Winchester, Virginia

Private charter · ROA → WGO

Roanoke to Winchester

160 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 Roanoke to Winchester

Trip type
1

Times are local to each departure airport.

The trip

Roanoke 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 Roanoke–Blacksburg Regional Airport in Roanoke to Winchester Regional Airport in Winchester, 160 miles in a Cirrus SR20. You get the whole airplane for one price, with every fee and tax shown before you book.

Distance
160 mi
Flight
55 min
Driving
3½ hours
Passengers
Up to 5
ROARoanokeWGOWinchester
ROA → WGO160 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 Roanoke

Airports in Roanoke

  • ROA

    Commercial airport

    Roanoke–Blacksburg Regional Airport

    Roanoke · KROA

    From downtown
    4 mi
    Longest runway
    6,800 ft

  • BCB

    Regional airport

    Virginia Tech Montgomery Executive Airport

    Blacksburg · KBCB

    From downtown
    26 mi
    Longest runway
    5,501 ft

  • KW91

    Regional airport

    Smith Mountain Lake Airport

    Moneta

    From downtown
    22 mi
    Longest runway
    3,058 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

Roanoke to Winchester flights

How long is a private flight from Roanoke to Winchester?

About 55 min in a Cirrus SR20, for 160 miles direct. Driving the same trip takes about 3½ hours.

Which airports do flights from Roanoke to Winchester use?

You can depart from Roanoke–Blacksburg Regional Airport (ROA), Virginia Tech Montgomery Executive Airport (BCB), or Smith Mountain Lake Airport (KW91) 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 Roanoke 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 Roanoke and Winchester?

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

Return flight

Winchester to Roanoke

More flights from Roanoke

More flights to Winchester

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

Roanoke to Winchester, on your schedule

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