Bluebird
Great Barrington, Massachusetts

Private charter · CLE → PSF

Cleveland to Great Barrington

445 miles. One price for the whole airplane.

Photo: Anc516 · CC BY 3.0

Price your flight from Cleveland to Great Barrington

Trip type
1

Times are local to each departure airport.

The trip

Cleveland to Great Barrington, door to door faster.

Trade about 9½ hours on the road for about a short flight in the air. Bluebird flies you direct from Cleveland Hopkins International Airport in Cleveland to Pittsfield Municipal Airport in Great Barrington, 445 miles in a private jet with two pilots up front. Need a different size of aircraft? We'll source one sized for the trip. The price is for the whole aircraft, with every fee and tax shown before you book.

Distance
445 mi
Flight
—
Driving
9½ hours
Passengers
Up to 1
CLEClevelandPSFGreat Barrington
CLE → PSF445 miles direct

Departing Cleveland

Airports in Cleveland

  • CLE

    Major airport

    Cleveland Hopkins International Airport

    Cleveland · KCLE

    From downtown
    10 mi
    Longest runway
    9,953 ft

  • BKL

    Commercial airport

    Burke Lakefront Airport

    Cleveland · KBKL

    From downtown
    1 mi
    Longest runway
    6,604 ft

  • CGF

    Commercial airport

    Cuyahoga County Airport

    Cleveland · KCGF

    From downtown
    12 mi
    Longest runway
    5,502 ft

  • LNN

    Regional airport

    Lake County Executive Airport

    Willoughby · KLNN

    From downtown
    20 mi
    Longest runway
    5,028 ft

  • KLPR

    Regional airport

    Lorain County Regional Airport

    Lorain/Elyria

    From downtown
    27 mi
    Longest runway
    5,002 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

Cleveland to Great Barrington flights

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

About a short flight in a private jet, for 445 miles direct. Driving the same trip takes about 9½ hours.

Which airports do flights from Cleveland to Great Barrington use?

You can depart from Cleveland Hopkins International Airport (CLE), Burke Lakefront Airport (BKL), or Cuyahoga County Airport (CGF) 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 Cleveland 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 Cleveland and Great Barrington?

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

Return flight

Great Barrington to Cleveland

More flights from Cleveland

More flights to Great Barrington

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

Cleveland to Great Barrington, on your schedule

Choose your departure time and see a price for the whole aircraft. Bring up to 1 passengers for the same price.

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