How far is South Boston, VA from Leesburg, VA?

The driving distance from South Boston, VA to Leesburg, VA is about 213.6 miles (343.8 km), with a travel time of about 04h 16m by car.

  • The straight-line flight distance is about 182.2 miles (293.2 km).
  • For a round trip, plan for roughly 08h 33m of driving time before adding stops, traffic, or weather delays.
  • A comfortable departure window is usually 6:00 AM to 8:00 AM EDT.
Trip Tools

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.

Reverse Route
Quick Snapshot
Road
213.64 mi
04h 16m
Flight
182.22 mi
293.25 km direct

This drive is better planned with a longer stop or an overnight stay.

Learn Distance

Choose another destination from South Boston.

Flight Distance

Direct air line
182.22 mi
Kilometers
293.25 km
Flight Time
00h 21m

Driving Distance

Road route
213.64 mi
Kilometers
343.82 km
Drive Time
04h 16m

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 04h 16m.

Arrival Snapshot
Arrive in Leesburg
Sun, Apr 19, 10:25 AM EDT
Return by in South Boston
Sun, Apr 19, 2:42 PM EDT
Useful when you're deciding between a quick errand, a day trip, or a longer stop.
Leave South Boston
2026-04-19T06:09
Arrive Leesburg
Sun, Apr 19, 10:25 AM EDT
Route Timing
04h 16m
One way by road
Best Departure Window
6:00 AM to 8:00 AM EDT
Leave early for more breathing room
Arrive between
10:17 AM to 12:17 PM EDT

An early departure helps you fit a real stop into the day without turning the return into a late-night drive.

Leave by
8:26 AM EDT
Keeps a same-day return open with about 04h 00m at the destination.
Back in South Boston
9:00 PM EDT
Early departure recommended

This departure sits inside the recommended comfort window for the route.

Halfway Point

A useful midpoint for breaks, coffee, or meeting in the middle.

Mid-route stop
Glen Allen
VA

Town in Alabama, USA

From South Boston
119.4 mi
02h 08m
To Leesburg
94.2 mi
02h 08m

Route Weather Snapshot

Check the forecast at both ends before you head out.

Origin
69°F
Sunday

Chance Rain Showers

Starts
Sun, Apr 19 6:00 AM EDT
Wind
9 to 13 mph NW
Destination
67°F
Sunday

Rain Showers Likely

Starts
Sun, Apr 19 6:00 AM EDT
Wind
12 to 17 mph W

Driving Route Map

The map below follows the saved road route between South Boston and Leesburg.

Turn-by-Turn Driving Directions

Step-by-step road directions between South Boston and Leesburg.

