Middleburg, Virginia

Private charter · Middleburg, VA

Private charter to & from Middleburg

Fly private to Middleburg for Virginia hunt country, steeplechase races, wineries and a historic village surrounded by horse farms

  • KJYO
  • IAD
  • MNZ
  • WGO
  • KHWY
  • FRR

Photo: La Citta Vita · CC BY-SA 2.0

Price a private flight from Middleburg

Trip type
1

Times are local to each departure airport.

Fly private in Middleburg

Middleburg, without the hub.

6
Airports
5
Passengers
53
Direct routes

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.

Traffic on I-66 and Route 50 can turn the trip from Washington, Baltimore or Richmond into a long one, and flying from farther away usually means a connection through Dulles. Flying private into Leesburg Executive Airport, a short drive from town, or into Dulles brings guests to the Salamander resort, a wedding at a vineyard or a race day in hunt country with far less hassle. Visitors come for the National Sporting Library & Museum, point-to-point races, wineries scattered across the Blue Ridge foothills and dinners at historic inns.

Airports

Charter to and from Middleburg airports

Fly into whichever airport puts you closest to where you're going. Littlebird flies to and from these airports in and around Middleburg, and the price is for the whole airplane, however many seats you fill.

  • KJYO

    Regional airport

    Leesburg Executive Airport

    Leesburg

    From downtown
    12 mi
    Longest runway
    5,500 ft

  • IAD

    Major airport

    Washington Dulles International Airport

    Dulles · KIAD

    From downtown
    15 mi
    Longest runway
    11,500 ft

  • MNZ

    Commercial airport

    Washington Manassas Harry P. Davis Field

    Manassas · KHEF

    From downtown
    21 mi
    Longest runway
    6,200 ft

  • WGO

    Regional airport

    Winchester Regional Airport

    Winchester · KOKV

    From downtown
    25 mi
    Longest runway
    5,498 ft

  • KHWY

    Regional airport

    Warrenton Fauquier Airport

    Midland

    From downtown
    26 mi
    Longest runway
    5,000 ft

  • FRR

    Regional airport

    Front Royal Warren County Airport

    Front Royal · KFRR

    From downtown
    28 mi
    Longest runway
    3,008 ft

Top attractions

Things to do in Middleburg

When to go. Spring is steeplechase season in hunt country, with point-to-point races and the Virginia Gold Cup in May, along with the Upperville Colt & Horse Show in June. Fall brings foliage, wine harvest and the International Gold Cup in October. Summers are warm and humid, a good time for wineries and outdoor dining, and December’s Christmas in Middleburg parade features the hunt’s riders and hounds.

  1. 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.

  2. 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.

  3. 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.

  4. 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.

  5. 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.

  6. 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.

Popular routes

Private flights from Middleburg

Flights to Middleburg

Every route from Middleburg

Questions

Flying private in Middleburg

Which airports can I charter a private flight to or from in Middleburg?

Littlebird flies in and out of Leesburg Executive Airport (KJYO), Washington Dulles International Airport (IAD), Washington Manassas Harry P. Davis Field (MNZ), Winchester Regional Airport (WGO), Warrenton Fauquier Airport (KHWY), and Front Royal Warren County Airport (FRR). Choose the one closest to where you're going; smaller regional airports usually mean a shorter walk from the car to the airplane.

How do I book a private charter from Middleburg?

Enter your departure airport, destination, date and number of passengers above. You'll see an instant price for the whole airplane, with taxes and fees included, and you can book online in a few minutes.

How many passengers can fly on a charter from Middleburg?

Up to 5 passengers, depending on the aircraft. You pay one price for the whole airplane, not per seat, so traveling together lowers the cost per person.

What are popular private flights from Middleburg?

Popular trips include Richmond (about 35 min), Charleston (about 1 hr 15 min), Charlotte (about 1 hr 50 min), and Louisville (about 2 hr 30 min). Every route is priced instantly online.

Is private charter in Middleburg, VA safe?

Littlebird flights are operated under FAA Part 135 by Jetvia, in Cirrus aircraft that each carry a parachute for the entire airframe (CAPS).

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