Origin
Leesburg, VA
Evening in Leesburg on Sunday
Local time
6:35 PM
EDT
Current temp
65°F
Unavailable
Live forecast
Trip from Leesburg, VA to Winchester, VA
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
Loading...
station data
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
Eric Joseph
Winchester, VA
Roberto Lee Cortes
Trip Overview
The drive from Leesburg, VA to Winchester, VA covers 35.4 miles and takes about 53m behind the wheel. This route is realistic as a one-day drive if you keep your stops efficient.
The route leans on VA 7 West, Leesburg Pike, Harry Byrd Highway for much of the mileage, and the overall profile is turn-heavy local drive. At current regular gas prices, budget about $5.67 one way before food or hotel costs.
Trip Pace
Same-day drive is realistic
A same-day return is realistic if you keep stops short.
Break Rhythm
0 planned breaks
A short stop every 2 to 3 hours is enough for this drive.
Midpoint
17.7 miles from Leesburg, VA
A natural place for your longest stop of the day , about 26m into the drive .
Drive Character
Expect a 53m drive with frequent turns across 35.4 miles of local and secondary roads.
This route has more turning and local-road decision points than a simple highway run.
There are about 12 navigation steps in the underlying route data, so the final approach matters more than the middle miles.
VA 7 West is one of the defining roads on this drive.
How Hard Is This Drive?
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.
Route Complexity
1/10
Very easy - short and simple to drive
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?
This route does not have any notably tricky sections. Most of the drive from Leesburg, VA to Winchester, VA is straightforward, with well-signed roads and simple exits.
Main Roads
| Road | Distance | Duration |
|---|---|---|
| VA 7 West | Unavailable | Refreshing |
| Leesburg Pike | Unavailable | Refreshing |
| Harry Byrd Highway | Unavailable | Refreshing |
| Berryville Pike | Unavailable | Refreshing |
| Berryville Avenue | Unavailable | Refreshing |
| National Avenue | Unavailable | Refreshing |
| East Lane | Unavailable | Refreshing |
| East Piccadilly Street | Unavailable | Refreshing |
Per-road distance and duration are being refreshed from OSRM for this route.
Longest stretch:
VA 7 West
— detailed segment metrics are refreshing.
Turn-by-Turn Driving Directions
Step-by-step road directions between Leesburg, VA and Winchester, VA.
1
Start on East Market Street
1.0 mi
·
3 min
·
East Market Street
2
Take the ramp straight toward VA 7 West: Winchester
0.2 mi
·
30 sec
·
VA 7 West: Winchester
3
Merge slight left onto Leesburg Pike
16 mi
·
21 min
·
Leesburg Pike
4
Continue on Harry Byrd Highway
14 mi
·
18 min
·
Harry Byrd Highway
5
Continue on Berryville Pike
3.6 mi
·
5 min
·
Berryville Pike
6
Continue on Berryville Avenue
0.9 mi
·
2 min
·
Berryville Avenue
7
Continue on National Avenue
0.4 mi
·
1 min
·
National Avenue
8
Turn left onto East Lane
240 ft
·
7 sec
·
East Lane
9
Enter the roundabout and take exit 1 toward East Piccadilly Street
62 ft
·
1 sec
·
East Piccadilly Street
10
Exit the roundabout onto East Piccadilly Street
0.1 mi
·
35 sec
·
East Piccadilly Street
11
Turn left onto North Cameron Street
125 ft
·
4 sec
·
North Cameron Street
12
Arrive at your destination
Trip Plan
Morning Departure
Leave by 9 AM and you'll arrive before lunch.
Evening Departure
Even a 4 PM departure gets you there before dark in summer.
You can normally do this drive in one day.
You may only need one short stretch break if traffic stays light.
The halfway point lands around 17.7 miles from Leesburg, VA, or about 26m into the drive.
This is a comfortable same-day trip.