  1. 1

    Start on North Main Street

    2465 ft · 54 sec · North Main Street

  2. 2

    Turn right onto Hodges Street

    2877 ft · 59 sec · Hodges Street

  3. 3

    Turn left onto John Randolph Boulevard

    2910 ft · 1 min · John Randolph Boulevard

  4. 4

    Continue on James D Hagood Highway

    14.5 mi · 18 min · James D Hagood Highway

  5. 5

    Continue on Kings Highway

    39.7 mi · 48 min · Kings Highway

  6. 6

    Merge slight left onto West Colonial Trail Highway

    1.5 mi · 2 min · West Colonial Trail Highway

  7. 7

    Keep slight left to continue on West Patrick Henry Highway

    24.6 mi · 31 min · West Patrick Henry Highway

  8. 8

    Continue on Hull Street Road

    14.2 mi · 21 min · Hull Street Road

  9. 9

    Take the exit slight right toward VA 288 North: Powhite Parkway

    1244 ft · 31 sec

  10. 10

    Merge slight left onto World War II Veterans Memorial Highway

    2.1 mi · 2 min · World War II Veterans Memorial Highway

  11. 11

    Take the exit slight right toward VA 76: Lucks Lane, Old Hundred Road

    1218 ft · 30 sec

  12. 12

    Keep slight right to continue on VA 76 Toll North: Powhite Parkway, Richmond

    2500 ft · 1 min

  13. 13

    Merge slight left onto Powhite Parkway

    8.5 mi · 11 min · Powhite Parkway

  14. 14

    Keep slight right to continue on Powhite Parkway

    1.8 mi · 3 min · Powhite Parkway

  15. 15

    Keep slight left to continue on Powhite Parkway

    1.5 km · 1 min · Powhite Parkway

  16. 16

    Merge slight left onto Beltline Expressway

    2.2 mi · 3 min · Beltline Expressway

  17. 17

    Keep slight right to continue on I 95, I 64 East: Washington, Norfolk

    153 m · 12 sec

  18. 18

    Keep slight left to continue on I 95 North: Washington

    1.2 km · 2 min

  19. 19

    Merge slight left onto Richmond-Petersburg Turnpike

    51.8 mi · 57 min · Richmond-Petersburg Turnpike

  20. 20

    Keep slight right

    1.6 mi · 2 min

  21. 21

    Keep slight left

    1 mi · 1 min

  22. 22

    Merge slight left

    35 mi · 41 min

  23. 23

    Keep slight right to continue on Henry G. Shirley Memorial Highway

    1 km · 52 sec · Henry G. Shirley Memorial Highway

  24. 24

    Take the exit slight right toward I 495 North: Tysons Corner

    1.4 mi · 2 min

  25. 25

    Merge slight left onto Capital Beltway

    1 mi · 1 min · Capital Beltway

  26. 26

    Keep slight right to continue on Capital Beltway

    9.5 mi · 12 min · Capital Beltway

  27. 27

    Take the exit slight left toward VA 267 Toll West: Reston, Herndon, Dulles Airport

    1614 ft · 39 sec

  28. 28

    Merge slight right onto Dulles Toll Road

    1.1 mi · 1 min · Dulles Toll Road

  29. 29

    Keep slight left

    1869 ft · 23 sec

  30. 30

    Merge slight right onto Dulles Toll Road

    80 m · 4 sec · Dulles Toll Road

  31. 31

    Take the exit slight right toward VA 7: Tysons Corner, Leesburg, Leesburg Pike

    1499 ft · 37 sec

  32. 32

    Keep slight right to continue on VA 7 West: Leesburg Pike, Leesburg

    702 ft · 17 sec

  33. 33

    Merge slight left onto Leesburg Pike

    18.1 mi · 27 min · Leesburg Pike

  34. 34

    Continue on East Market Street

    3 mi · 7 min · East Market Street

  35. 35

    Arrive at your destination

    0 m · 1 sec · East Market Street

Car Route Details

A richer read on the saved driving route between South Boston and Leesburg.

OSRM road route
Drive Character

Highway-focused drive

Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.

Directions
35 steps
3 turns on the saved route
Ramps & Exits
15
10 merges, 5 ramps or exits
Navigation Density
16.4 / 100 mi
Decision points by distance
Main Roads
Richmond-Petersburg Turnpike
89.4 mi · 42%
Kings Highway
39.7 mi · 19%
West Patrick Henry Highway
24.6 mi · 12%
Leesburg Pike
18.1 mi · 8%
James D Hagood Highway
14.5 mi · 7%
Hull Street Road
14.2 mi · 7%
Longest Stretch

Richmond-Petersburg Turnpike

Merge slight left onto Richmond-Petersburg Turnpike

51.8 mi · 00h 57m

Route Summary

A quick read on whether this route feels easy, ambitious, or worth planning around.

Trip Read

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.

Drive Time
04h 16m
Long day trip
Same-Day Return
08h 34m
Round-trip wheel time
Road vs Air
+31.4 mi
182.2 mi direct line
Halfway Stop
Glen Allen
02h 08m from South Boston
Leave By
8:26 AM EDT
Early departure recommended
Weather Watch

Chance Rain Showers leaving South Boston and Rain Showers Likely near Leesburg.

