Private charter · Winchester, VA
Private jet charter to & from Winchester
Fly private to Winchester for apple country, Patsy Cline’s hometown, Civil War history and the northern gateway to the Shenandoah Valley
- WGO
- MRB
Price a private flight from Winchester
Fly private in Winchester
Winchester, without the hub.
- 2
- Airports
- 1
- Passengers
- 462
- Direct routes
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.
Winchester is roughly 75 miles from Washington, but traffic on I-66 and Route 7 can make the drive slow, and the region sits well beyond the airline airports. Winchester Regional Airport is just southeast of downtown, so a private flight makes visits to family, factories or orchards an easy day trip. Visitors come for the Old Town pedestrian mall, the Museum of the Shenandoah Valley, Civil War sites at Cedar Creek and Belle Grove, wineries and orchards, and the northern entrance to Skyline Drive at Front Royal.
Airports
Charter to and from Winchester airports
Fly into whichever airport puts you closest to where you're going. Bluebird flies to and from these airports in and around Winchester. You board at a private terminal (FBO), with no airline security lines, and the price is for the whole aircraft.
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
Top attractions
Things to do in Winchester
When to go. Spring is Winchester’s showcase, as orchards bloom and the Shenandoah Apple Blossom Festival brings parades and events to the city in late April and early May. Fall is apple harvest season, with orchard visits and brilliant foliage in the Blue Ridge. Summers are warm and humid, and winters are cold with occasional snow. Festival weekends fill hotels quickly, so plan ahead.
- 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.
Popular routes
Private flights from Winchester

