How far is Chestertown, MD from Gwynn Oak, MD?
The driving distance from Chestertown, MD to Gwynn Oak, MD is about 74.8 miles (120.3 km), with a travel time of about 01h 34m by car.
- The straight-line flight distance is about 34.5 miles (55.6 km).
- For a round trip, plan for roughly 03h 09m 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 34m.
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 Montana, USA
Route Weather Snapshot
Check the forecast at both ends before you head out.
Driving Route Map
The map below follows the saved road route between Chestertown and Gwynn Oak.
Turn-by-Turn Driving Directions
Step-by-step road directions between Chestertown and Gwynn Oak.
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1
Start on South Cross Street
770 ft · 27 sec · South Cross Street
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2
Turn right onto Maple Avenue
1196 ft · 20 sec · Maple Avenue
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3
Continue on Chestertown Church Hill Road
773 ft · 13 sec · Chestertown Church Hill Road
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4
Continue on Church Hill Road
14.9 mi · 22 min · Church Hill Road
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5
Continue on North Liberty Street
1.3 km · 2 min · North Liberty Street
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6
Continue on Centreville Road
1.8 mi · 3 min · Centreville Road
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7
Take the ramp right toward US 301 South
1367 ft · 38 sec
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8
Merge slight left onto Blue Star Memorial Highway
24.6 mi · 35 min · Blue Star Memorial Highway
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9
Take the exit slight right toward MD 2 North: Ritchie Highway, Severna Park
2056 ft · 50 sec
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10
Merge slight left onto Governor Ritchie Highway
8 mi · 12 min · Governor Ritchie Highway
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11
Take the exit slight right toward MD 10 North, I 695: Baltimore
729 ft · 18 sec
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12
Merge slight left onto Arundel Expressway
1.1 mi · 2 min · Arundel Expressway
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13
Keep slight left to continue on Paul T. Pitcher Memorial Highway
3.8 mi · 5 min · Paul T. Pitcher Memorial Highway
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14
Take the exit slight right toward I 97 North: Baltimore
2268 ft · 55 sec
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15
Merge slight left
2.7 mi · 3 min
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16
Take the exit slight right toward I 695 West: Baltimore, Towson
1.1 mi · 1 min
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17
Merge slight right onto Baltimore Beltway
7.7 mi · 10 min · Baltimore Beltway
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18
Take the exit slight right toward US 40 East: Baltimore
1820 ft · 44 sec
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19
Turn straight onto Baltimore National Pike
957 ft · 22 sec · Baltimore National Pike
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20
Turn left onto Ingleside Avenue
1.6 mi · 3 min · Ingleside Avenue
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21
Continue on North Forest Park Avenue
1.4 mi · 4 min · North Forest Park Avenue
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22
Turn slight left onto Hillsdale Road
1.5 km · 3 min · Hillsdale Road
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23
Turn right onto Haddon Avenue
54 m · 11 sec · Haddon Avenue
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24
Turn left
18 m · 4 sec
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25
Arrive at your destination
0 m · 1 sec
Car Route Details
A richer read on the saved driving route between Chestertown 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.
Blue Star Memorial Highway
Merge slight left onto Blue Star Memorial Highway
24.6 mi · 00h 35m
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.
Sunny leaving Chestertown and Sunny near Gwynn Oak.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Chestertown to Gwynn Oak?
The road trip is about 74.8 miles (120.3 km) and usually takes 01h 34m 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?
Stevensville is a useful midpoint, sitting about 36.4 miles from Chestertown and 38.4 miles from Gwynn Oak.
How much longer is the road route than the straight-line distance?
The direct path is about 34.5 miles (55.6 km), while the road route adds roughly 40.3 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 3:20 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $10.79 one way or $21.57 round trip. Estimated CO2 is about 23.5 kg one way.
What should you check before leaving?
Before you leave, expect Sunny around Chestertown and Sunny near Gwynn Oak.
Stop Ideas Near Stevensville
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 Stevensville.
Kent Island, MD
Easton Airport, Maryland
BWI Rail Station
Pennsylvania Station
Flight Path Map
This map shows the direct air route between Chestertown and Gwynn Oak. Straight-line distance: 34.56 mi (55.62 km).
#1 Chestertown
Town in Maryland, United States
| Population | 5,001 |
| Coordinates | 39.2090000, -76.0666100 |
| Altitude | 4 |
| 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: 120 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 02h 29m |
| 40 mph (64.37 km/h) | 01h 52m |
| 50 mph (80.47 km/h) | 01h 29m |
| 60 mph (96.56 km/h) | 01h 14m |
| 70 mph (112.65 km/h) | 01h 04m |
| 80 mph (129 km/h) | 00h 55m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.09 | $10.79 | $21.57 |
| Mid-grade | $4.60 | $12.14 | $24.28 |
| Premium | $4.95 | $13.08 | $26.16 |
| Diesel | $5.98 | $15.79 | $31.57 |
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 23, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.