Private charter · Great Barrington, MA
Private jet charter to & from Great Barrington
Fly private to Great Barrington in the southern Berkshires for farm-to-table dining, mountain hikes and weekend country homes
- PSF
- HCC
Price a private flight from Great Barrington
Fly private in Great Barrington
Great Barrington, without the hub.
- 2
- Airports
- 1
- Passengers
- 428
- Direct routes
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.
From New York City the drive takes roughly two and a half to three hours, and from Boston about the same, much of it on two-lane country roads at the end. Flying private into Pittsfield, or another nearby airport, shortens the trip to a fraction of that and lets a Friday-afternoon departure become a Friday dinner in town. Visitors come to hike Monument Mountain and Bash Bish Falls, ski at Butternut and Catamount, browse the antiques shops in Sheffield and spend summer evenings at Tanglewood or Jacob’s Pillow.
Airports
Charter to and from Great Barrington airports
Fly into whichever airport puts you closest to where you're going. Bluebird flies to and from these airports in and around Great Barrington. You board at a private terminal (FBO), with no airline security lines, and the price is for the whole aircraft.
PSF
Regional airportPittsfield Municipal Airport
Pittsfield · KPSF
- From downtown
- 16 mi
- Longest runway
- 5,792 ft
HCC
Regional airportColumbia County Airport
Hudson
- From downtown
- 19 mi
- Longest runway
- 5,350 ft
Top attractions
Things to do in Great Barrington
When to go. Summer and fall are Great Barrington’s busiest seasons. July and August bring farm stands, swimming holes and nearby Tanglewood and Jacob’s Pillow, while October foliage turns the hills gold and red. Winter offers skiing at Butternut and Catamount and cozy inns, and spring brings maple sugaring and blooming gardens. Weekend lodging books early during summer and leaf-peeping season.
- 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.
- 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.
- 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.
- 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.
- 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.
- 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.
Popular routes
Private flights from Great Barrington

