How far is Silver Spring, MD from Chestertown, MD?
The driving distance from Silver Spring, MD to Chestertown, MD is about 78.4 miles (126.1 km), with a travel time of about 01h 48m by car.
- The straight-line flight distance is about 53.6 miles (86.3 km).
- For a round trip, plan for roughly 03h 37m 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 48m.
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.
Park in Anne Arundel County, Maryland, United States of America
Route Weather Snapshot
Check the forecast at both ends before you head out.
Sunny
Sunny
Driving Route Map
The map below follows the saved road route between Silver Spring and Chestertown.
Turn-by-Turn Driving Directions
Step-by-step road directions between Silver Spring and Chestertown.
-
1
Start on the route
26 m · 8 sec
-
2
Turn right
61 m · 15 sec
-
3
Merge slight left onto Georgia Avenue
1874 ft · 39 sec · Georgia Avenue
-
4
Turn right onto Colesville Road
1.4 mi · 3 min · Colesville Road
-
5
Take the exit slight right toward I 495 East: College Park
1495 ft · 37 sec
-
6
Merge slight left onto Capital Beltway
10.7 mi · 13 min · Capital Beltway
-
7
Take the exit slight right toward US 50 East: Annapolis
1 mi · 2 min
-
8
Merge slight left onto John Hanson Highway
18.7 mi · 22 min · John Hanson Highway
-
9
Continue on Blue Star Memorial Highway
21.6 mi · 30 min · Blue Star Memorial Highway
-
10
Keep slight left to continue on Blue Star Memorial Highway
5.7 mi · 8 min · Blue Star Memorial Highway
-
11
Take the exit slight right toward MD 213 North
1814 ft · 50 sec
-
12
Turn straight onto Centreville Road
2 mi · 3 min · Centreville Road
-
13
Continue on South Commerce Street
1 km · 1 min · South Commerce Street
-
14
Continue on Church Hill Road
14.9 mi · 22 min · Church Hill Road
-
15
Continue on Chestertown Church Hill Road
773 ft · 13 sec · Chestertown Church Hill Road
-
16
Continue on Maple Avenue
1196 ft · 28 sec · Maple Avenue
-
17
Turn left onto North Cross Street
770 ft · 23 sec · North Cross Street
-
18
Arrive at your destination
0 m · 1 sec · South Cross Street
Car Route Details
A richer read on the saved driving route between Silver Spring 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.
Sunny leaving Silver Spring and Sunny near Chestertown.
Trip Questions
Direct answers travelers usually want before committing to the drive.
How long does it take to drive from Silver Spring to Chestertown?
The road trip is about 78.4 miles (126.1 km) and usually takes 01h 48m 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?
Cape Saint Claire is a useful midpoint, sitting about 39.1 miles from Silver Spring and 39.2 miles from Chestertown.
How much longer is the road route than the straight-line distance?
The direct path is about 53.6 miles (86.3 km), while the road route adds roughly 24.8 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 2:52 PM EDT.
How much will gas cost for this route?
Using about 28.3 MPG, regular gas is estimated at $11.32 one way or $22.64 round trip. Estimated CO2 is about 24.6 kg one way.
What should you check before leaving?
Before you leave, expect Sunny around Silver Spring and Sunny near Chestertown.
Stop Ideas Near Cape Saint Claire
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 Cape Saint Claire.
Kent Island, MD
BWI Rail Station
Pennsylvania Station
New Carrollton station
Flight Path Map
This map shows the direct air route between Silver Spring and Chestertown. Straight-line distance: 53.61 mi (86.28 km).
#1 Silver Spring
A city in Montgomery County, Maryland.
| Population | 71,452 |
| Coordinates | 38.9906700, -77.0260900 |
| Altitude | 104 |
| 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: 126 km by road
| Speed | Time |
|---|---|
| 30 mph (48.3 km/h) | 02h 36m |
| 40 mph (64.37 km/h) | 01h 57m |
| 50 mph (80.47 km/h) | 01h 34m |
| 60 mph (96.56 km/h) | 01h 18m |
| 70 mph (112.65 km/h) | 01h 07m |
| 80 mph (129 km/h) | 00h 58m |
Fuel, Round Trip and CO2
Estimated fuel cost and emissions for this route.
| Fuel | $/gal | One way | Round trip |
|---|---|---|---|
| Regular gas | $4.09 | $11.32 | $22.64 |
| Mid-grade | $4.60 | $12.74 | $25.48 |
| Premium | $4.95 | $13.72 | $27.45 |
| Diesel | $5.98 | $16.56 | $33.13 |
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.