Winchester Richmond
120 mi

Winchester Wilmington
145 mi

Winchester Philadelphia
169 mi

Winchester Charleston
195 mi

Winchester New York City
244 mi

Winchester Teterboro
246 mi

Winchester Columbus
263 mi

Winchester Charlotte
310 mi

Winchester Detroit
335 mi

Winchester Hartford
339 mi

Winchester Providence
398 mi

Winchester Louisville
414 mi
Flights to Winchester
Every route from Winchester
- Richmond120 mi
- Wilmington145 mi
- Philadelphia169 mi
- Charleston195 mi
- New York City244 mi
- Teterboro246 mi
- Columbus263 mi
- Charlotte310 mi
- Detroit335 mi
- Hartford339 mi
- Providence398 mi
- Louisville414 mi
- Indianapolis428 mi
- Boston432 mi
- Manchester437 mi
- Burlington446 mi
- Charleston451 mi
- Atlanta510 mi
- Nashville515 mi
- Portland516 mi
- Chicago530 mi
- Milwaukee575 mi
- Birmingham620 mi
- St. Louis648 mi
- Jackson824 mi
- Des Moines829 mi
- Little Rock837 mi
- Minneapolis870 mi
- New Orleans928 mi
- Miami934 mi
- Omaha947 mi
- Nassau976 mi
- Sioux Falls1,006 mi
- Wichita1,041 mi
- Fargo1,078 mi
- Oklahoma City1,092 mi
- Houston1,173 mi
- Denver1,426 mi
- Albuquerque1,588 mi
- Jackson Hole1,706 mi
- Bozeman1,722 mi
- Salt Lake City1,778 mi
- Phoenix1,917 mi
- Boise1,977 mi
- Las Vegas2,019 mi
- Los Angeles2,233 mi
- Seattle2,259 mi
- Portland2,285 mi
- Morgantown100 mi
- Pittsburgh129 mi
- Rehoboth Beach169 mi
- Virginia Beach200 mi
- Morristown225 mi
- Raleigh232 mi
- Cleveland245 mi
- Stamford276 mi
- The Hamptons322 mi
- Lexington351 mi
- Fort Wayne391 mi
- Newport395 mi
- Nantucket449 mi
- Stowe462 mi
- Portsmouth468 mi
- Grand Rapids470 mi
- Hilton Head Island505 mi
- Savannah517 mi
- Huntsville557 mi
- Springfield613 mi
- Bar Harbor623 mi
- Madison642 mi
- Memphis711 mi
- Cedar Rapids734 mi
- Orlando758 mi
- Rochester810 mi
- Biloxi859 mi
- Freeport875 mi
- Kansas City878 mi
- Bentonville898 mi
- Topeka938 mi
- Baton Rouge952 mi
- Lincoln984 mi
- Tulsa993 mi
- Bismarck1,252 mi
- Rapid City1,332 mi
- San Antonio1,337 mi
- Aspen1,529 mi
- Santa Fe1,538 mi
- Cody1,621 mi
- Park City1,759 mi
- Sun Valley1,888 mi
- Kalispell1,891 mi
- Scottsdale1,908 mi
- Spokane2,031 mi
- Reno2,205 mi
- Bend2,228 mi
- Harrisburg102 mi
- Dover142 mi
- Lewisburg156 mi
- Ocean City176 mi
- Princeton203 mi
- White Plains265 mi
- New Haven313 mi
- Cincinnati340 mi
- Asheville345 mi
- Westerly367 mi
- Manchester380 mi
- Knoxville386 mi
- Martha’s Vineyard426 mi
- Hanover440 mi
- South Bend459 mi
- Kiawah Island466 mi
- Bowling Green475 mi
- Kennebunkport492 mi
- Champaign540 mi
- Traverse City543 mi
- St. Simons Island583 mi
- Door County606 mi
- Oxford709 mi
- Iowa City720 mi
- Tampa814 mi
- Gulf Shores820 mi
- Branson842 mi
- Marsh Harbour876 mi
- Duluth877 mi
- Fayetteville900 mi
- Lawrence916 mi
- Lafayette999 mi
- Stillwater1,053 mi
- Kearney1,110 mi
- Grand Forks1,119 mi
- Dallas1,130 mi
- Spearfish1,364 mi
- Cheyenne1,407 mi
- Vail1,499 mi
- Taos1,504 mi
- Missoula1,869 mi
- Tucson1,891 mi
- St. George1,917 mi
- Coeur d’Alene2,001 mi
- San Diego2,209 mi
- Lake Tahoe2,221 mi
- Tacoma2,266 mi
- Easton116 mi
- Williamsburg154 mi
- Allentown173 mi
- Atlantic City201 mi
- Huntington236 mi
- Danbury291 mi
- Dayton324 mi
- Albany332 mi
- Wilmington344 mi
- Ann Arbor362 mi
- Myrtle Beach379 mi
- Bardstown405 mi
- Killington415 mi
- Augusta448 mi
- Hyannis448 mi
- Laconia460 mi
- Chattanooga483 mi
- Evansville513 mi
- Rockland577 mi
- Lake Geneva585 mi
- Peoria614 mi
- Jacksonville646 mi
- Lake of the Ozarks782 mi
- Mobile813 mi
- Hattiesburg830 mi
- Hot Springs883 mi
- Okoboji926 mi
- Brainerd950 mi
- Manhattan986 mi
- Shreveport989 mi
