Private charter · Pittsfield, MA
Private jet charter to & from Pittsfield
Fly private to Pittsfield, gateway to the Berkshires, for Tanglewood, summer theater and the hills of western Massachusetts
- PSF
- HCC
Price a private flight from Pittsfield
Fly private in Pittsfield
Pittsfield, without the hub.
- 2
- Airports
- 1
- Passengers
- 429
- Direct routes
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.
The Berkshires are close to both Boston and New York on a map but awkward to reach in practice, roughly three hours by car from either city, often in heavy weekend traffic. Flying private into Pittsfield Municipal Airport puts Lenox, Williamstown and the region’s inns and second homes within about half an hour. Summer visitors come for Boston Symphony Orchestra concerts at Tanglewood, Jacob’s Pillow dance, the Williamstown Theatre Festival and Shakespeare & Company, while fall foliage and winter skiing keep the region busy most of the year.
Airports
Charter to and from Pittsfield airports
Fly into whichever airport puts you closest to where you're going. Bluebird flies to and from these airports in and around Pittsfield. 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
- 3 mi
- Longest runway
- 5,792 ft
HCC
Regional airportColumbia County Airport
Hudson
- From downtown
- 26 mi
- Longest runway
- 5,350 ft
Top attractions
Things to do in Pittsfield
When to go. Summer is the Berkshires’ cultural high season, when Tanglewood, Jacob’s Pillow and the region’s theater companies run from late June through August. Fall foliage peaks in early to mid-October and fills inns on weekends. Winter brings downhill skiing at Jiminy Peak and Bousquet, along with cross-country trails, while spring can be muddy but quiet, with good deals on lodging.
- 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.
- 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.
- 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.
- 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.
- 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.
- 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.
Popular routes
Private flights from Pittsfield

