Origin
Leesburg, VA
Late night in Leesburg on Sunday
Local time
3:53 AM
EDT
Current temp
49°F
Unavailable
Live forecast
Trip from Leesburg, VA to Winchester, VA
Compiled and reviewed by the US Trip Planner planning team at COD Solutions Oy · Last reviewed Apr 19, 2026 · Editorial standards
Drive Time
53m
Distance
35.4 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 49m
★
6 AM
0h 54m
8 AM
1h 2m
10 AM
0h 57m
12 PM
0h 56m
3 PM
0h 57m
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.
Leesburg, VA
Wikimedia Commons
Winchester, VA
Wikimedia Commons
Trip Overview
If you are planning a quick excursion from Leesburg to Winchester, you can expect a manageable 35.4-mile journey that typically takes about 53 minutes. This trip is perfectly suited for a single-day outing, meaning you won't need to worry about overnight logistics. You will primarily navigate via VA 7 West, also known as Leesburg Pike and Harry Byrd Highway, as you travel through the Southeast region. With a fuel budget of just $6, it is an incredibly economical way to traverse Virginia. Because the entire route is local, it offers a straightforward transition between these two historic towns without the need for complex route planning.
Main Roads
| Road | Distance | Duration |
|---|---|---|
| Leesburg Pike | 15.5 mi | 21m |
| Harry Byrd Highway | 13.6 mi | 18m |
| Berryville Pike | 3.6 mi | 5m |
| East Market Street | 1 mi | 3m |
| Berryville Avenue | 0.9 mi | 2m |
| National Avenue | 0.4 mi | 1m |
| VA 7 BUS | 0.2 mi | <1m |
| East Piccadilly Street | 0.2 mi | <1m |
Longest stretch:
Leesburg Pike
— 15.5 mi, about 21m
Turn-by-Turn Driving Directions
Step-by-step road directions between Leesburg, VA and Winchester, VA.
1
Start on VA 7 BUS
1.0 mi
·
3 min
·
East Market Street
2
Take the ramp onto VA 7 BUS
0.2 mi
·
29 sec
·
VA 7 BUS
Toward VA 7 West: Winchester
3
Merge onto VA 7
16 mi
·
21 min
·
Leesburg Pike
4
Continue on VA 7
14 mi
·
18 min
·
Harry Byrd Highway
5
Continue on VA 7
3.6 mi
·
5 min
·
Berryville Pike
6
Continue on VA 7
0.9 mi
·
2 min
·
Berryville Avenue
7
Continue on VA 7
0.4 mi
·
1 min
·
National Avenue
8
Turn left onto VA 7
239 ft
·
7 sec
·
East Lane
9
Enter roundabout onto VA 7
64 ft
·
1 sec
·
East Piccadilly Street
10
Continue on VA 7
0.1 mi
·
35 sec
·
East Piccadilly Street
11
Turn left onto US 11; US 522
125 ft
·
4 sec
·
North Cameron Street
12
Arrive at destination
US 11; US 522
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 miles helps settle the day before fatigue starts building.
Meal break
The midpoint is around 17.7 miles from Leesburg, 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
4 of 44 decision points cluster between mile 1 and 35.4 — GPS handles the exact turns, but know they're coming. Your lane choice matters more than the turn itself.
3
1 mi into trip
|
~3m in
|
VA 7 BUS
Take the ramp onto VA 7 BUS toward VA 7 West: Winchester
Navigation decision point
Toward VA 7 West: Winchester
3
1.2 mi into trip
|
~3m in
|
VA 7 / Leesburg Pike
Merge onto VA 7 / Leesburg Pike
Merge point - match speed before joining
5
35.2 mi into trip
|
~52m in
|
VA 7 / East Piccadilly Street
Enter roundabout onto VA 7 / East Piccadilly Street
Roundabout - know your exit number before entering
5
35.4 mi into trip
|
~53m in
|
US 11; US 522 / North Cameron Street
Turn left onto US 11; US 522 / North Cameron Street
Navigation decision point
Fuel & Cost
Regular Gas
$5.54 one way
$11.07 round trip
$3.97/gal
25.4 MPG avg
12 kg CO2
| Fuel Type | $/gal | One Way | Round Trip |
|---|---|---|---|
| midgrade | $4.34 | $6.05 | $12.11 |
| premium | $4.70 | $6.55 | $13.10 |
| diesel | $5.61 | $7.82 | $15.63 |
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 | 10.6 | 0 | $3.72 | $1.70 |
| Efficient EV | 8.9 | 0 | $3.10 | $1.42 |
| EV Truck/SUV | 14.2 | 0 | $4.96 | $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
Winchester, VA
Late night in Winchester on Sunday
Local time
3:53 AM
EDT
Current temp
83°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 warmer at arrival
A meaningful temperature swing is a good cue to rethink layers, water, and how soon you want to arrive.
Road read
53m 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 haul on this route. Since the highway share is 0%, you will stay off major high-speed interstates for the duration of the 53-minute transit. The road maintains a consistent, technical character that requires your full attention behind the wheel as you navigate the turns between Leesburg and Winchester. Because there are no long, uninterrupted highway stretches, the drive feels active and engaging from start to finish. You should prepare for a steady pace that reflects the local nature of these Virginia roads.
Only 0% highway — the rest is turn-by-turn surface driving.
12 navigation steps total — most of the decisions cluster near the start and finish.
Longest single stretch: 15.5 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 around 1 miles in near VA 7 BUS.
Driving Effort
1/10
Very easy - short and simple to drive
Balances navigation complexity with total wheel time.
The drive from Leesburg, VA to Winchester, VA is easy. At 53m with 0% highway, most drivers will find it relaxed and low-stress.
Where does it get tricky?
The main spots that need attention: at 1 miles (VA 7 BUS): Navigation decision point; at 1.2 miles (VA 7 / Leesburg Pike): Merge point - match speed before joining; at 35.2 miles (VA 7 / East Piccadilly Street): Roundabout - know your exit number before entering.
About the Cities
Starting 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 53m. Total distance: 35.4 miles.
Family Friendly
Moderate complexity with 0 natural rest stops along the way.
Solo Traveler
53m drive, comfortable solo distance.
EV Driver
0 DC fast chargers along the route. Coverage: unknown.
First-Time Driver
Mostly highway driving (0%). Straightforward navigation.
Scenic Drive
Mostly surface roads route profile with national parks nearby.
Frequently Asked Questions
The longest stretch is about 15.5 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: at 1 miles (VA 7 BUS): Navigation decision point; at 1.2 miles (VA 7 / Leesburg Pike): Merge point - match speed before joining; at 35.2 miles (VA 7 / East Piccadilly Street): Roundabout - know your exit number before entering.
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 Winchester, 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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