- Grand Island1,072 mi
- Exuma1,090 mi
- Lawton1,159 mi
- Pierre1,192 mi
- Austin1,267 mi
- Dickinson1,345 mi
- Colorado Springs1,414 mi
- Casper1,482 mi
- Billings1,601 mi
- Las Cruces1,665 mi
- Moab1,680 mi
- Idaho Falls1,769 mi
- Sedona1,866 mi
- Elko1,976 mi
- Bellingham2,265 mi
- Lancaster115 mi
- Roanoke164 mi
- Cape May175 mi
- Fayetteville177 mi
- Outer Banks257 mi
- Buffalo259 mi
- Litchfield316 mi
- Toledo330 mi
- Frankfort368 mi
- Sevierville375 mi
- Greenville379 mi
- Bloomington448 mi
- Montpelier454 mi
- Provincetown463 mi
- Lake Oconee489 mi
- North Conway495 mi
- Mackinac Island566 mi
- Bloomington581 mi
- Bangor621 mi
- Green Bay626 mi
- Montgomery655 mi
- Tupelo676 mi
- Springfield832 mi
- Fort Lauderdale908 mi
- Grove922 mi
- St. Cloud925 mi
- Fort Smith928 mi
- Harbour Island950 mi
- Sioux City978 mi
- Salina1,042 mi
- Lake Charles1,053 mi
- Aberdeen1,120 mi
- Fort Worth1,157 mi
- Scottsbluff1,347 mi
- Sheridan1,520 mi
- Ruidoso1,577 mi
- Telluride1,597 mi
- Provo1,771 mi
- Helena1,774 mi
- Flagstaff1,852 mi
- Mesquite1,950 mi
- McCall1,968 mi
- Newport Beach2,225 mi
- Friday Harbor2,293 mi
- State College112 mi
- Hot Springs122 mi
- Akron220 mi
- Asbury Park232 mi
- Rochester277 mi
- Pinehurst285 mi
- Johnson City302 mi
- New London353 mi
- Columbia392 mi
- Worcester396 mi
- Athens463 mi
- West Lafayette473 mi
- Harbor Springs555 mi
- Augusta558 mi
- Paducah587 mi
- Kohler588 mi
- Tuscaloosa659 mi
- Galena679 mi
- Jonesboro723 mi
- Columbia759 mi
- Ames833 mi
- Grand Marais848 mi
- West Palm Beach867 mi
- Monroe906 mi
- Natchez911 mi
- Eleuthera973 mi
- Ardmore1,103 mi
- Garden City1,225 mi
- Laramie1,448 mi
- Steamboat Springs1,516 mi
- Los Alamos1,550 mi
- El Paso1,666 mi
- Great Falls1,745 mi
- Ogden1,778 mi
- Grand Canyon Village1,862 mi
- Ely1,951 mi
- Sandpoint1,993 mi
- Walla Walla2,072 mi
- Hood River2,228 mi
- Salisbury149 mi
- Canton203 mi
- Long Beach Island215 mi
- Erie227 mi
- Chapel Hill230 mi
- Bristol283 mi
- Syracuse287 mi
- Pittsfield342 mi
- Lansing413 mi
- Columbus415 mi
- Aiken440 mi
- Owensboro494 mi
- Boothbay Harbor546 mi
- Columbus598 mi
- Rockford608 mi
- Auburn612 mi
- Minocqua746 mi
- Jefferson City754 mi
- Mankato885 mi
- Boca Raton892 mi
- Bimini931 mi
- Alexandria970 mi
- Bartlesville982 mi
- Corpus Christi1,357 mi
- Boulder1,437 mi
- Carlsbad1,528 mi
- West Yellowstone1,723 mi
- Logan1,769 mi
- Prescott1,909 mi
- Tri-Cities2,111 mi
- Palm Springs2,147 mi
- Millville167 mi
- Blacksburg182 mi
- Scranton203 mi
- Greensboro233 mi
- Sandusky286 mi
- Great Barrington327 mi
- Saratoga Springs353 mi
- Spartanburg358 mi
- Somerset379 mi
- French Lick457 mi
- Holland483 mi
- Murfreesboro506 mi
- Macon535 mi
- Greenville616 mi
- Lake Martin619 mi
- Cape Girardeau631 mi
- Moline668 mi
- Wisconsin Dells675 mi
- Treasure Cay866 mi
- Naples926 mi
- Houma974 mi
- Bemidji1,014 mi
- Enid1,091 mi
- Lubbock1,368 mi
- Roswell1,515 mi
- Durango1,611 mi
- Livingston1,700 mi
- Page1,810 mi
- Cedar City1,882 mi
- Wenatchee2,166 mi
- Youngstown186 mi
- Pocono Mountains204 mi
- Winston-Salem242 mi
- Montauk352 mi
- Springfield355 mi
- Kalamazoo444 mi
- Blue Ridge452 mi
- Beaufort487 mi
- Clarksville534 mi
- Florence602 mi
- Carbondale607 mi
- Appleton633 mi
- Fort Myers894 mi
- Joplin899 mi
- Natchitoches984 mi
- Staniel Cay1,042 mi
- Amarillo1,328 mi
- Crested Butte1,540 mi
- Kanab1,863 mi
- Lake Havasu City2,011 mi
- Yakima2,176 mi
- New Hope189 mi
- Athens210 mi
- Boone281 mi
- Clemson403 mi
- Lake Placid413 mi
- Plymouth438 mi
- St. Joseph480 mi
- Pine Mountain574 mi
- Jackson634 mi
- Dothan681 mi