Pittsfield Providence
103 mi

Pittsfield Boston
112 mi

Pittsfield Teterboro
118 mi

Pittsfield New York City
126 mi

Pittsfield Burlington
140 mi

Pittsfield Portland
176 mi

Pittsfield Philadelphia
199 mi

Pittsfield Wilmington
222 mi

Pittsfield Baltimore
280 mi
Pittsfield Washington
314 mi

Pittsfield Richmond
405 mi

Pittsfield Detroit
500 mi
Flights to Pittsfield
Every route from Pittsfield
- Providence103 mi
- Boston112 mi
- Teterboro118 mi
- New York City126 mi
- Burlington140 mi
- Portland176 mi
- Philadelphia199 mi
- Wilmington222 mi
- Baltimore280 mi
- Washington314 mi
- Richmond405 mi
- Detroit500 mi
- Charleston524 mi
- Columbus535 mi
- Charlotte644 mi
- Indianapolis696 mi
- Louisville718 mi
- Chicago736 mi
- Milwaukee746 mi
- Charleston759 mi
- Nashville842 mi
- Atlanta852 mi
- St. Louis926 mi
- Birmingham960 mi
- Minneapolis1,012 mi
- Des Moines1,045 mi
- Little Rock1,154 mi
- Jackson1,161 mi
- Omaha1,167 mi
- Sioux Falls1,185 mi
- Fargo1,193 mi
- Miami1,218 mi
- Nassau1,223 mi
- New Orleans1,269 mi
- Wichita1,310 mi
- Oklahoma City1,384 mi
- Houston1,507 mi
- Denver1,654 mi
- Albuquerque1,857 mi
- Bozeman1,872 mi
- Jackson Hole1,883 mi
- Salt Lake City1,982 mi
- Boise2,146 mi
- Phoenix2,184 mi
- Las Vegas2,258 mi
- The Hamptons115 mi
- Newport120 mi
- Morristown131 mi
- Portsmouth132 mi
- Stowe144 mi
- Nantucket181 mi
- Rehoboth Beach275 mi
- Bar Harbor283 mi
- Annapolis294 mi
- Pittsburgh375 mi
- Morgantown400 mi
- Virginia Beach413 mi
- Cleveland439 mi
- Raleigh543 mi
- Fort Wayne619 mi
- Grand Rapids631 mi
- Lexington666 mi
- Madison818 mi
- Hilton Head Island820 mi
- Savannah835 mi
- Springfield871 mi
- Huntsville895 mi
- Cedar Rapids942 mi
- Rochester972 mi
- Memphis1,033 mi
- Orlando1,063 mi
- Kansas City1,137 mi
- Freeport1,142 mi
- Bentonville1,193 mi
- Topeka1,195 mi
- Biloxi1,201 mi
- Lincoln1,211 mi
- Tulsa1,285 mi
- Baton Rouge1,292 mi
- Bismarck1,379 mi
- Rapid City1,504 mi
- San Antonio1,665 mi
- Aspen1,759 mi
- Cody1,786 mi
- Santa Fe1,804 mi
- Park City1,965 mi
- Kalispell2,010 mi
- Sun Valley2,058 mi
- Spokane2,156 mi
- Scottsdale2,175 mi
- White Plains101 mi
- Hanover102 mi
- Westerly104 mi
- Martha’s Vineyard154 mi
- Kennebunkport154 mi
- Princeton162 mi
- Harrisburg241 mi
- Dover257 mi
- Ocean City296 mi
- Charlottesville411 mi
- Lewisburg497 mi
- Cincinnati632 mi
- Traverse City639 mi
- South Bend669 mi
- Asheville687 mi
- Door County709 mi
- Knoxville725 mi
- Kiawah Island775 mi
- Champaign794 mi
- Bowling Green795 mi
- St. Simons Island900 mi
- Iowa City936 mi
- Duluth972 mi
- Oxford1,039 mi
- Marsh Harbour1,120 mi
- Tampa1,127 mi
- Branson1,138 mi
- Gulf Shores1,162 mi
- Lawrence1,174 mi
- Fayetteville1,199 mi
- Grand Forks1,215 mi
- Kearney1,335 mi
- Lafayette1,338 mi
- Stillwater1,341 mi
- Dallas1,445 mi
- Spearfish1,530 mi
- Cheyenne1,618 mi
- Vail1,725 mi
- Taos1,764 mi
- Missoula2,004 mi
- Coeur d’Alene2,126 mi
- St. George2,152 mi
- Tucson2,169 mi
- Laconia118 mi
- Hyannis162 mi
- Allentown172 mi
- Atlantic City222 mi
- Rockland237 mi
- Easton294 mi
- Williamsburg402 mi
- Ann Arbor536 mi