Great Barrington Providence
103 mi

Great Barrington New York City
108 mi

Great Barrington Manchester
111 mi

Great Barrington Boston
118 mi

Great Barrington Burlington
158 mi

Great Barrington Philadelphia
181 mi

Great Barrington Portland
190 mi

Great Barrington Wilmington
204 mi

Great Barrington Baltimore
263 mi
Great Barrington Washington
297 mi

Great Barrington Richmond
387 mi

Great Barrington Detroit
495 mi
Flights to Great Barrington
Every route from Great Barrington
- Providence103 mi
- New York City108 mi
- Manchester111 mi
- Boston118 mi
- Burlington158 mi
- Philadelphia181 mi
- Portland190 mi
- Wilmington204 mi
- Baltimore263 mi
- Washington297 mi
- Richmond387 mi
- Detroit495 mi
- Charleston510 mi
- Columbus525 mi
- Charlotte628 mi
- Indianapolis687 mi
- Louisville707 mi
- Chicago731 mi
- Charleston741 mi
- Milwaukee743 mi
- Nashville829 mi
- Atlanta836 mi
- St. Louis918 mi
- Birmingham945 mi
- Minneapolis1,012 mi
- Des Moines1,041 mi
- Little Rock1,142 mi
- Jackson1,147 mi
- Omaha1,162 mi
- Sioux Falls1,183 mi
- Fargo1,195 mi
- Miami1,199 mi
- Nassau1,204 mi
- New Orleans1,254 mi
- Wichita1,303 mi
- Oklahoma City1,375 mi
- Houston1,493 mi
- Denver1,649 mi
- Albuquerque1,850 mi
- Bozeman1,872 mi
- Jackson Hole1,882 mi
- Salt Lake City1,980 mi
- Boise2,146 mi
- Phoenix2,177 mi
- Las Vegas2,253 mi
- The Hamptons101 mi
- Morristown113 mi
- Newport116 mi
- Portsmouth144 mi
- Stowe162 mi
- Nantucket180 mi
- Rehoboth Beach256 mi
- Annapolis277 mi
- Bar Harbor297 mi
- Pittsburgh364 mi
- Morgantown387 mi
- Virginia Beach395 mi
- Cleveland431 mi
- Raleigh525 mi
- Fort Wayne612 mi
- Grand Rapids628 mi
- Lexington654 mi
- Hilton Head Island802 mi
- Madison815 mi
- Savannah817 mi
- Springfield864 mi
- Huntsville881 mi
- Cedar Rapids938 mi
- Rochester970 mi
- Memphis1,021 mi
- Orlando1,045 mi
- Freeport1,124 mi
- Kansas City1,129 mi
- Bentonville1,183 mi
- Biloxi1,186 mi
- Topeka1,188 mi
- Lincoln1,206 mi
- Tulsa1,275 mi
- Baton Rouge1,277 mi
- Bismarck1,380 mi
- Rapid City1,503 mi
- San Antonio1,652 mi
- Aspen1,754 mi
- Cody1,786 mi
- Santa Fe1,797 mi
- Park City1,962 mi
- Kalispell2,013 mi
- Sun Valley2,058 mi
- Spokane2,158 mi
- Scottsdale2,168 mi
- Hanover121 mi
- Princeton144 mi
- Martha’s Vineyard152 mi
- Kennebunkport167 mi
- Harrisburg226 mi
- Dover238 mi
- Ocean City278 mi
- Charlottesville395 mi
- Lewisburg482 mi
- Cincinnati622 mi
- Traverse City639 mi
- South Bend664 mi
- Asheville672 mi
- Door County709 mi
- Knoxville711 mi
- Kiawah Island757 mi
- Bowling Green783 mi
- Champaign786 mi
- St. Simons Island882 mi
- Iowa City931 mi
- Duluth974 mi
- Oxford1,026 mi
- Marsh Harbour1,102 mi
- Tampa1,109 mi
- Branson1,129 mi
- Gulf Shores1,146 mi
- Lawrence1,167 mi
- Fayetteville1,189 mi
- Grand Forks1,218 mi
- Lafayette1,324 mi
- Kearney1,331 mi
- Stillwater1,332 mi
- Dallas1,434 mi
- Spearfish1,530 mi
- Cheyenne1,615 mi
- Vail1,721 mi
- Taos1,758 mi
- Missoula2,006 mi
- Coeur d’Alene2,128 mi
- St. George2,148 mi
- Tucson2,161 mi
- Killington104 mi
- Laconia135 mi
- Allentown155 mi
- Hyannis163 mi
- Atlantic City203 mi
- Rockland251 mi
- Easton276 mi
- Williamsburg384 mi
- Ann Arbor531 mi
- Huntington545 mi
- Dayton589 mi
- Wilmington604 mi
- Myrtle Beach657 mi
- Bardstown707 mi
- Augusta764 mi
- Lake Geneva769 mi
- Evansville803 mi
- Chattanooga808 mi
- Peoria846 mi
- Jacksonville942 mi
- Lake of the Ozarks1,051 mi
- Brainerd1,067 mi
- Okoboji1,104 mi
- Mobile1,139 mi
- Hattiesburg1,156 mi
