Winchester, Virginia

Private charter · KJGG → WGO

Williamsburg to Winchester

153 miles, about 55 min in a Cirrus SR20. One price for the whole airplane.

Photo: APK · CC BY-SA 4.0

Price your flight from Williamsburg to Winchester

Trip type
1

Times are local to each departure airport.

The trip

Williamsburg to Winchester, door to door faster.

Trade about 3½ hours on the road for about 55 min in the air. Littlebird flies you direct from Williamsburg Jamestown Airport in Williamsburg to Winchester Regional Airport in Winchester, 153 miles in a Cirrus SR20. You get the whole airplane for one price, with every fee and tax shown before you book.

Distance
153 mi
Flight
55 min
Driving
3½ hours
Passengers
Up to 5
KJGGWilliamsburgWGOWinchester
KJGG → WGO153 miles direct

Flight time by aircraft

  • Cirrus SR20 · up to 3 passengers55 min
  • Cirrus Vision Jet · up to 5 passengers30 min

Planned times in the air. Your quote shows exact departure and arrival times.

Departing Williamsburg

Airports in Williamsburg

  • KJGG

    Regional airport

    Williamsburg Jamestown Airport

    Williamsburg

    From downtown
    2 mi
    Longest runway
    3,204 ft

  • PHF

    Commercial airport

    Newport News Williamsburg International Airport

    Newport News · KPHF

    From downtown
    15 mi
    Longest runway
    8,003 ft

  • KFYJ

    Regional airport

    Middle Peninsula Regional Airport

    Shacklefords

    From downtown
    18 mi
    Longest runway
    5,000 ft

  • KAKQ

    Regional airport

    Wakefield Municipal Airport

    Wakefield

    From downtown
    25 mi
    Longest runway
    4,337 ft

  • KW94

    Regional airport

    Camp Peary Landing Strip

    Williamsburg

    From downtown
    5 mi
    Longest runway
    5,000 ft

  • KW75

    Regional airport

    Hummel Field

    Saluda

    From downtown
    27 mi
    Longest runway
    3,150 ft

Arriving Winchester

Airports in Winchester

  • WGO

    Regional airport

    Winchester Regional Airport

    Winchester · KOKV

    From downtown
    3 mi
    Longest runway
    5,498 ft

  • MRB

    Commercial airport

    Eastern WV Regional Airport/Shepherd Field

    Martinsburg · KMRB

    From downtown
    18 mi
    Longest runway
    8,815 ft

  • FRR

    Regional airport

    Front Royal Warren County Airport

    Front Royal · KFRR

    From downtown
    19 mi
    Longest runway
    3,008 ft

When you land

Things to do in Winchester

Winchester calls itself the oldest city west of the Blue Ridge, and it is the commercial center of the northern Shenandoah Valley. George Washington began his career here as a young surveyor and militia officer, and the city changed hands dozens of times during the Civil War. Apple orchards have long defined the surrounding countryside, while healthcare, manufacturing, logistics along I-81 and Shenandoah University support the modern economy. Country music fans know it as the hometown of Patsy Cline.

  1. 01

    Old Town Winchester

    The brick-paved Loudoun Street Mall is the heart of the historic downtown, with restaurants, shops and the old Frederick County Courthouse, now a Civil War museum.

  2. 02

    Museum of the Shenandoah Valley

    This museum combines regional art and history galleries with the historic Glen Burnie house and six acres of formal gardens.

  3. 03

    Patsy Cline Historic House

    The modest home where Patsy Cline lived as a young woman is now a museum, with tours sharing her early life and rise to fame.

  4. 04

    Cedar Creek and Belle Grove National Historical Park

    South of Winchester, this park protects the site of a major 1864 battle and the eighteenth-century Belle Grove manor house.

  5. 05

    Skyline Drive

    The northern entrance of Shenandoah National Park at Front Royal opens the famous scenic road along the crest of the Blue Ridge, with overlooks and trails.

  6. 06

    Orchards and Wineries

    Frederick County’s orchards offer seasonal pick-your-own fruit and cider, and wineries in the surrounding countryside have tasting rooms with mountain views.

Explore Winchester charter

Questions

Williamsburg to Winchester flights

How long is a private flight from Williamsburg to Winchester?

About 55 min in a Cirrus SR20, for 153 miles direct. Driving the same trip takes about 3½ hours.

Which airports do flights from Williamsburg to Winchester use?

You can depart from Williamsburg Jamestown Airport (KJGG), Newport News Williamsburg International Airport (PHF), or Middle Peninsula Regional Airport (KFYJ) and arrive at Winchester Regional Airport (WGO), Eastern WV Regional Airport/Shepherd Field (MRB), or Front Royal Warren County Airport (FRR). Pick whichever is closest to where you're starting and where you're headed.

How much does a private charter from Williamsburg to Winchester 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 Williamsburg and Winchester?

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

Return flight

Winchester to Williamsburg

More flights from Williamsburg

More flights to Winchester

Explore Williamsburg private charter and Winchester private charter, airports and things to do. Arriving at Winchester Regional Airport (WGO).

Williamsburg to Winchester, on your schedule

Choose your departure time and see an instant price for the whole airplane. Bring up to 5 passengers for the same price.

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