How far is Gwynn Oak, MD from Princess Anne, MD?
The driving distance from Gwynn Oak, MD to Princess Anne, MD is about 129.9 miles (209 km), with a travel time of about 03h 05m by car.
- The straight-line flight distance is about 94.8 miles (152.6 km).
- For a round trip, plan for roughly 06h 10m 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 03h 05m.
An early departure helps you fit a real stop into the day without turning the return into a late-night drive.
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
Rain Showers Likely
Driving Route Map
The map below follows the saved road route between Gwynn Oak and Princess Anne.
Turn-by-Turn Driving Directions
Step-by-step road directions between Gwynn Oak and Princess Anne.
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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
9.5 mi · 13 min · Baltimore Beltway
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9
Take the exit slight right toward MD 10 South: Severna Park
3143 ft · 1 min
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10
Continue on Arundel Expressway
5.9 mi · 8 min · Arundel Expressway
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11
Keep slight right to continue on Arundel Expressway
1.2 km · 1 min · Arundel Expressway
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12
Turn left onto Ritchie Highway
2.4 mi · 3 min · Ritchie Highway
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13
Continue on Governor Ritchie Highway
6.1 mi · 9 min · Governor Ritchie Highway
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14
Take the exit slight left toward US 50 East, US 301 North: Bay Bridge
919 ft · 23 sec
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15
Merge slight left onto Blue Star Memorial Highway
19.1 mi · 27 min · Blue Star Memorial Highway
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16
Keep slight right to continue on US 50 East: Ocean City, Rehoboth
6.9 mi · 10 min
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17
Turn left onto Queen Anne Highway
6.2 mi · 9 min · Queen Anne Highway
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18
Continue on Shore Highway
5.3 mi · 7 min · Shore Highway
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19
Take the exit slight right
1.4 mi · 2 min
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20
Turn slight right onto Franklin Street
2205 ft · 51 sec · Franklin Street
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21
Turn right onto South 5th Avenue
1.1 km · 2 min · South 5th Avenue
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22
Turn left onto Legion Road
86 m · 8 sec · Legion Road
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23
Turn right onto Shore Highway
8.1 mi · 11 min · Shore Highway
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24
Continue on Seashore Highway
7.5 mi · 9 min · Seashore Highway
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25
At the end of the road, turn left onto Market Street
2366 ft · 46 sec · Market Street
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26
At the end of the road, turn right onto South Main Street
1.6 mi · 2 min · South Main Street
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27
Turn right onto Sussex Highway
18.9 mi · 26 min · Sussex Highway
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28
Continue on North Salisbury Boulevard
3.8 mi · 5 min · North Salisbury Boulevard
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29
Take the exit straight toward US 13, US 50
82 m · 7 sec
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30
Keep slight left to continue on US 13, US 50 East: Norfolk, Ocean City
1.3 km · 2 min
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31
Merge slight left onto Salisbury Bypass
10.6 mi · 12 min · Salisbury Bypass
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32
Continue on South Fruitland Boulevard
3146 ft · 41 sec · South Fruitland Boulevard
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33
Continue on Ocean Highway
5.7 mi · 8 min · Ocean Highway
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34
Take the exit slight left
617 ft · 19 sec
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35
Continue on UMES Boulevard
531 ft · 11 sec · UMES Boulevard
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36
Enter the roundabout and take exit 1 toward the route
21 m · 2 sec
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37
Exit the roundabout
32 m · 2 sec
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38
Turn straight onto Somerset Avenue
1.1 mi · 2 min · Somerset Avenue
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39
Turn left onto Washington Street
41 m · 6 sec · Washington Street
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40
Arrive at your destination
0 m · 1 sec · Washington Street
Car Route Details
A richer read on the saved driving route between Gwynn Oak and Princess Anne.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
Blue Star Memorial Highway
Merge slight left onto Blue Star Memorial Highway
19.1 mi · 00h 27m
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 leaving Gwynn Oak and Rain Showers Likely near Princess Anne.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Gwynn Oak to Princess Anne?
The road trip is about 129.9 miles (209 km) and usually takes 03h 05m 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?
Hillsboro is a useful midpoint, sitting about 64.9 miles from Gwynn Oak and 64.9 miles from Princess Anne.
How much longer is the road route than the straight-line distance?
The direct path is about 94.8 miles (152.6 km), while the road route adds roughly 35.1 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 10:50 AM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $18.71 one way or $37.43 round trip. Estimated CO2 is about 40.7 kg one way.
What should you check before leaving?
Before you leave, expect Rain Showers around Gwynn Oak and Rain Showers Likely near Princess Anne.
Stop Ideas Near Hillsboro
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 Hillsboro.
Easton Airport, Maryland
Kent Island, MD
Cambridge, Maryland
Dover, Delaware
Flight Path Map
This map shows the direct air route between Gwynn Oak and Princess Anne. Straight-line distance: 94.85 mi (152.64 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 Princess Anne
Town in Maryland, United States
| Population | 3,492 |
| Coordinates | 38.2029000, -75.6924300 |
| Altitude | 5 |
| Country | United States |
End: Princess Anne (-75.69243, 38.2029)
Estimated Travel Time
Distance: 209 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 04h 19m |
| 40 mph (64.37 km/h) | 03h 14m |
| 50 mph (80.47 km/h) | 02h 35m |
| 60 mph (96.56 km/h) | 02h 09m |
| 70 mph (112.65 km/h) | 01h 51m |
| 80 mph (129 km/h) | 01h 37m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.09 | $18.71 | $37.43 |
| Mid-grade | $4.60 | $21.06 | $42.13 |
| Premium | $4.95 | $22.69 | $45.38 |
| Diesel | $5.98 | $27.39 | $54.78 |
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.