How far is Oakland, MD from Gwynn Oak, MD?
The driving distance from Oakland, MD to Gwynn Oak, MD is about 181.2 miles (291.6 km), with a travel time of about 03h 06m by car.
- The straight-line flight distance is about 145 miles (233.4 km).
- For a round trip, plan for roughly 06h 13m 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 06m.
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
Route Weather Snapshot
Check the forecast at both ends before you head out.
Mostly Cloudy
Driving Route Map
The map below follows the saved road route between Oakland and Gwynn Oak.
Turn-by-Turn Driving Directions
Step-by-step road directions between Oakland and Gwynn Oak.
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1
Start on the route
7 m · 7 sec
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2
Turn left onto East Alder Street
89 m · 18 sec · East Alder Street
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3
Turn left onto South 4th Street
2196 ft · 1 min · South 4th Street
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4
Turn left onto Memorial Drive
98 m · 13 sec · Memorial Drive
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5
Turn right onto North 3rd Street
1823 ft · 52 sec · North 3rd Street
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6
Continue on Garrett Highway
7.2 mi · 11 min · Garrett Highway
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7
Turn right onto Glendale Road
5.4 mi · 8 min · Glendale Road
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8
Turn left onto Bittinger Road
13.4 mi · 23 min · Bittinger Road
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9
Take the ramp slight right
2327 ft · 57 sec
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10
Merge slight left onto National Freeway
61.4 mi · 1 hr 9 min · National Freeway
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11
Continue on Dwight D Eisenhower Highway
4.7 mi · 5 min · Dwight D Eisenhower Highway
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12
Continue on I 70, US 40 (Dwight D Eisenhower Highway)
3.3 mi · 4 min · I 70, US 40 (Dwight D Eisenhower Highway)
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13
Continue on Dwight D Eisenhower Highway
66.3 mi · 1 hr 11 min · Dwight D Eisenhower Highway
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14
Continue straight
6.5 mi · 7 min
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15
Keep slight left to continue on Baltimore
11.4 mi · 13 min
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16
Take the exit slight right toward Security Boulevard
1469 ft · 36 sec
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17
Turn straight onto Security Boulevard
916 ft · 22 sec · Security Boulevard
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18
Turn right onto North Forest Park Avenue
1.4 mi · 4 min · North Forest Park Avenue
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19
Turn slight left onto Hillsdale Road
1.5 km · 3 min · Hillsdale Road
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20
Turn right onto Haddon Avenue
54 m · 11 sec · Haddon Avenue
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21
Turn left
18 m · 4 sec
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22
Arrive at your destination
0 m · 1 sec
Car Route Details
A richer read on the saved driving route between Oakland and Gwynn Oak.
Highway-focused drive
Most of the mileage stays on named highways, so the important moments are ramps, exits, merges, and the final local approach.
Dwight D Eisenhower Highway
Continue on Dwight D Eisenhower Highway
66.3 mi · 01h 11m
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.
Mostly Sunny leaving Oakland and Mostly Cloudy near Gwynn Oak.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Oakland to Gwynn Oak?
The road trip is about 181.2 miles (291.6 km) and usually takes 03h 06m 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?
Hancock is a useful midpoint, sitting about 91.7 miles from Oakland and 89.5 miles from Gwynn Oak.
How much longer is the road route than the straight-line distance?
The direct path is about 145 miles (233.4 km), while the road route adds roughly 36.2 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 10:46 AM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $26.11 one way or $52.22 round trip. Estimated CO2 is about 56.8 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny around Oakland and Mostly Cloudy near Gwynn Oak.
Stop Ideas Near Hancock
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 Hancock.
Hancock, MD
Martinsburg station
Hagerstown, MD
Cumberland, MD
Flight Path Map
This map shows the direct air route between Oakland and Gwynn Oak. Straight-line distance: 145.05 mi (233.44 km).
#1 Oakland
Town in the west-central part of Garrett County, Maryland, United States
| Population | 1,873 |
| Coordinates | 39.4078700, -79.4067100 |
| Altitude | 731 |
| Country | United States |
#2 Gwynn Oak
A census-designated place in Baltimore County, Maryland.
| Population | 47,092 |
| Coordinates | 39.3326100, -76.6927500 |
| Altitude | 130 |
| Country | United States |
End: (-76.692724, 39.332601)
Estimated Travel Time
Distance: 292 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 06h 02m |
| 40 mph (64.37 km/h) | 04h 31m |
| 50 mph (80.47 km/h) | 03h 37m |
| 60 mph (96.56 km/h) | 03h 01m |
| 70 mph (112.65 km/h) | 02h 35m |
| 80 mph (129 km/h) | 02h 15m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.09 | $26.11 | $52.22 |
| Mid-grade | $4.60 | $29.39 | $58.78 |
| Premium | $4.95 | $31.66 | $63.31 |
| Diesel | $5.98 | $38.21 | $76.42 |
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 · Jun 01, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.