How far is Leesburg, VA from South Boston, VA?
The driving distance from Leesburg, VA to South Boston, VA is about 235.6 miles (379.2 km), with a travel time of about 05h 01m by car.
- The straight-line flight distance is about 182.2 miles (293.2 km).
- For a round trip, plan for roughly 10h 03m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 6:00 AM to 8:00 AM EDT.
Reverse, save, or send this route
This drive is better planned with a longer stop or an overnight stay. Copy the route link, send it to another device, or print a clean version before you head out.
This drive is better planned with a longer stop or an overnight stay.
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 05h 01m.
An early departure helps you fit a real stop into the day without turning the return into a late-night drive.
This departure sits inside the recommended comfort window for the route.
Halfway Point
A useful midpoint for breaks, coffee, or meeting in the middle.
Census designated place
Route Weather Snapshot
Check the forecast at both ends before you head out.
Rain Showers Likely
Chance Rain Showers
Driving Route Map
The map below follows the saved road route between Leesburg and South Boston.
Turn-by-Turn Driving Directions
Step-by-step road directions between Leesburg and South Boston.
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1
Start on East Market Street
69 m · 15 sec · East Market Street
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2
Turn left onto South King Street
1.1 mi · 3 min · South King Street
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3
Take the exit left toward VA 7 East, US 15 North: Alexandria, Leesburg Bypass
1149 ft · 30 sec
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4
Merge slight left onto Leesburg Bypass
1646 ft · 26 sec · Leesburg Bypass
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5
Take the exit slight right toward VA 267 East: Dulles Airport, Washington
1767 ft · 43 sec
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6
Continue on Dulles Greenway
11.6 mi · 14 min · Dulles Greenway
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7
Take the exit slight right toward VA 28 South: Dulles Airport, Centreville
2285 ft · 56 sec
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8
Keep slight right to continue on VA 28 South: Centreville
1.2 km · 2 min
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9
Merge slight left onto Sully Road
4.6 mi · 6 min · Sully Road
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10
Take the exit slight right toward US 50: Winchester, Fairfax
995 ft · 24 sec
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11
Keep slight left to continue on US 50 East: Fairfax
1360 ft · 33 sec
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12
Keep slight right to continue on US 50 East: Fairfax
1491 ft · 37 sec
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13
Merge slight left onto Route 50
3.2 mi · 6 min · Route 50
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14
Take the exit slight right toward VA 286 South: Fairfax County Parkway
1515 ft · 46 sec
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15
Turn right onto Fairfax County Parkway
7.7 mi · 12 min · Fairfax County Parkway
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16
Take the exit slight right toward VA 123 North: Ox Road
934 ft · 32 sec
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17
Keep slight left to continue on VA 123 South: Ox Road
671 ft · 25 sec
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18
Turn left onto Ox Road
8.7 mi · 13 min · Ox Road
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19
Continue on Gordon Boulevard
1.4 km · 2 min · Gordon Boulevard
-
20
Take the exit slight right toward I 95 South: Fredericksburg
1350 ft · 33 sec
-
21
Merge slight left
26 mi · 31 min
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22
Keep slight left
54.8 mi · 1 hr 1 min
-
23
Take the exit slight right toward I 195 South, I 64 West: Charlottesville
867 ft · 19 sec
-
24
Keep slight left to continue on I 195 South
2102 ft · 33 sec
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25
Continue on Beltline Expressway
2.1 mi · 3 min · Beltline Expressway
-
26
Keep slight left to continue on Powhite Parkway
2.2 mi · 3 min · Powhite Parkway
