How far is Bowie, MD from Chestertown, MD?
The driving distance from Bowie, MD to Chestertown, MD is about 58.7 miles (94.5 km), with a travel time of about 01h 24m by car.
- The straight-line flight distance is about 40.1 miles (64.5 km).
- For a round trip, plan for roughly 02h 48m 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 24m.
A morning start gives you useful time at the destination and keeps the return out of the late evening.
This departure sits inside the recommended comfort window for the route.
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 Bowie and Chestertown.
Turn-by-Turn Driving Directions
Step-by-step road directions between Bowie and Chestertown.
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1
Start on the route
33 m · 8 sec
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2
Turn right
79 m · 21 sec
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3
Turn left onto Evergreen Parkway
968 ft · 36 sec · Evergreen Parkway
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4
Turn right onto Collington Road
1.2 km · 1 min · Collington Road
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5
Turn left onto North East Crain Highway
2520 ft · 47 sec · North East Crain Highway
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6
Take the exit slight right toward US 50, US 301: Annapolis, Washington
714 ft · 17 sec
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7
Keep slight right to continue on US 50 East, US 301 North: Annapolis
3079 ft · 1 min
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8
Merge slight left onto John Hanson Highway
10.8 mi · 13 min · John Hanson Highway
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9
Continue on Blue Star Memorial Highway
21.6 mi · 30 min · Blue Star Memorial Highway
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10
Keep slight left to continue on Blue Star Memorial Highway
5.7 mi · 8 min · Blue Star Memorial Highway
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11
Take the exit slight right toward MD 213 North
1814 ft · 50 sec
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12
Turn straight onto Centreville Road
2 mi · 3 min · Centreville Road
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13
Continue on South Commerce Street
1 km · 1 min · South Commerce Street
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14
Continue on Church Hill Road
14.9 mi · 22 min · Church Hill Road
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15
Continue on Chestertown Church Hill Road
773 ft · 13 sec · Chestertown Church Hill Road
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16
Continue on Maple Avenue
1196 ft · 28 sec · Maple Avenue
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17
Turn left onto North Cross Street
770 ft · 23 sec · North Cross Street
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18
Arrive at your destination
0 m · 1 sec · South Cross Street
Car Route Details
A richer read on the saved driving route between Bowie and Chestertown.
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
Continue on Blue Star Memorial Highway
21.6 mi · 00h 30m
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 Bowie and Mostly Sunny near Chestertown.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Bowie to Chestertown?
The road trip is about 58.7 miles (94.5 km) and usually takes 01h 24m 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?
Grasonville is a useful midpoint, sitting about 29.3 miles from Bowie and 29.4 miles from Chestertown.
How much longer is the road route than the straight-line distance?
The direct path is about 40.1 miles (64.5 km), while the road route adds roughly 18.6 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 3:42 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $8.46 one way or $16.92 round trip. Estimated CO2 is about 18.4 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny around Bowie and Mostly Sunny near Chestertown.
Stop Ideas Near Grasonville
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 Grasonville.
Kent Island, MD
Easton Airport, Maryland
Cambridge, Maryland
BWI Rail Station
Flight Path Map
This map shows the direct air route between Bowie and Chestertown. Straight-line distance: 40.07 mi (64.49 km).
#1 Bowie
The most populous city in Prince George's County, Maryland.
| Population | 58,212 |
| Coordinates | 38.9427800, -76.7302800 |
| Altitude | 42 |
| Country | United States |
#2 Chestertown
Town in Maryland, United States
| Population | 5,001 |
| Coordinates | 39.2090000, -76.0666100 |
| Altitude | 4 |
| Country | United States |
End: Chestertown (-76.06661, 39.209)
Estimated Travel Time
Distance: 95 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 01h 57m |
| 40 mph (64.37 km/h) | 01h 28m |
| 50 mph (80.47 km/h) | 01h 10m |
| 60 mph (96.56 km/h) | 00h 58m |
| 70 mph (112.65 km/h) | 00h 50m |
| 80 mph (129 km/h) | 00h 43m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.09 | $8.46 | $16.92 |
| Mid-grade | $4.60 | $9.52 | $19.04 |
| Premium | $4.95 | $10.25 | $20.51 |
| Diesel | $5.98 | $12.38 | $24.76 |
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 18, 2026
Distance to Other Cities
Planning a road trip? See the full trip guide on Trip.ovh — stops, fuel costs, weather, and departure timing.