How far is Leonardtown, MD from Annapolis, MD?
The driving distance from Leonardtown, MD to Annapolis, MD is about 68 miles (109.4 km), with a travel time of about 01h 27m by car.
- The straight-line flight distance is about 48.1 miles (77.4 km).
- For a round trip, plan for roughly 02h 55m 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 01h 27m.
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.
Census designated place
Route Weather Snapshot
Check the forecast at both ends before you head out.
Mostly Sunny
Mostly Sunny
Driving Route Map
The map below follows the saved road route between Leonardtown and Annapolis.
Turn-by-Turn Driving Directions
Step-by-step road directions between Leonardtown and Annapolis.
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1
Start on Fenwick Street
14 m · 7 sec · Fenwick Street
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2
Turn left onto Washington Street
2131 ft · 50 sec · Washington Street
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3
Turn left onto Point Lookout Road
11.7 mi · 19 min · Point Lookout Road
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4
Take the ramp straight
126 m · 11 sec
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5
Merge slight right onto Three Notch Road
6.9 mi · 10 min · Three Notch Road
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6
Continue on Leonardtown Road
10.6 mi · 15 min · Leonardtown Road
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7
Turn right onto Mattawoman Beantown Road
3.3 mi · 5 min · Mattawoman Beantown Road
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8
Merge slight left onto Crain Highway
2.5 mi · 4 min · Crain Highway
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9
Keep slight right to continue on Crain Highway
13 mi · 18 min · Crain Highway
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10
Continue on South East Crain Highway
8 mi · 11 min · South East Crain Highway
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11
Take the exit slight right toward US 50, US 301: Annapolis, Washington
714 ft · 17 sec
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12
Keep slight right to continue on US 50 East, US 301 North: Annapolis
3079 ft · 1 min
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13
Merge slight left onto John Hanson Highway
10.8 mi · 13 min · John Hanson Highway
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14
Take the exit slight right toward MD 70: Rowe Boulevard, Bestgate Road, Annapolis, Maryland Fire-Rescue Memorial, Historic Annapolis State Capital
1291 ft · 32 sec
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15
Keep slight right to continue on MD 70 : Rowe Boulevard, Annapolis South
1323 ft · 32 sec
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16
Turn straight onto Roscoe Rowe Boulevard
1.1 mi · 2 min · Roscoe Rowe Boulevard
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17
Keep slight right to continue on Roscoe Rowe Boulevard
667 ft · 13 sec · Roscoe Rowe Boulevard
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18
Turn left onto Northwest Street
792 ft · 23 sec · Northwest Street
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19
Enter the roundabout and take exit 5 toward Church Circle
544 ft · 17 sec · School Street
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20
Exit the rotary onto School Street
42 m · 6 sec · School Street
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21
Arrive at your destination
0 m · 1 sec · School Street
Car Route Details
A richer read on the saved driving route between Leonardtown and Annapolis.
Turn-heavy local drive
The route has frequent decision points for its length, so lane choice and turn timing will matter more than cruising speed.
Crain Highway
Keep slight right to continue on Crain Highway
13 mi · 00h 18m
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.
Mostly Sunny leaving Leonardtown and Mostly Sunny near Annapolis.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Leonardtown to Annapolis?
The road trip is about 68 miles (109.4 km) and usually takes 01h 27m 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?
Brandywine is a useful midpoint, sitting about 35 miles from Leonardtown and 32.9 miles from Annapolis.
How much longer is the road route than the straight-line distance?
The direct path is about 48.1 miles (77.4 km), while the road route adds roughly 19.9 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 3:34 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $9.81 one way or $19.61 round trip. Estimated CO2 is about 21.3 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny around Leonardtown and Mostly Sunny near Annapolis.
Stop Ideas Near Brandywine
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Brandywine.
Union Station
Washington Union Station
New Carrollton station
Lorton station
Flight Path Map
This map shows the direct air route between Leonardtown and Annapolis. Straight-line distance: 48.13 mi (77.45 km).
#1 Leonardtown
Town in Maryland, United States
| Population | 3,912 |
| Coordinates | 38.2912400, -76.6357900 |
| Altitude | 26 |
| Country | United States |
#2 Annapolis
City in and county seat of Anne Arundel County, Maryland, United States, and Maryland federated state capital city
| Population | 39,524 |
| Coordinates | 38.9785900, -76.4918400 |
| Altitude | 12 |
| Country | United States |
End: School Street (-76.491792, 38.978586)
Estimated Travel Time
Distance: 109 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 02h 15m |
| 40 mph (64.37 km/h) | 01h 41m |
| 50 mph (80.47 km/h) | 01h 21m |
| 60 mph (96.56 km/h) | 01h 07m |
| 70 mph (112.65 km/h) | 00h 58m |
| 80 mph (129 km/h) | 00h 50m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.09 | $9.81 | $19.61 |
| Mid-grade | $4.60 | $11.04 | $22.08 |
| Premium | $4.95 | $11.89 | $23.78 |
| Diesel | $5.98 | $14.35 | $28.70 |
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.