- Quincy705 mi
- La Crosse747 mi
- Sarasota856 mi
- St. Joseph889 mi
- Covington904 mi
- Andros1,001 mi
- Laredo1,465 mi
- Grand Junction1,622 mi
- Bryce Canyon1,832 mi
- Yuma2,071 mi
- Klamath Falls2,269 mi
- Olympia2,288 mi
- Ithaca242 mi
- Findlay316 mi
- Highlands398 mi
- Pawleys Island402 mi
- Cookeville452 mi
- Thomasville664 mi
- Marquette690 mi
- St. Petersburg826 mi
- Rock Sound996 mi
- Fort Collins1,424 mi
- McAllen1,465 mi
- Show Low1,789 mi
- South Lake Tahoe2,223 mi
- Mansfield254 mi
- Abingdon269 mi
- Cooperstown296 mi
- Beaufort319 mi
- Camden367 mi
- Saginaw419 mi
- Gainesville461 mi
- Tullahoma515 mi
- Clearwater819 mi
- Great Harbour Cay928 mi
- Brownsville1,445 mi
- Breckenridge1,484 mi
- Sierra Vista1,874 mi
- Chelan2,152 mi
- Truckee2,227 mi
- New Bern289 mi
- Lake George373 mi
- Valdosta644 mi
- Tallahassee694 mi
- Long Island1,116 mi
- Midland1,428 mi
- Montrose1,592 mi
- Mammoth Lakes2,194 mi
- Poughkeepsie283 mi
- Fayetteville288 mi
- Albany624 mi
- Pensacola794 mi
- Cat Island1,032 mi
- Abilene1,292 mi
- Glenwood Springs1,551 mi
- Binghamton234 mi
- Greenville252 mi
- Rome516 mi
- Destin769 mi
- San Salvador1,068 mi
- San Angelo1,361 mi
- Winter Park1,467 mi
- Carlsbad2,205 mi
- Panama City747 mi
- Waco1,189 mi
- Key West1,032 mi
- Killeen1,234 mi
- Marathon1,012 mi
- College Station1,184 mi
- Fresno2,252 mi
- Daytona Beach709 mi
- Tyler1,068 mi
- Mariposa2,248 mi
- Gainesville700 mi
- Longview1,035 mi
- Bakersfield2,242 mi
- Ocala728 mi
- Beaumont1,101 mi
- Melbourne778 mi
- Wichita Falls1,183 mi
- Temecula2,187 mi
- Vero Beach808 mi
- Galveston1,167 mi
- Big Bear Lake2,156 mi
- Stuart836 mi
- South Padre Island1,422 mi
- Ontario2,199 mi
- Lakeland799 mi
- Fredericksburg1,323 mi
- St. Augustine666 mi
- Kerrville1,345 mi
- Fort Pierce824 mi
- Marfa1,584 mi
- Punta Gorda879 mi
- Sugar Land1,192 mi
- Sebring830 mi
- The Woodlands1,161 mi
- Kissimmee774 mi
- McKinney1,107 mi
- Visalia2,236 mi
Questions
Flying private in Winchester
Which airports can I charter a private flight to or from in Winchester?
Bluebird flies in and out of Winchester Regional Airport (WGO) and Eastern WV Regional Airport/Shepherd Field (MRB). Choose the one closest to where you're going; you board at a private terminal (FBO), so there are no airline security lines and you can arrive shortly before departure.
How do I book a private charter from Winchester?
Enter your departure airport, destination, date and number of passengers above. You'll see a price for the whole aircraft, with taxes and fees included. Book our Learjet 60 online, or request a quote for a different size of aircraft and our team sends you a firm price.
How many passengers can fly on a charter from Winchester?
Up to 1 passenger, depending on the aircraft. For a larger group, we source a larger aircraft. You pay one price for the whole aircraft, not per seat.
What are popular private flights from Winchester?
Popular trips include Richmond (about ), Wilmington (about ), Philadelphia (about ), and Charleston (about ). Enter any route above to see a price.
Is private charter in Winchester, VA safe?
Bluebird has flown charter under FAA Part 135 since 1985. Our Learjet 60s fly under our own Part 135 certificate, with two pilots on every flight. When we source an aircraft from another vetted Part 135 operator, the operating carrier named on your quote holds operational control.
More destinations in Virginia
Your next trip from Winchester starts here
Pick your airports, date and time, and see a price for the whole aircraft, with taxes and fees included.
Get an instant price