- Hot Springs1,188 mi
- Manhattan1,231 mi
- Grand Island1,291 mi
- Exuma1,297 mi
- Shreveport1,303 mi
- Pierre1,358 mi
- Lawton1,447 mi
- Dickinson1,476 mi
- Austin1,581 mi
- Colorado Springs1,648 mi
- Casper1,668 mi
- Billings1,750 mi
- Moab1,906 mi
- Idaho Falls1,943 mi
- Las Cruces1,945 mi
- Sedona2,117 mi
- Elko2,172 mi
- Montpelier148 mi
- Provincetown163 mi
- North Conway171 mi
- Lancaster214 mi
- Cape May240 mi
- Frederick285 mi
- Buffalo285 mi
- Bangor295 mi
- Outer Banks444 mi
- Roanoke488 mi
- Fayetteville499 mi
- Toledo524 mi
- Mackinac Island614 mi
- Frankfort666 mi
- Sevierville701 mi
- Greenville704 mi
- Bloomington720 mi
- Green Bay752 mi
- Lake Oconee811 mi
- Bloomington818 mi
- Montgomery981 mi
- Tupelo996 mi
- St. Cloud1,059 mi
- Springfield1,111 mi
- Harbour Island1,168 mi
- Sioux City1,172 mi
- Fort Lauderdale1,174 mi
- Grove1,204 mi
- Fort Smith1,222 mi
- Aberdeen1,266 mi
- Salina1,290 mi
- Lake Charles1,376 mi
- Fort Worth1,460 mi
- Scottsbluff1,547 mi
- Sheridan1,681 mi
- Telluride1,833 mi
- Ruidoso1,854 mi
- Helena1,913 mi
- Provo1,978 mi
- Flagstaff2,101 mi
- McCall2,124 mi
- Mesquite2,182 mi
- Asbury Park140 mi
- Rochester226 mi
- Augusta232 mi
- State College252 mi
- Deep Creek Lake366 mi
- Akron428 mi
- Hot Springs448 mi
- Pinehurst585 mi
- Harbor Springs621 mi
- Johnson City629 mi
- Columbia703 mi
- West Lafayette713 mi
- Kohler736 mi
- Athens787 mi
- Galena871 mi
- Paducah884 mi
- Grand Marais911 mi
- Tuscaloosa985 mi
- Columbia1,018 mi
- Jonesboro1,026 mi
- Ames1,036 mi
- West Palm Beach1,134 mi
- Eleuthera1,186 mi
- Monroe1,224 mi
- Natchez1,234 mi
- Ardmore1,396 mi
- Garden City1,475 mi
- Laramie1,653 mi
- Steamboat Springs1,729 mi
- Los Alamos1,806 mi
- Great Falls1,874 mi
- El Paso1,950 mi
- Ogden1,975 mi
- Grand Canyon Village2,104 mi
- Sandpoint2,114 mi
- Ely2,162 mi
- Walla Walla2,215 mi
- Syracuse153 mi
- Long Beach Island182 mi
- Boothbay Harbor221 mi
- Salisbury290 mi
- Middleburg320 mi
- Erie344 mi
- Canton426 mi
- Chapel Hill529 mi
- Lansing572 mi
- Bristol610 mi
- Columbus688 mi
- Aiken754 mi
- Owensboro789 mi
- Rockford802 mi
- Minocqua849 mi
- Columbus922 mi
- Auburn938 mi
- Jefferson City1,019 mi
- Mankato1,047 mi
- Boca Raton1,158 mi
- Bimini1,186 mi
- Bartlesville1,258 mi
- Alexandria1,292 mi
- Boulder1,657 mi
- Corpus Christi1,678 mi
- Carlsbad1,814 mi
- West Yellowstone1,885 mi
- Logan1,961 mi
- Prescott2,161 mi
- Tri-Cities2,252 mi
- Scranton131 mi
- Millville213 mi
- Hagerstown289 mi
- Greenville294 mi
- Sandusky484 mi
- Blacksburg508 mi
- Greensboro545 mi
- Holland650 mi
- Spartanburg681 mi
- Somerset694 mi
- French Lick741 mi
- Murfreesboro824 mi
- Wisconsin Dells835 mi
- Macon857 mi
- Moline882 mi
- Cape Girardeau922 mi
- Lake Martin945 mi
- Treasure Cay1,095 mi
- Bemidji1,112 mi
- Naples1,208 mi
- Houma1,300 mi
- Enid1,365 mi
- Lubbock1,654 mi
- Roswell1,795 mi
- Livingston1,851 mi
- Durango1,852 mi
- Page2,047 mi
- Cedar City2,109 mi
- Wenatchee2,294 mi
- Montauk108 mi
- Pocono Mountains123 mi
- Youngstown383 mi
- Staunton411 mi
- Winston-Salem560 mi
- Kalamazoo625 mi
- Appleton769 mi
- Blue Ridge778 mi
- Beaufort785 mi
- Clarksville843 mi
- Carbondale894 mi
- Florence922 mi
- Joplin1,176 mi
- Fort Myers1,178 mi
- Staniel Cay1,258 mi
- Natchitoches1,303 mi
- Amarillo1,602 mi
- Crested Butte1,769 mi
- Kanab2,096 mi
- Lake Havasu City2,259 mi
- Plymouth139 mi
- Lake Placid148 mi
- New Hope151 mi
- Fredericksburg345 mi
- Athens498 mi
- Boone607 mi
