Great Barrington, Massachusetts

Private charter · HPN → PSF

White Plains 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 White Plains to Great Barrington

Trip type
1

Times are local to each departure airport.

The trip

White Plains 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 White Plains 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
HPNWhite PlainsPSFGreat 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 White Plains

Airports in White Plains

  • HPN

    Commercial airport

    Westchester County Airport

    White Plains · KHPN

    From downtown
    4 mi
    Longest runway
    6,549 ft
  • LGA

    Major airport

    LaGuardia Airport

    New York · KLGA

    From downtown
    18 mi
    Longest runway
    7,002 ft
  • JFK

    Major airport

    John F. Kennedy International Airport

    New York · KJFK

    From downtown
    27 mi
    Longest runway
    14,511 ft
  • TEB

    Commercial airport

    Teterboro Airport

    Teterboro · KTEB

    From downtown
    20 mi
    Longest runway
    6,997 ft
  • DXR

    Commercial airport

    Danbury Municipal Airport

    Danbury · KDXR

    From downtown
    28 mi
    Longest runway
    4,421 ft
  • FRG

    Commercial airport

    Republic Airport

    East Farmingdale · KFRG

    From downtown
    28 mi
    Longest runway
    6,833 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

White Plains to Great Barrington flights

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