-
27
Keep slight left to continue on E-ZPass Only (Powhite Parkway)
1.6 km · 2 min · E-ZPass Only (Powhite Parkway)
-
28
Merge slight right onto Powhite Parkway
8.6 mi · 11 min · Powhite Parkway
-
29
Take the exit slight right toward VA 288 South: Amelia, Chesterfield
2090 ft · 52 sec
-
30
Keep slight left
2773 ft · 1 min
-
31
Merge slight left onto World War II Veterans Memorial Highway
1.9 mi · 2 min · World War II Veterans Memorial Highway
-
32
Take the exit slight right toward US 360 West: Hull Street Road, Amelia
1786 ft · 44 sec
-
33
Merge slight left onto Hull Street Road
13.9 mi · 20 min · Hull Street Road
-
34
Continue on Patrick Henry Highway
24.6 mi · 31 min · Patrick Henry Highway
-
35
Continue on West Colonial Trail Highway
1.5 mi · 2 min · West Colonial Trail Highway
-
36
Keep slight left to continue on Patrick Henry Highway
17.3 mi · 22 min · Patrick Henry Highway
-
37
Keep slight left to continue on Kings Highway
22.4 mi · 27 min · Kings Highway
-
38
Continue on James D Hagood Highway
14.6 mi · 18 min · James D Hagood Highway
-
39
Continue on John Randolph Boulevard
2785 ft · 58 sec · John Randolph Boulevard
-
40
Turn right onto Hodges Street
2877 ft · 1 min · Hodges Street
-
41
At the end of the road, turn left onto North Main Street
2465 ft · 51 sec · North Main Street
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42
Arrive at your destination
0 m · 1 sec · North Main Street
Car Route Details
A richer read on the saved driving route between Leesburg and South Boston.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
I 95 South
Keep slight left
54.8 mi · 01h 01m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
A longer out-and-back drive
This is still possible in one day, but it becomes a long driving day. Leaving early and planning your stop window matters more here.
Rain Showers Likely leaving Leesburg and Chance Rain Showers near South Boston.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Leesburg to South Boston?
The road trip is about 235.6 miles (379.2 km) and usually takes 05h 01m in normal driving conditions.
Is this a same-day trip or an overnight route?
This is still possible in one day, but it becomes a long driving day. Leaving early and planning your stop window matters more here.
What is the halfway point on this route?
Chamberlayne is a useful midpoint, sitting about 117.8 miles from Leesburg and 117.8 miles from South Boston.
How much longer is the road route than the straight-line distance?
The direct path is about 182.2 miles (293.2 km), while the road route adds roughly 53.4 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 6:00 AM to 8:00 AM EDT. If you want a more comfortable same-day return, try to leave by 6:56 AM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $32.92 one way or $65.83 round trip. Estimated CO2 is about 73.9 kg one way.
What should you check before leaving?
Before you leave, expect Rain Showers Likely around Leesburg and Chance Rain Showers near South Boston.
Stop Ideas Near Chamberlayne
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Town Hall
Old City Hall
City of Richmond Virginia (City Hall)
City Hall
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Chamberlayne.
Richmond Staples Mill Road station
Richmond Main Street Station
Ashland
Petersburg station
Flight Path Map
This map shows the direct air route between Leesburg and South Boston. Straight-line distance: 182.22 mi (293.25 km).
#1 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 |
#2 South Boston
Town in Halifax County, Virginia, United States
| Population | 7,519 |
| Coordinates | 36.6987500, -78.9014000 |
| Altitude | 131 |
| Country | United States |
End: South Boston (-78.9014, 36.69875)
Estimated Travel Time
Distance: 379 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 07h 51m |
| 40 mph (64.37 km/h) | 05h 53m |
| 50 mph (80.47 km/h) | 04h 42m |
| 60 mph (96.56 km/h) | 03h 55m |
| 70 mph (112.65 km/h) | 03h 21m |
| 80 mph (129 km/h) | 02h 56m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $3.96 | $32.92 | $65.83 |
| Mid-grade | $4.43 | $36.80 | $73.61 |
| Premium | $4.78 | $39.71 | $79.41 |
| Diesel | $5.62 | $46.74 | $93.47 |
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 · Apr 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.