- St. Joseph672 mi
- Clemson728 mi
- Pine Mountain900 mi
- La Crosse908 mi
- Jackson945 mi
- Quincy949 mi
- Dothan1,004 mi
- St. Joseph1,130 mi
- Sarasota1,150 mi
- Covington1,230 mi
- Andros1,235 mi
- Laredo1,783 mi
- Grand Junction1,845 mi
- Bryce Canyon2,061 mi
- Ithaca161 mi
- Gettysburg260 mi
- Winchester327 mi
- Findlay537 mi
- Pawleys Island683 mi
- Highlands724 mi
- Marquette755 mi
- Cookeville771 mi
- Thomasville980 mi
- St. Petersburg1,122 mi
- Rock Sound1,208 mi
- Fort Collins1,638 mi
- McAllen1,788 mi
- Show Low2,049 mi
- Ligonier334 mi
- Mansfield483 mi
- Saginaw543 mi
- Beaufort546 mi
- Abingdon595 mi
- Camden675 mi
- Gainesville787 mi
- Tullahoma836 mi
- Clearwater1,117 mi
- Great Harbour Cay1,164 mi
- Breckenridge1,707 mi
- Brownsville1,769 mi
- Sierra Vista2,149 mi
- Chelan2,276 mi
- New Bern530 mi
- Valdosta957 mi
- Tallahassee1,010 mi
- Long Island1,313 mi
- Midland1,722 mi
- Montrose1,823 mi
- Fayetteville576 mi
- Albany944 mi
- Pensacola1,119 mi
- Cat Island1,235 mi
- Abilene1,590 mi
- Glenwood Springs1,773 mi
- Binghamton131 mi
- Greenville504 mi
- Rome843 mi
- Destin1,093 mi
- San Salvador1,256 mi
- San Angelo1,662 mi
- Winter Park1,687 mi
- Panama City1,068 mi
- Waco1,499 mi
- Key West1,310 mi
- Killeen1,545 mi
- Marathon1,283 mi
- College Station1,500 mi
- Daytona Beach995 mi
- Tyler1,379 mi
- Gainesville1,000 mi
- Longview1,346 mi
- Ocala1,024 mi
- Beaumont1,423 mi
- Melbourne1,056 mi
- Wichita Falls1,475 mi
- Vero Beach1,081 mi
- Galveston1,489 mi
- Stuart1,106 mi
- South Padre Island1,746 mi
- Lakeland1,090 mi
- Fredericksburg1,634 mi
- St. Augustine958 mi
- Kerrville1,656 mi
- Fort Pierce1,096 mi
- Marfa1,882 mi
- Punta Gorda1,167 mi
- Sugar Land1,512 mi
- Sebring1,113 mi
- The Woodlands1,480 mi
- Kissimmee1,061 mi
- McKinney1,410 mi
Questions
Flying private in Great Barrington
Which airports can I charter a private flight to or from in Great Barrington?
Bluebird flies in and out of Pittsfield Municipal Airport (PSF) and Columbia County Airport (HCC). Choose the one closest to where you're going; you board at a private terminal (FBO), so there are no airline security lines and you can arrive shortly before departure.
How do I book a private charter from Great Barrington?
Enter your departure airport, destination, date and number of passengers above. You'll see a price for the whole aircraft, with taxes and fees included. Book our Learjet 60 online, or request a quote for a different size of aircraft and our team sends you a firm price.
How many passengers can fly on a charter from Great Barrington?
Up to 1 passenger, depending on the aircraft. For a larger group, we source a larger aircraft. You pay one price for the whole aircraft, not per seat.
What are popular private flights from Great Barrington?
Popular trips include Providence (about ), New York City (about ), Manchester (about ), and Boston (about ). Enter any route above to see a price.
Is private charter in Great Barrington, MA safe?
Bluebird has flown charter under FAA Part 135 since 1985. Our Learjet 60s fly under our own Part 135 certificate, with two pilots on every flight. When we source an aircraft from another vetted Part 135 operator, the operating carrier named on your quote holds operational control.
More destinations in Massachusetts
Your next trip from Great Barrington starts here
Pick your airports, date and time, and see a price for the whole aircraft, with taxes and fees included.
Get an instant price