGreat Barrington
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 Great Barrington

Airports in Great Barrington

  • PSF

    Regional airport

    Pittsfield Municipal Airport

    Pittsfield · KPSF

    From downtown
    16 mi
    Longest runway
    5,792 ft

  • HCC

    Regional airport

    Columbia County Airport

    Hudson

    From downtown
    19 mi
    Longest runway
    5,350 ft

When you land

Things to do in Great Barrington

Great Barrington is the main town of the southern Berkshires, a compact downtown of restored brick buildings, independent shops and restaurants set along the Housatonic River. Much of its economy depends on the second-home owners, weekenders and remote workers who have turned the surrounding countryside into one of the most desirable corners of New England, along with farms, small food producers, real estate and the arts. Bard College at Simon’s Rock and the Mahaiwe Performing Arts Center add a cultural life that lasts well beyond summer.

  1. 01

    Mahaiwe Performing Arts Center

    A restored 1905 theater on Main Street presents concerts, dance, comedy, film and live opera and theater broadcasts throughout the year.

  2. 02

    Monument Mountain

    Just north of town, popular trails climb to a rocky quartzite summit with sweeping views of the southern Berkshires; Herman Melville and Nathaniel Hawthorne famously hiked here together in 1850.

  3. 03

    Bash Bish Falls

    Near Mount Washington in the state’s far southwest corner, the tallest single-drop waterfall in Massachusetts plunges through a granite gorge into a clear pool.

  4. 04

    Norman Rockwell Museum

    In nearby Stockbridge, the museum holds the world’s largest collection of Rockwell’s original art, along with the studio he used, moved to the museum grounds.

  5. 05

    Butternut and Catamount

    Two family-friendly ski areas sit close to town, with Catamount straddling the New York state line and offering night skiing and a summer aerial adventure park.

  6. 06

    Ashintully Gardens

    In Tyringham, the Trustees maintain a contemplative mid-century garden of terraces, fountains and lawns created by composer John McLennan beside the ruins of an early 20th-century marble mansion.

Explore Great Barrington charter

Questions

Stamford to Great Barrington flights

How long is a private flight from Stamford to Great Barrington?

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 Great Barrington use?

You can depart from Westchester County Airport (HPN), LaGuardia Airport (LGA), or Danbury Municipal Airport (DXR) and arrive at Pittsfield Municipal Airport (PSF) 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 Great Barrington 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 Great Barrington?

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

Return flight

Great Barrington to Stamford

More flights from Stamford

More flights to Great Barrington

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

Stamford to Great Barrington, 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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