Trip Questions

Direct answers travelers usually want before committing to the drive.

How long does it take to drive from South Boston to Leesburg?

The road trip is about 213.6 miles (343.8 km) and usually takes 04h 16m 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?

Glen Allen is a useful midpoint, sitting about 119.4 miles from South Boston and 94.2 miles from Leesburg.

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 31.4 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 8:26 AM EDT.

How much will gas cost for this route?

Using about 28.3 MPG, regular gas is estimated at $29.87 one way or $59.73 round trip. Estimated CO2 is about 67 kg one way.

What should you check before leaving?

Before you leave, expect Chance Rain Showers around South Boston and Rain Showers Likely near Leesburg.

Stop Ideas Near Glen Allen

Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.

Mid-route Guidance
These suggestions come from reviewed places and nearby services around Glen Allen and the surrounding midpoint area.
Town Hall
Food stop 8.4 mi away

Town Hall

Richmond , VA
3123 W Cary St, Richmond, VA 23221
Rating 4.9/5 13 reviews Restaurant
Old City Hall
Scenic stop 9.1 mi away

Old City Hall

Richmond , VA
1001 E Broad St, Richmond, VA 23219, United States
Rating 4.4/5 32 reviews Tourist attraction,Land surveyor,Historical landmark
City of Richmond Virginia (City Hall)
Meeting point 9 mi away

City of Richmond Virginia (City Hall)

Richmond , VA
900 E Broad St, Richmond, VA 23219
Rating 2.9/5 40 reviews City government office,Police department,Tax assessor
City Hall
Nearby stop 9 mi away

City Hall

Richmond , VA
900 E Broad St, Richmond, VA 23219
Rating 3.9/5 85 reviews Bike sharing station

Transit and Meeting Points

Useful pickup, handoff, or rendezvous points close to Glen Allen.

RAIL

Richmond Staples Mill Road station

6 mi away
7519 Staples Mill Road
RAIL

Ashland

11 mi away
112 North Railroad Avenue
RAIL

Richmond Main Street Station

16 mi away
1500 East Main Street
RAIL

Petersburg station

48 mi away
3516 South Street

Flight Path Map

This map shows the direct air route between South Boston and Leesburg. Straight-line distance: 182.22 mi (293.25 km).

South Boston

#1 South Boston

Town in Halifax County, Virginia, United States

Population7,519
Coordinates36.6987500, -78.9014000
Altitude131
CountryUnited States
Leesburg

#2 Leesburg

Historic town within and the county seat of Loudoun County, Virginia, United States

Population54,488
Coordinates39.1156600, -77.5636000
Altitude104
CountryUnited States
Start: North Main Street (-78.901443, 36.698789)
End: East Market Street (-77.563789, 39.115244)

Estimated Travel Time

Distance: 344 km by road

SpeedTime
30 mph (48.3 km/h)07h 07m
40 mph (64.37 km/h)05h 20m
50 mph (80.47 km/h)04h 16m
60 mph (96.56 km/h)03h 33m
70 mph (112.65 km/h)03h 03m
80 mph (129 km/h)02h 39m

Fuel, Round Trip and CO2

Estimated fuel cost and emissions for this route.

One-way fuel
7.54 gal
28.54 L · about $29.87
Round trip
$59.73
15.08 gal · 57.08 L
Estimated CO2
67 kg one way
Round trip: 134 kg / 295 lb CO2, using regular gasoline.
Fuel$/galOne wayRound trip
Regular gas $3.96 $29.87 $59.73
Mid-grade $4.43 $33.39 $66.79
Premium $4.78 $36.03 $72.05
Diesel $5.62 $42.40 $84.81

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

There is no time difference between South Boston and Leesburg. The current time is 06:09:05.

Distance to Other Cities

Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.

How did we calculate? Place names are translated into coordinates. The Haversine formula calculates straight-line distance; driving distance uses road network data.