Origin
Winchester, VA
Late night in Winchester on Sunday
Local time
3:52 AM
EDT
Current temp
83°F
Unavailable
Live forecast
Trip from Winchester, VA to Leesburg, VA
Compiled and reviewed by the US Trip Planner planning team at COD Solutions Oy · Last reviewed Apr 19, 2026 · Editorial standards
Drive Time
54m
Distance
35.5 mi
57 km
Drive Score
6/10
Good drive
Same Day?
Yes, doable
Fuel Cost
$6
one way
EV Charging
Good
8 stations
Best Time to Leave
4 AM
0h 50m
★
6 AM
0h 54m
8 AM
1h 3m
10 AM
0h 57m
12 PM
0h 56m
3 PM
0h 58m
5 PM
1h 2m
8 PM
0h 51m
Estimated drive times based on typical traffic patterns. Actual times may vary with weather, construction, and real-time conditions.
Winchester, VA
Wikimedia Commons
Leesburg, VA
Wikimedia Commons
Trip Overview
Traveling between Winchester and Leesburg, Virginia, covers a quick 35.5-mile journey that typically takes about 43 minutes. Because this is a short trip, you can easily complete it in a single day without needing an overnight stay. You will navigate primarily through local roads, including East Piccadilly Street, East Lane, and National Avenue, rather than relying on major interstates. With an estimated fuel cost of only $6, this is a highly economical route for a quick getaway within the Southeast region. It serves as a straightforward connection between these two Virginia towns, making it a practical option for those who prefer to avoid heavy highway traffic.
Main Roads
| Road | Distance | Duration |
|---|---|---|
| Leesburg Pike | 15.4 mi | 20m |
| Harry Byrd Highway | 13.6 mi | 18m |
| Berryville Pike | 3.7 mi | 5m |
| VA 7 BUS | 1.4 mi | 4m |
| Berryville Avenue | 0.9 mi | 2m |
| National Avenue | 0.4 mi | 1m |
| East Piccadilly Street | 0.1 mi | <1m |
| East Lane | <0.1 mi | <1m |
Longest stretch:
Leesburg Pike
— 15.4 mi, about 20m
Turn-by-Turn Driving Directions
Step-by-step road directions between Winchester, VA and Leesburg, VA.
1
Start on US 11; US 522
125 ft
·
8 sec
·
North Cameron Street
2
Turn right onto VA 7
0.1 mi
·
28 sec
·
East Piccadilly Street
3
Enter roundabout onto VA 7
94 ft
·
1 sec
·
East Lane
4
Continue on VA 7
169 ft
·
4 sec
·
East Lane
5
Turn right onto VA 7
0.4 mi
·
1 min
·
National Avenue
6
Continue on VA 7
0.9 mi
·
2 min
·
Berryville Avenue
7
Continue on VA 7
3.7 mi
·
5 min
·
Berryville Pike
8
Continue on VA 7
14 mi
·
18 min
·
Harry Byrd Highway
9
Continue on VA 7
15 mi
·
20 min
·
Leesburg Pike
10
Take the exit onto VA 7 BUS
1.4 mi
·
4 min
·
VA 7 BUS
Toward VA 7 Business: Leesburg
Use the slight right lane.
11
Arrive at destination
VA 7 BUS
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Mid-route town
Meal stop
18 mi into the route
Best for: Lunch, fuel, and a longer reset
This sits close to the middle of the route, so it works well for the longest stop of the day.
Pacing Suggestions
Fuel and coffee
A short stop after about 35.5 miles helps settle the day before fatigue starts building.
Meal break
The midpoint is around 17.8 miles from Winchester, VA, which is a good place for a longer meal and fuel stop.
These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.
Heads-up: tricky spots
3 of 33 decision points cluster between mile 0 and 34.1 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
5
0 mi into trip
|
~0m in
|
VA 7 / East Piccadilly Street
Turn right onto VA 7 / East Piccadilly Street
Navigation decision point
5
0.2 mi into trip
|
~0m in
|
VA 7 / East Lane
Enter roundabout onto VA 7 / East Lane
Roundabout - know your exit number before entering
6
34.1 mi into trip
|
~49m in
|
VA 7 BUS
Take the exit onto VA 7 BUS toward VA 7 Business: Leesburg
Exit ramp - move to the correct lane early. Lane positioning matters here
Use the slight right lane.
Toward VA 7 Business: Leesburg
Fuel & Cost
Regular Gas
$5.55 one way
$11.10 round trip
$3.97/gal
25.4 MPG avg
12 kg CO2
| Fuel Type | $/gal | One Way | Round Trip |
|---|---|---|---|
| midgrade | $4.34 | $6.07 | $12.14 |
| premium | $4.70 | $6.57 | $13.14 |
| diesel | $5.61 | $7.84 | $15.68 |
No toll roads detected on this route.