Departure
Before you leave
Start with fuel, water, and navigation already sorted so the first hour feels easy.
First stop
Around 35.4 miles or 53m in
Use this first pause for coffee, a restroom break, and a quick traffic check ahead.
Halfway reset
Around 17.7 miles or 26m in
This is the best place for your longest stop, a real meal, and a full fuel check.
Final approach
Final hour starts around 45m
Traffic, exits, and arrival timing usually matter more near Winchester, VA than in the middle of the route.
Before You Leave
+
Open the route before leaving Leesburg, VA so your first major turns are already loaded.
+
Leave with enough water and a charging cable within reach, not packed away.
+
Check your fuel range against the first long segment, especially if you are starting outside city service areas.
Day 1
Settle into the route from Leesburg, VA
This is one driving day of about 35.4 miles and 53m.
Your first comfortable stop window is around 80 miles from Leesburg, VA.
This route can stay practical as a one-day drive if traffic stays reasonable.
You may only need one short stretch stop if conditions stay smooth.
Where to Stop
Rest stops, refuel points, and overnight suggestions along this route.
Halfway Point
Midpoint
About 17.7 mi from Leesburg, VA · 26m into the drive
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 35.4 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.
Arriving in Winchester, VA
The final approach into Winchester, VA usually feels slower than the middle of the drive, so avoid planning your tightest schedule at the very end.
Try to arrive with enough fuel left to skip an immediate station stop unless you already know the area around Winchester, VA.
These stop ideas are pacing suggestions — the exact town or exit can change with traffic, hotel plans, and fuel range.
Fuel & Cost
Regular Gas
$5.67 one way
$11.33 round trip
$4.07/gal
25.4 MPG avg
12 kg CO2
| Fuel Type | $/gal | One Way | Round Trip |
|---|---|---|---|
| midgrade | $4.43 | $6.17 | $12.35 |
| premium | $4.78 | $6.66 | $13.32 |
| diesel | $5.64 | $7.86 | $15.73 |
No toll roads detected on this route.
Estimated Trip Cost (one way, 1 person)
Fuel
$6
Meals
$25–$50
Total
$31–$56
Rough estimate based on US averages. Hotel $80–$140/night, meals $25–$50/day.
Estimated CO2 emission: 12.4 kg one way. Prices: EIA weekly data, 2026-04-06.
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
Evening in Winchester on Sunday
Local time
6:35 PM
EDT
Current temp
60°F
Unavailable
Live forecast
Seasonal Notes
Summer travel usually means heavier construction, hotter rest stops, and busier weekend traffic around major cities.
Winter travel shortens daylight, so a route that looks manageable on paper can feel much longer after dark.
Holiday weekends tend to make both departure and arrival windows slower than the raw route time suggests.
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
5 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
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.
Frequently Asked Questions
The drive from Leesburg, VA to Winchester, VA covers 35.4 miles and takes about 53m without stops. Add 15-30 minutes for a fuel or rest stop on longer drives.
The main roads are VA 7 West, Leesburg Pike, Harry Byrd Highway. Expect a mix of highway and local road driving.
This is a comfortable same-day trip.
The midpoint is about 17.7 miles from Leesburg, VA. Look for rest areas, gas stations, or food options near the halfway mark.
At current regular gas prices, expect to spend about $5.67 one way. This estimate uses 25.4 MPG — your actual cost will vary with your vehicle's fuel efficiency and current gas prices.
Leave by 9 AM and you'll arrive before lunch. Even a 4 PM departure gets you there before dark in summer.
The drive from Leesburg, VA to Winchester, VA is easy. At 53m with 0% highway, most drivers will find it relaxed and low-stress.
This route does not have any notably tricky sections. Most of the drive from Leesburg, VA to Winchester, VA is straightforward, with well-signed roads and simple exits.
The route from Leesburg, VA to Winchester, VA does not surface many named destination signs beyond the main corridor.
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