How far is Salisbury, MD from Chestertown, MD?
The driving distance from Salisbury, MD to Chestertown, MD is about 77.3 miles (124.4 km), with a travel time of about 01h 54m by car.
- The straight-line flight distance is about 63.8 miles (102.7 km).
- For a round trip, plan for roughly 03h 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 01h 54m.
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 Maryland, United States
Route Weather Snapshot
Check the forecast at both ends before you head out.
Rain Showers Likely
Chance Rain Showers
Driving Route Map
The map below follows the saved road route between Salisbury and Chestertown.
Turn-by-Turn Driving Directions
Step-by-step road directions between Salisbury and Chestertown.
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1
Start on the route
23 m ยท 12 sec
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2
Turn left onto West Vine Street
766 ft ยท 29 sec ยท West Vine Street
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3
Turn left onto South Salisbury Boulevard
4 mi ยท 7 min ยท South Salisbury Boulevard
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4
Keep slight right to continue on North Salisbury Boulevard
3.1 mi ยท 4 min ยท North Salisbury Boulevard
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5
Continue on Sussex Highway
19.3 mi ยท 27 min ยท Sussex Highway
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6
Take the exit slight left
51 m ยท 6 sec
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7
Continue on Rifle Range Road
673 ft ยท 19 sec ยท Rifle Range Road
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8
Turn right onto South Main Street
1 mi ยท 2 min ยท South Main Street
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9
Turn left onto Market Street
2366 ft ยท 46 sec ยท Market Street
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10
Turn right onto Seashore Highway
7.5 mi ยท 9 min ยท Seashore Highway
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11
Continue on Shore Highway
9.7 mi ยท 14 min ยท Shore Highway
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12
Take the exit slight right toward MD 313: Denton, Greensboro
1038 ft ยท 29 sec
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13
Keep slight right
10.7 mi ยท 16 min
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14
Turn left onto Goldsboro Road
6.2 mi ยท 9 min ยท Goldsboro Road
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15
Turn left onto Roberts Station Road
6.5 mi ยท 11 min ยท Roberts Station Road
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16
Continue on Walnut Street
1.6 km ยท 2 min ยท Walnut Street
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17
At the end of the road, turn right onto Main Street
1.1 mi ยท 2 min ยท Main Street
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18
Turn right onto Church Hill Road
5.8 mi ยท 9 min ยท Church Hill Road
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19
Continue on Chestertown Church Hill Road
773 ft ยท 13 sec ยท Chestertown Church Hill Road
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20
Continue on Maple Avenue
1196 ft ยท 28 sec ยท Maple Avenue
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21
Turn left onto North Cross Street
770 ft ยท 23 sec ยท North Cross Street
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22
Arrive at your destination
0 m ยท 1 sec ยท South Cross Street
Car Route Details
A richer read on the saved driving route between Salisbury and Chestertown.
Turn-heavy local drive
The route has frequent decision points for its length, so lane choice and turn timing will matter more than cruising speed.
Sussex Highway
Continue on Sussex Highway
19.3 mi ยท 00h 27m
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.
Rain Showers Likely leaving Salisbury and Chance Rain Showers near Chestertown.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Salisbury to Chestertown?
The road trip is about 77.3 miles (124.4 km) and usually takes 01h 54m 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?
Denton is a useful midpoint, sitting about 38.6 miles from Salisbury and 38.6 miles from Chestertown.
How much longer is the road route than the straight-line distance?
The direct path is about 63.8 miles (102.7 km), while the road route adds roughly 13.5 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 2:40 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $11.58 one way or $23.15 round trip. Estimated CO2 is about 24.3 kg one way.
What should you check before leaving?
Before you leave, expect Rain Showers Likely around Salisbury and Chance Rain Showers near Chestertown.
Stop Ideas Near Denton
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 Denton.
Easton Airport, Maryland
Kent Island, MD
Dover, Delaware
Cambridge, Maryland
Flight Path Map
This map shows the direct air route between Salisbury and Chestertown. Straight-line distance: 63.79 mi (102.66 km).
#1 Salisbury
City in southeastern Maryland, United States
| Population | 33,017 |
| Coordinates | 38.3606700, -75.5993700 |
| Altitude | 7 |
| 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: 124 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 02h 34m |
| 40 mph (64.37 km/h) | 01h 55m |
| 50 mph (80.47 km/h) | 01h 32m |
| 60 mph (96.56 km/h) | 01h 17m |
| 70 mph (112.65 km/h) | 01h 06m |
| 80 mph (129 km/h) | 00h 57m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.24 | $11.58 | $23.15 |
| Mid-grade | $4.84 | $13.22 | $26.44 |
| Premium | $5.15 | $14.05 | $28.10 |
| Diesel | $6.36 | $17.37 | $34.74 |
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 ยท Oct 15, 2026