Drive Cost (one way)
Fuel
$6
Estimated CO2 emission: 12.4 kg one way. Prices: EIA weekly data, 2026-04-13.
Driving Electric?
About $4 in charging · 0 stops · 67% less CO2
| Vehicle Type | kWh | Stops | DC Fast | Home Charge |
|---|---|---|---|---|
| Average EV | 10.7 | 0 | $3.73 | $1.70 |
| Efficient EV | 8.9 | 0 | $3.11 | $1.42 |
| EV Truck/SUV | 14.2 | 0 | $4.97 | $2.27 |
Gas CO2
12 kg
EV CO2
4 kg (67% less)
This trip is well within single-charge range for most EVs. No charging stops needed if you start fully charged.
DC fast charging avg $0.35/kWh. Home charging avg $0.16/kWh. US grid CO2: 0.39 kg/kWh.
Travel Intel
Current conditions at both ends of the drive.
Destination
Leesburg, VA
Late night in Leesburg on Sunday
Local time
3:52 AM
EDT
Current temp
49°F
Unavailable
Live forecast
49°F
Berryville, VA
18 mi in
Time zone
Same local time
Origin and destination are on the same clock, so arrival timing is easier to judge at a glance.
Temperature spread
34 degrees cooler at arrival
A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.
Road read
54m on the road
Use the two city cards together: check the sky where you start, then compare it with the local time and temperature at arrival.
Weather data from the National Weather Service. Conditions may change; check closer to your travel date.
What kind of drive is this?
Expect a turn-heavy local drive rather than a monotonous interstate cruise, as this route features zero percent highway travel. You will navigate a series of surface streets that demand your full attention, providing a more hands-on experience behind the wheel. Since the path is composed of local roads, you should prepare for a consistent rhythm of turns and intersections throughout the 35.5-mile duration. This drive offers a different pace compared to high-speed transit, keeping you engaged with the local road infrastructure for the entire 43-minute trip. It is a technical, steady drive that rewards careful navigation over long-distance speed.
Only 4% highway — the rest is turn-by-turn surface driving.
11 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 15.4 mi on Leesburg Pike.
How Hard Is This Drive?
1/10
Expect a hands-on drive with frequent turns and local roads rather than long highway stretches. Navigation is very simple - set it and forget it for most of the drive. The trickiest moment comes early in the drive near VA 7 / East Piccadilly Street.
Driving Effort
1/10
Very easy - short and simple to drive
Balances navigation complexity with total wheel time.
The drive from Winchester, VA to Leesburg, VA is easy. At 54m with 4% highway, most drivers will find it relaxed and low-stress.
Where does it get tricky?
The main spots that need attention: near the start (VA 7 / East Piccadilly Street): Navigation decision point; at 0.2 miles (VA 7 / East Lane): Roundabout - know your exit number before entering; at 34.1 miles (VA 7 BUS): Exit ramp - move to the correct lane early. Lane positioning matters here.
About the Cities
Arriving in Leesburg, VA
Full guide →Leesburg is in Loudoun County, Virginia. During the War of 1812, Leesburg was used as a temporary capital of the United States when the British occupied Washington.
City content from Wikivoyage (CC BY-SA 4.0) and Wikidata (CC0).
Who Is This Route For?
Weekend Trip
Doable as a same-day drive at 54m. Total distance: 35.5 miles.
Family Friendly
Moderate complexity with 0 natural rest stops along the way.
Solo Traveler
54m drive, comfortable solo distance.
EV Driver
0 DC fast chargers along the route. Coverage: unknown.
First-Time Driver
Mostly highway driving (4%). Straightforward navigation.
Scenic Drive
Mostly surface roads route profile with national parks nearby.
Frequently Asked Questions
The longest stretch is about 15.4 miles on Leesburg Pike. The full list of main roads is in the Roads section above.
Yes. At under 2 hours behind the wheel, this works well for families — plan one quick stop if you have younger kids.
The main spots that need attention: near the start (VA 7 / East Piccadilly Street): Navigation decision point; at 0.2 miles (VA 7 / East Lane): Roundabout - know your exit number before entering; at 34.1 miles (VA 7 BUS): Exit ramp - move to the correct lane early. Lane positioning matters here.
Yes — Potomac Heritage National Scenic Trail, Harpers Ferry National Historical Park and Cedar Creek & Belle Grove National Historical Park. See the National Parks section for detour distances and tips on detours.
Yes. A round trip is manageable in a single day if you plan a break at Leesburg, VA before heading back.
How this page is built
Compiled by the US Trip Planner planning team at COD Solutions Oy from open government datasets — OSRM over OpenStreetMap for geometry, EIA for fuel prices, and NPS for national parks. See our methodology for refresh cadence and limitations.
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