Private charter · CKV → WGO
Clarksville to Winchester
534 miles, about 3 hr 5 min in a Cirrus SR20. One price for the whole airplane.
Price your flight from Clarksville to Winchester
The trip
Clarksville to Winchester, door to door faster.
Trade about 11½ hours on the road for about 3 hr 5 min in the air. Littlebird flies you direct from Clarksville–Montgomery County Regional Airport in Clarksville to Winchester Regional Airport in Winchester, 534 miles in a Cirrus SR20. You get the whole airplane for one price, with every fee and tax shown before you book.
- Distance
- 534 mi
- Flight
- 3 hr 5 min
- Driving
- 11½ hours
- Passengers
- Up to 5
Flight time by aircraft
- Cirrus SR20 · up to 3 passengers3 hr 5 min
- Cirrus Vision Jet · up to 5 passengers1 hr 40 min
Planned times in the air. Your quote shows exact departure and arrival times.
Departing Clarksville
Airports in Clarksville
CKV
Regional airportClarksville–Montgomery County Regional Airport
Clarksville · KCKV
- From downtown
- 7 mi
- Longest runway
- 5,999 ft
KHVC
Regional airportHopkinsville Christian County Airport
Hopkinsville
- From downtown
- 23 mi
- Longest runway
- 5,505 ft
KM91
Regional airportSpringfield Robertson County Airport
Springfield
- From downtown
- 24 mi
- Longest runway
- 5,505 ft
Arriving Winchester
Airports in Winchester
WGO
Regional airportWinchester Regional Airport
Winchester · KOKV
- From downtown
- 3 mi
- Longest runway
- 5,498 ft
MRB
Commercial airportEastern WV Regional Airport/Shepherd Field
Martinsburg · KMRB
- From downtown
- 18 mi
- Longest runway
- 8,815 ft
FRR
Regional airportFront 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.
- 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.
- 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.
- 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.
- 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.
- 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.
- 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.
Questions
Clarksville to Winchester flights
How long is a private flight from Clarksville to Winchester?
About 3 hr 5 min in a Cirrus SR20, for 534 miles direct. Driving the same trip takes about 11½ hours.
Which airports do flights from Clarksville to Winchester use?
You can depart from Clarksville–Montgomery County Regional Airport (CKV), Hopkinsville Christian County Airport (KHVC), or Springfield Robertson County Airport (KM91) 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 Clarksville 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 Clarksville and Winchester?
Yes. Choose round trip when you search, and pick your return date and time. Flights from Winchester back to Clarksville are priced the same way.
Return flight
Winchester to Clarksville
More flights from Clarksville
More flights to Winchester
Explore Clarksville private charter and Winchester private charter, airports and things to do. Arriving at Winchester Regional Airport (WGO).
Clarksville to Winchester, on your schedule
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