Winchester, Virginia

Private charter · BWI → WGO

Annapolis to Winchester

79 miles, about 25 min in a Cirrus SR20. One price for the whole airplane.

Photo: APK · CC BY-SA 4.0

Price your flight from Annapolis to Winchester

Trip type
1

Times are local to each departure airport.

The trip

Annapolis to Winchester, door to door faster.

Trade about 2 hours on the road for about 25 min in the air. Littlebird flies you direct from Baltimore/Washington International Thurgood Marshall Airport in Annapolis to Winchester Regional Airport in Winchester, 79 miles in a Cirrus SR20. You get the whole airplane for one price, with every fee and tax shown before you book.

Distance
79 mi
Flight
25 min
Driving
2 hours
Passengers
Up to 5
BWIAnnapolisWGOWinchester
BWI → WGO79 miles direct

Flight time by aircraft

  • Cirrus SR20 · up to 3 passengers25 min
  • Cirrus Vision Jet · up to 5 passengers15 min

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

Departing Annapolis

Airports in Annapolis

  • BWI

    Major airport

    Baltimore/Washington International Thurgood Marshall Airport

    Baltimore · KBWI

    From downtown
    17 mi
    Longest runway
    10,503 ft

  • FME

    Commercial airport

    Fort Meade Executive Airport

    Fort Meade(Odenton) · KFME

    From downtown
    16 mi
    Longest runway
    3,000 ft

  • MTN

    Commercial airport

    Martin State Airport

    Baltimore · KMTN

    From downtown
    25 mi
    Longest runway
    6,999 ft

  • ESN

    Regional airport

    Easton Airport / Newnam Field

    Easton · KESN

    From downtown
    26 mi
    Longest runway
    5,500 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

Annapolis to Winchester flights

How long is a private flight from Annapolis to Winchester?

About 25 min in a Cirrus SR20, for 79 miles direct. Driving the same trip takes about 2 hours.

Which airports do flights from Annapolis to Winchester use?

You can depart from Baltimore/Washington International Thurgood Marshall Airport (BWI), Fort Meade Executive Airport (FME), or Martin State Airport (MTN) 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 Annapolis 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 Annapolis and Winchester?

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

Return flight

Winchester to Annapolis

More flights from Annapolis

More flights to Winchester

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

Annapolis 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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