Private charter · WGO → K1A5
Winchester to Highlands
397 miles, about 2 hr 20 min in a Cirrus SR20. One price for the whole airplane.
Price your flight from Winchester to Highlands
The trip
Winchester to Highlands, door to door faster.
Trade about 8½ hours on the road for about 2 hr 20 min in the air. Littlebird flies you direct from Winchester Regional Airport in Winchester to Macon County Airport in Highlands, 397 miles in a Cirrus SR20. You get the whole airplane for one price, with every fee and tax shown before you book.
- Distance
- 397 mi
- Flight
- 2 hr 20 min
- Driving
- 8½ hours
- Passengers
- Up to 5
Flight time by aircraft
- Cirrus SR20 · up to 3 passengers2 hr 20 min
- Cirrus Vision Jet · up to 5 passengers1 hr 15 min
Planned times in the air. Your quote shows exact departure and arrival times.
Departing 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
Arriving Highlands
Airports in Highlands
K1A5
Regional airportMacon County Airport
Franklin
- From downtown
- 17 mi
- Longest runway
- 5,002 ft
K24A
Regional airportJackson County Airport
Sylva
- From downtown
- 18 mi
- Longest runway
- 3,210 ft
When you land
Things to do in Highlands
Highlands sits on a plateau more than 4,000 feet up in the southern Blue Ridge, and together with neighboring Cashiers it has been a summer retreat for families from Atlanta, Charleston and the Deep South for well over a century. The area is known for its private golf and country clubs, upscale inns, art galleries, designer shops and fine restaurants, as well as for its waterfalls, granite domes and rhododendron forests. The economy revolves around second homes, hospitality, construction and the services that support seasonal residents.
- 01
Main Street Highlands
The town’s walkable main street holds galleries, boutiques, antiques shops and restaurants, along with the Old Edwards Inn and its spa.
- 02
Dry Falls
Along the scenic highway between Highlands and Franklin, a short trail leads behind this 65-foot waterfall, letting visitors walk beneath the curtain of water.
- 03
Whiteside Mountain
A loop trail climbs to the top of this towering granite mountain between Highlands and Cashiers, with cliffs that drop hundreds of feet and wide views over the forests below.
- 04
Whitewater Falls
Near the South Carolina line, Upper Whitewater Falls drops more than 400 feet, and an overlook a short walk from the parking area offers a dramatic view.
- 05
Highlands Biological Station
The station’s nature center and Highlands Botanical Garden introduce visitors to the remarkable plant and animal diversity of the southern Appalachians, with trails around a quiet lake.
- 06
Cashiers and Lake Glenville
The village of Cashiers offers shops, restaurants and historic sites, and nearby Lake Glenville, one of the highest lakes in the eastern U.S., is ideal for boating.
Questions
Winchester to Highlands flights
How long is a private flight from Winchester to Highlands?
About 2 hr 20 min in a Cirrus SR20, for 397 miles direct. Driving the same trip takes about 8½ hours.
Which airports do flights from Winchester to Highlands use?
You can depart from Winchester Regional Airport (WGO), Eastern WV Regional Airport/Shepherd Field (MRB), or Front Royal Warren County Airport (FRR) and arrive at Macon County Airport (K1A5) or Jackson County Airport (K24A). Pick whichever is closest to where you're starting and where you're headed.
How much does a private charter from Winchester to Highlands 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 Winchester and Highlands?
Yes. Choose round trip when you search, and pick your return date and time. Flights from Highlands back to Winchester are priced the same way.
Return flight
Highlands to Winchester
More flights from Winchester
More flights to Highlands
Explore Winchester private charter and Highlands private charter, airports and things to do. Arriving at Macon County Airport (K1A5).
Winchester to Highlands, 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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