Private charter · PSF → KJYO
Pittsfield to Middleburg
321 miles. One price for the whole airplane.
Price your flight from Pittsfield to Middleburg
The trip
Pittsfield to Middleburg, door to door faster.
Trade about 7 hours on the road for about a short flight in the air. Bluebird flies you direct from Pittsfield Municipal Airport in Pittsfield to Leesburg Executive Airport in Middleburg, 321 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
- 321 mi
- Flight
- —
- Driving
- 7 hours
- Passengers
- Up to 1
Departing Pittsfield
Airports in Pittsfield
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
Arriving Middleburg
Airports in Middleburg
KJYO
Regional airportLeesburg Executive Airport
Leesburg
- From downtown
- 12 mi
- Longest runway
- 5,500 ft
IAD
Major airportWashington Dulles International Airport
Dulles · KIAD
- From downtown
- 15 mi
- Longest runway
- 11,500 ft
MNZ
Commercial airportWashington Manassas Harry P. Davis Field
Manassas · KHEF
- From downtown
- 21 mi
- Longest runway
- 6,200 ft
WGO
Regional airportWinchester Regional Airport
Winchester · KOKV
- From downtown
- 25 mi
- Longest runway
- 5,498 ft
KHWY
Regional airportWarrenton Fauquier Airport
Midland
- From downtown
- 26 mi
- Longest runway
- 5,000 ft
When you land
Things to do in Middleburg
Middleburg is the heart of Virginia’s hunt country, a landscape of stone walls, horse farms and historic estates in western Loudoun and Fauquier counties. The town is known for fox hunting, steeplechase racing and equestrian sports, and its stone buildings house inns, boutiques, saddlery shops and restaurants. Many residents and weekenders are connected to Washington, about an hour away, and the area’s economy revolves around horses, agriculture, wineries, hospitality and real estate.
- 01
National Sporting Library & Museum
In the center of town, this library and museum is devoted to horse and field sports, with sporting art, rare books and rotating exhibitions.
- 02
Salamander Middleburg
Set on hundreds of acres of rolling countryside, this luxury resort offers an equestrian center, a spa, cooking classes and fine dining.
- 03
Red Fox Inn
One of the oldest inns in the country, the Red Fox has hosted travelers for centuries and offers a historic tavern dining room on Washington Street.
- 04
Virginia Gold Cup
Held each May at Great Meadow in The Plains, this steeplechase race is a major social event, with elaborate tailgates and spectators in hats and seersucker.
- 05
Loudoun and Fauquier Wineries
The surrounding countryside is filled with wineries and tasting rooms, many with views of the Blue Ridge and outdoor spaces ideal for long afternoons.
- 06
Sky Meadows State Park
In nearby Delaplane, this park offers hiking trails, sweeping pastoral views, a historic farm and access to the Appalachian Trail.
Questions
Pittsfield to Middleburg flights
How long is a private flight from Pittsfield to Middleburg?
About a short flight in a private jet, for 321 miles direct. Driving the same trip takes about 7 hours.
Which airports do flights from Pittsfield to Middleburg use?
You can depart from Pittsfield Municipal Airport (PSF) or Columbia County Airport (HCC) and arrive at Leesburg Executive Airport (KJYO), Washington Dulles International Airport (IAD), or Washington Manassas Harry P. Davis Field (MNZ). Pick whichever is closest to where you're starting and where you're headed.
How much does a private charter from Pittsfield to Middleburg 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 Pittsfield and Middleburg?
Yes. Choose round trip when you search, and pick your return date and time. Flights from Middleburg back to Pittsfield are priced the same way.
Return flight
Middleburg to Pittsfield
More flights from Pittsfield
More flights to Middleburg
Explore Pittsfield private charter and Middleburg private charter, airports and things to do. Arriving at Leesburg Executive Airport (KJYO).
Pittsfield to Middleburg, on your schedule
Choose your departure time and see a price for the whole aircraft. Bring up to 1 passengers for the same price.
Get an instant price