How far is Frederick, MD from Chestertown, MD?
The driving distance from Frederick, MD to Chestertown, MD is about 107.9 miles (173.6 km), with a travel time of about 02h 24m by car.
- The straight-line flight distance is about 73.3 miles (117.9 km).
- For a round trip, plan for roughly 04h 49m 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 02h 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.
Town in Maryland, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Mostly Sunny then Slight Chance Rain Showers
Mostly Sunny
Driving Route Map
The map below follows the saved road route between Frederick and Chestertown.
Turn-by-Turn Driving Directions
Step-by-step road directions between Frederick and Chestertown.
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1
Start on East Patrick Street
37 m · 8 sec · East Patrick Street
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2
Turn right onto North Market Street
133 m · 19 sec · North Market Street
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3
Turn right onto East Church Street
1577 ft · 48 sec · East Church Street
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4
Turn right onto North East Street
1 km · 2 min · North East Street
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5
Enter the roundabout and take exit 1 toward East Street
31 m · 2 sec · East Street
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6
Exit the roundabout onto East Street
742 ft · 15 sec · East Street
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7
Continue on Buckeystown Pike
807 ft · 18 sec · Buckeystown Pike
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8
Take the ramp slight left toward I 70 East, US 40 East
1853 ft · 45 sec
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9
Merge slight left
21 mi · 23 min
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10
Continue straight
6.5 mi · 7 min
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11
Keep slight left to continue on Baltimore
4.6 mi · 5 min
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12
Take the exit slight right toward US 29 South: Columbia, Washington
1.2 km · 2 min
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13
Merge slight left onto Columbia Pike
2.3 mi · 3 min · Columbia Pike
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14
Take the exit slight left toward MD 100 East: Glen Burnie
2796 ft · 43 sec
-
15
Continue straight
17.5 mi · 24 min
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16
Merge slight left onto Arundel Expressway
1653 ft · 26 sec · Arundel Expressway
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17
Keep slight right to continue on Arundel Expressway
1.2 km · 1 min · Arundel Expressway
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18
Turn left onto Ritchie Highway
2.4 mi · 3 min · Ritchie Highway
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19
Continue on Governor Ritchie Highway
6.1 mi · 9 min · Governor Ritchie Highway
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20
Take the exit slight left toward US 50 East, US 301 North: Bay Bridge
919 ft · 23 sec
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21
Merge slight left onto Blue Star Memorial Highway
19.1 mi · 27 min · Blue Star Memorial Highway
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22
Keep slight left to continue on Blue Star Memorial Highway
5.7 mi · 8 min · Blue Star Memorial Highway
-
23
Take the exit slight right toward MD 213 North
1814 ft · 50 sec
-
24
Turn straight onto Centreville Road
2 mi · 3 min · Centreville Road
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25
Continue on South Commerce Street
1 km · 1 min · South Commerce Street
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26
Continue on Church Hill Road
14.9 mi · 22 min · Church Hill Road
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27
Continue on Chestertown Church Hill Road
773 ft · 13 sec · Chestertown Church Hill Road
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28
Continue on Maple Avenue
1196 ft · 28 sec · Maple Avenue
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29
Turn left onto North Cross Street
770 ft · 23 sec · North Cross Street
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30
Arrive at your destination
0 m · 1 sec · South Cross Street
Car Route Details
A richer read on the saved driving route between Frederick 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.
I 70 East
Merge slight left
21 mi · 00h 23m
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 then Slight Chance Rain Showers leaving Frederick 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 Frederick to Chestertown?
The road trip is about 107.9 miles (173.6 km) and usually takes 02h 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?
Somerset is a useful midpoint, sitting about 53.9 miles from Frederick and 54 miles from Chestertown.
How much longer is the road route than the straight-line distance?
The direct path is about 73.3 miles (117.9 km), while the road route adds roughly 34.6 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 1:40 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $15.57 one way or $31.14 round trip. Estimated CO2 is about 33.9 kg one way.
What should you check before leaving?
Before you leave, expect Mostly Sunny then Slight Chance Rain Showers around Frederick and Mostly Sunny near Chestertown.
Stop Ideas Near Somerset
Useful break, food, and waypoint ideas within about 15 miles of the route midpoint.
City of Bowie
Baltimore City Hall
Kenhill Center
Transit and Meeting Points
Useful pickup, handoff, or rendezvous points close to Somerset.
BWI Rail Station
Pennsylvania Station
New Carrollton station
Kent Island, MD
Flight Path Map
This map shows the direct air route between Frederick and Chestertown. Straight-line distance: 73.23 mi (117.85 km).
#1 Frederick
The second most populous city in Frederick County, Maryland.
| Population | 73,308 |
| Coordinates | 39.4142700, -77.4105400 |
| Altitude | 87 |
| 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: 174 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 03h 35m |
| 40 mph (64.37 km/h) | 02h 41m |
| 50 mph (80.47 km/h) | 02h 09m |
| 60 mph (96.56 km/h) | 01h 47m |
| 70 mph (112.65 km/h) | 01h 32m |
| 80 mph (129 km/h) | 01h 20m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.09 | $15.57 | $31.14 |
| Mid-grade | $4.60 | $17.52 | $35.04 |
| Premium | $4.95 | $18.87 | $37.75 |
| Diesel | $5.98 | $22.78 | $45.57 |
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 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.