How far is Winchester, VA from Leesburg, VA?
The driving distance from Winchester, VA to Leesburg, VA is about 35.5 miles (57.1 km), with a travel time of about 00h 43m by car.
- The straight-line flight distance is about 32.5 miles (52.3 km).
- For a round trip, plan for roughly 01h 26m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 7:00 AM to 7:00 PM EDT.
Reverse, save, or send this route
This is an easy same-day return drive. Copy the route link, send it to another device, or print a clean version before you head out.
This is an easy same-day return drive.
Flight Distance
Driving Distance
Gas Cost Calculator
Leave and Arrive Planner
Pick a departure time to see your estimated arrival and same-day return window.
Drive time stays fixed at 00h 43m.
This is a short drive, so your comfort window is wide. Traffic and current weather matter more than the clock.
This departure sits inside the recommended comfort window for the route.
Halfway Point
A useful midpoint for breaks, coffee, or meeting in the middle.
Town in Virginia, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Mostly Sunny
Sunny
Driving Route Map
The map below follows the saved road route between Winchester and Leesburg.
Turn-by-Turn Driving Directions
Step-by-step road directions between Winchester and Leesburg.
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1
Start on North Cameron Street
38 m · 9 sec · North Cameron Street
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2
Turn right onto East Piccadilly Street
777 ft · 29 sec · East Piccadilly Street
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3
Enter the roundabout and take exit 2 toward East Lane
29 m · 2 sec · East Lane
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4
Exit the roundabout onto East Lane
52 m · 4 sec · East Lane
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5
Turn right onto National Avenue
2063 ft · 1 min · National Avenue
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6
Continue on Berryville Avenue
1.4 km · 2 min · Berryville Avenue
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7
Continue on Berryville Pike
3.7 mi · 6 min · Berryville Pike
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8
Continue on Harry Byrd Highway
13.6 mi · 19 min · Harry Byrd Highway
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9
Continue on Leesburg Pike
15.4 mi · 21 min · Leesburg Pike
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10
Take the exit slight right toward VA 7 Business: Leesburg
1.4 mi · 5 min
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11
Arrive at your destination
0 m · 1 sec · East Market Street
Car Route Details
A richer read on the saved driving route between Winchester and Leesburg.
Turn-heavy local drive
The route has frequent decision points for its length, so lane choice and turn timing will matter more than cruising speed.
Leesburg Pike
Continue on Leesburg Pike
15.4 mi · 00h 21m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
A short regional drive
This route is short enough to handle as a quick errand, commute, or easy same-day return without much planning overhead.
Mostly Sunny leaving Winchester and Sunny near Leesburg.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Winchester to Leesburg?
The road trip is about 35.5 miles (57.1 km) and usually takes 00h 43m in normal driving conditions.
Is this a same-day trip or an overnight route?
This route is short enough to handle as a quick errand, commute, or easy same-day return without much planning overhead.
What is the halfway point on this route?
Berryville is a useful midpoint, sitting about 17.7 miles from Winchester and 17.8 miles from Leesburg.
How much longer is the road route than the straight-line distance?
The direct path is about 32.5 miles (52.3 km), while the road route adds roughly 3 extra miles because roads do not follow the straight air line.
When is the best time to leave for this route?
A good departure window is usually 7:00 AM to 7:00 PM EDT. If you want a more comfortable same-day return, try to leave by 7:04 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $4.95 one way or $9.90 round trip. Estimated CO2 is about 11.1 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny around Winchester and Sunny near Leesburg.
Stop Ideas Near Berryville
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Berryville.
Harpers Ferry
Martinsburg station
Frederick, MD
Hagerstown, MD
Flight Path Map
This map shows the direct air route between Winchester and Leesburg. Straight-line distance: 32.5 mi (52.3 km).
#1 Winchester
Independent city in Virginia, United States
| Population | 27,700 |
| Coordinates | 39.1856600, -78.1633300 |
| Altitude | 216 |
| Country | United States |
#2 Leesburg
Historic town within and the county seat of Loudoun County, Virginia, United States
| Population | 54,488 |
| Coordinates | 39.1156600, -77.5636000 |
| Altitude | 104 |
| Country | United States |
End: East Market Street (-77.563789, 39.115244)
Estimated Travel Time
Distance: 57 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 10m |
| 40 mph (64.37 km/h) | 00h 53m |
| 50 mph (80.47 km/h) | 00h 42m |
| 60 mph (96.56 km/h) | 00h 35m |
| 70 mph (112.65 km/h) | 00h 30m |
| 80 mph (129 km/h) | 00h 26m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.96 | $4.95 | $9.90 |
| Mid-grade | $4.43 | $5.54 | $11.07 |
| Premium | $4.78 | $5.97 | $11.94 |
| Diesel | $5.62 | $7.03 | $14.06 |
Assumes 8.3 L/100 km (about 28.3 MPG). CO2 is an estimate and varies by vehicle, fuel blend, traffic, and terrain.
Prices in Virginia · May 19, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.