- Huntington558 mi
- Dayton599 mi
- Wilmington622 mi
- Myrtle Beach675 mi
- Bardstown719 mi
- Lake Geneva772 mi
- Augusta781 mi
- Evansville814 mi
- Chattanooga822 mi
- Peoria852 mi
- Jacksonville960 mi
- Lake of the Ozarks1,059 mi
- Brainerd1,065 mi
- Okoboji1,106 mi
- Mobile1,155 mi
- Hattiesburg1,171 mi
- Hot Springs1,200 mi
- Manhattan1,238 mi
- Grand Island1,295 mi
- Exuma1,315 mi
- Shreveport1,316 mi
- Pierre1,359 mi
- Lawton1,456 mi
- Dickinson1,474 mi
- Austin1,593 mi
- Colorado Springs1,653 mi
- Casper1,670 mi
- Billings1,750 mi
- Moab1,911 mi
- Idaho Falls1,944 mi
- Las Cruces1,954 mi
- Sedona2,123 mi
- Elko2,174 mi
- Montpelier130 mi
- North Conway154 mi
- Provincetown159 mi
- Lancaster230 mi
- Cape May258 mi
- Bangor279 mi
- Buffalo287 mi
- Frederick301 mi
- Outer Banks462 mi
- Roanoke504 mi
- Fayetteville513 mi
- Toledo530 mi
- Mackinac Island611 mi
- Frankfort678 mi
- Sevierville715 mi
- Greenville720 mi
- Bloomington730 mi
- Green Bay753 mi
- Bloomington825 mi
- Lake Oconee828 mi
- Montgomery997 mi
- Tupelo1,009 mi
- St. Cloud1,058 mi
- Springfield1,120 mi
- Sioux City1,176 mi
- Harbour Island1,187 mi
- Fort Lauderdale1,193 mi
- Grove1,213 mi
- Fort Smith1,232 mi
- Aberdeen1,266 mi
- Salina1,297 mi
- Lake Charles1,390 mi
- Fort Worth1,471 mi
- Scottsbluff1,550 mi
- Sheridan1,682 mi
- Telluride1,838 mi
- Ruidoso1,863 mi
- Helena1,912 mi
- Provo1,981 mi
- Flagstaff2,107 mi
- McCall2,124 mi
- Mesquite2,186 mi
- Asbury Park159 mi
- Augusta217 mi
- Rochester227 mi
- State College264 mi
- Deep Creek Lake379 mi
- Akron436 mi
- Hot Springs464 mi
- Pinehurst603 mi
- Harbor Springs619 mi
- Johnson City644 mi
- Columbia720 mi
- West Lafayette721 mi
- Kohler738 mi
- Athens804 mi
- Galena875 mi
- Paducah896 mi
- Grand Marais908 mi
- Tuscaloosa999 mi
- Columbia1,026 mi
- Jonesboro1,038 mi
- Ames1,040 mi
- West Palm Beach1,152 mi
- Eleuthera1,204 mi
- Monroe1,237 mi
- Natchez1,248 mi
- Ardmore1,407 mi
- Garden City1,482 mi
- Laramie1,656 mi
- Steamboat Springs1,732 mi
- Los Alamos1,813 mi
- Great Falls1,872 mi
- El Paso1,959 mi
- Ogden1,977 mi
- Grand Canyon Village2,109 mi
- Sandpoint2,112 mi
- Ely2,165 mi
- Walla Walla2,214 mi
- Syracuse153 mi
- Long Beach Island200 mi
- Boothbay Harbor207 mi
- Salisbury308 mi
- Middleburg336 mi
- Erie350 mi
- Canton435 mi
- Chapel Hill547 mi
- Lansing575 mi
- Bristol625 mi
- Columbus698 mi
- Aiken771 mi
- Owensboro800 mi
- Rockford806 mi
- Minocqua848 mi
- Columbus939 mi
- Auburn954 mi
- Jefferson City1,027 mi
- Mankato1,048 mi
- Boca Raton1,176 mi
- Bimini1,204 mi
- Bartlesville1,267 mi
- Alexandria1,305 mi
- Boulder1,662 mi
- Corpus Christi1,692 mi
- Carlsbad1,823 mi
- West Yellowstone1,885 mi
- Logan1,963 mi
- Prescott2,167 mi
- Tri-Cities2,251 mi
- Scranton144 mi
- Millville231 mi
- Greenville276 mi
- Hagerstown305 mi
- Sandusky491 mi
- Blacksburg524 mi
- Greensboro562 mi
- Holland654 mi
- Spartanburg697 mi
- Somerset707 mi
- French Lick751 mi
- Wisconsin Dells837 mi
- Murfreesboro838 mi
- Macon873 mi
- Moline887 mi
- Cape Girardeau933 mi
- Lake Martin961 mi
- Bemidji1,109 mi
