How far is Gwynn Oak, MD from Leonardtown, MD?
The driving distance from Gwynn Oak, MD to Leonardtown, MD is about 89 miles (143.3 km), with a travel time of about 02h 13m by car.
- The straight-line flight distance is about 72 miles (115.9 km).
- For a round trip, plan for roughly 04h 26m of driving time before adding stops, traffic, or weather delays.
- A comfortable departure window is usually 8:00 AM to 10:00 AM EDT.
Reverse, save, or send this route
This route works well as a day trip with time at the destination. Copy the route link, send it to another device, or print a clean version before you head out.
This route works well as a day trip with time at the destination.
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 02h 13m.
A morning start gives you useful time at the destination and keeps the return out of the late evening.
You are leaving earlier than the recommended window, which gives you extra margin for breaks and traffic.
Halfway Point
A useful midpoint for breaks, coffee, or meeting in the middle.
Town in Maryland, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Rain Showers
Showers And Thunderstorms
Driving Route Map
The map below follows the saved road route between Gwynn Oak and Leonardtown.
Turn-by-Turn Driving Directions
Step-by-step road directions between Gwynn Oak and Leonardtown.
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1
Start on the route
18 m · 6 sec
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2
Turn right onto Haddon Avenue
54 m · 12 sec · Haddon Avenue
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3
Turn left onto Hillsdale Road
1.5 km · 3 min · Hillsdale Road
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4
Turn slight right onto West Forest Park Avenue
1.4 mi · 4 min · West Forest Park Avenue
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5
Continue on Ingleside Avenue
1.6 mi · 3 min · Ingleside Avenue
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6
Turn right onto Baltimore National Pike
2671 ft · 56 sec · Baltimore National Pike
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7
Take the ramp left toward I 695 South: Glen Burnie
2015 ft · 51 sec
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8
Merge slight left onto Baltimore Beltway
7.6 mi · 10 min · Baltimore Beltway
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9
Take the exit slight left toward I 97 South: Annapolis, Bay Bridge
1.4 km · 1 min
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10
Continue straight
8.9 mi · 10 min
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11
Keep slight right to continue on MD 32 West, MD 3 South: Bowie, Crofton
18.2 mi · 27 min
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12
Continue on Crain Highway
15.5 mi · 22 min · Crain Highway
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13
Take the exit slight left toward Lexington Park, Leonardtown
1536 ft · 39 sec
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14
Merge slight right onto Mattawoman Beantown Road
3.2 mi · 5 min · Mattawoman Beantown Road
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15
Turn left onto Leonardtown Road
10.7 mi · 15 min · Leonardtown Road
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16
Continue on Three Notch Road
6.9 mi · 10 min · Three Notch Road
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17
Turn right onto Point Lookout Road
11.7 mi · 19 min · Point Lookout Road
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18
Turn right onto Washington Street
2132 ft · 1 min · Washington Street
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19
Turn left onto Fenwick Street
17 m · 1 sec · Fenwick Street
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20
Arrive at your destination
0 m · 1 sec · Fenwick Street
Car Route Details
A richer read on the saved driving route between Gwynn Oak and Leonardtown.
Interchange-aware route
The drive includes several ramps, exits, or merges, so checking the next few maneuvers before busy interchanges is useful.
MD 32 West
Keep slight right to continue on MD 32 West, MD 3 South: Bowie, Crofton
18.2 mi · 00h 27m
Route Summary
A quick read on whether this route feels easy, ambitious, or worth planning around.
A comfortable day-trip route
This route works well as a day trip. You can leave in the morning, spend meaningful time at the destination, and still return the same day.
Rain Showers leaving Gwynn Oak and Showers And Thunderstorms near Leonardtown.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Gwynn Oak to Leonardtown?
The road trip is about 89 miles (143.3 km) and usually takes 02h 13m in normal driving conditions.
Is this a same-day trip or an overnight route?
This route works well as a day trip. You can leave in the morning, spend meaningful time at the destination, and still return the same day.
What is the halfway point on this route?
Upper Marlboro is a useful midpoint, sitting about 44.6 miles from Gwynn Oak and 44.5 miles from Leonardtown.
How much longer is the road route than the straight-line distance?
The direct path is about 72 miles (115.9 km), while the road route adds roughly 17 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 8:00 AM to 10:00 AM EDT. If you want a more comfortable same-day return, try to leave by 2:04 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $12.83 one way or $25.66 round trip. Estimated CO2 is about 27.9 kg one way.
What should you check before leaving?
Before you leave, expect Rain Showers around Gwynn Oak and Showers And Thunderstorms near Leonardtown.
Stop Ideas Near Upper Marlboro
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
United States Capitol
THEARC: Town Hall Education Arts Recreation Campus
Kenhill Center
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Upper Marlboro.
New Carrollton station
Washington Union Station
Union Station
BWI Rail Station
Flight Path Map
This map shows the direct air route between Gwynn Oak and Leonardtown. Straight-line distance: 72.02 mi (115.9 km).
#1 Gwynn Oak
A census-designated place in Baltimore County, Maryland.
| Population | 47,092 |
| Coordinates | 39.3326100, -76.6927500 |
| Altitude | 130 |
| Country | United States |
#2 Leonardtown
Town in Maryland, United States
| Population | 3,912 |
| Coordinates | 38.2912400, -76.6357900 |
| Altitude | 26 |
| Country | United States |
End: Leonardtown (-76.63579, 38.29124)
Estimated Travel Time
Distance: 143 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 02h 58m |
| 40 mph (64.37 km/h) | 02h 13m |
| 50 mph (80.47 km/h) | 01h 46m |
| 60 mph (96.56 km/h) | 01h 29m |
| 70 mph (112.65 km/h) | 01h 16m |
| 80 mph (129 km/h) | 01h 06m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.09 | $12.83 | $25.66 |
| Mid-grade | $4.60 | $14.44 | $28.88 |
| Premium | $4.95 | $15.56 | $31.11 |
| Diesel | $5.98 | $18.78 | $37.55 |
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 Maryland · 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.