- Treasure Cay1,114 mi
- Naples1,227 mi
- Houma1,315 mi
- Enid1,374 mi
- Lubbock1,663 mi
- Roswell1,803 mi
- Livingston1,850 mi
- Durango1,858 mi
- Page2,052 mi
- Cedar City2,113 mi
- Wenatchee2,291 mi
- Montauk118 mi
- Pocono Mountains138 mi
- Youngstown392 mi
- Staunton427 mi
- Winston-Salem577 mi
- Kalamazoo629 mi
- Appleton770 mi
- Blue Ridge793 mi
- Beaufort803 mi
- Clarksville855 mi
- Carbondale905 mi
- Florence936 mi
- Joplin1,185 mi
- Fort Myers1,197 mi
- Staniel Cay1,276 mi
- Natchitoches1,316 mi
- Amarillo1,610 mi
- Crested Butte1,773 mi
- Kanab2,101 mi
- Lake Havasu City2,265 mi
- Lake Placid132 mi
- Plymouth136 mi
- New Hope169 mi
- Fredericksburg363 mi
- Athens510 mi
- Boone622 mi
- St. Joseph676 mi
- Clemson744 mi
- La Crosse910 mi
- Pine Mountain916 mi
- Quincy956 mi
- Jackson957 mi
- Dothan1,020 mi
- St. Joseph1,136 mi
- Sarasota1,168 mi
- Covington1,245 mi
- Andros1,253 mi
- Laredo1,796 mi
- Grand Junction1,849 mi
- Bryce Canyon2,065 mi
- Ithaca166 mi
- Gettysburg275 mi
- Winchester342 mi
- Findlay544 mi
- Pawleys Island701 mi
- Highlands740 mi
- Marquette752 mi
- Cookeville785 mi
- Thomasville997 mi
- St. Petersburg1,141 mi
- Rock Sound1,226 mi
- Fort Collins1,642 mi
- McAllen1,802 mi
- Show Low2,055 mi
- Ligonier346 mi
- Mansfield492 mi
- Saginaw545 mi
- Beaufort564 mi
- Abingdon610 mi
- Camden693 mi
- Gainesville803 mi
- Tullahoma850 mi
- Clearwater1,135 mi
- Great Harbour Cay1,183 mi
- Breckenridge1,712 mi
- Brownsville1,783 mi
- Sierra Vista2,157 mi
- Chelan2,274 mi
- New Bern548 mi
- Valdosta974 mi
- Tallahassee1,027 mi
- Long Island1,331 mi
- Midland1,733 mi
- Montrose1,827 mi
- Fayetteville594 mi
- Albany961 mi
- Pensacola1,135 mi
- Cat Island1,253 mi
- Abilene1,600 mi
- Glenwood Springs1,777 mi
- Binghamton138 mi
- Greenville523 mi
- Rome858 mi
- Destin1,109 mi
- San Salvador1,274 mi
- San Angelo1,673 mi
- Winter Park1,691 mi
- Panama City1,084 mi
- Waco1,511 mi
- Key West1,329 mi
- Killeen1,557 mi
- Marathon1,301 mi
- College Station1,512 mi
- Daytona Beach1,014 mi
- Tyler1,391 mi
- Gainesville1,018 mi
- Longview1,359 mi
- Ocala1,042 mi
- Beaumont1,437 mi
- Melbourne1,074 mi
- Wichita Falls1,485 mi
- Vero Beach1,099 mi
- Galveston1,503 mi
- Stuart1,125 mi
- South Padre Island1,761 mi
- Lakeland1,108 mi
- Fredericksburg1,646 mi
- St. Augustine976 mi
- Kerrville1,668 mi
- Fort Pierce1,114 mi
- Marfa1,892 mi
- Punta Gorda1,185 mi
- Sugar Land1,525 mi
- Sebring1,132 mi
- The Woodlands1,493 mi
- Kissimmee1,079 mi
- McKinney1,421 mi
Questions
Flying private in Pittsfield
Which airports can I charter a private flight to or from in Pittsfield?
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 Pittsfield?
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 Pittsfield?
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 Pittsfield?
Popular trips include Providence (about ), Boston (about ), Teterboro (about ), and New York City (about ). Enter any route above to see a price.
Is private charter in Pittsfield, 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.
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