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Chestertown, MD Road Trips

Plan drives from Chestertown, MD with practical route pages for distance, drive time, fuel cost, road character, and places to stop along the way.

town in Maryland, United States

Photo: Wikimedia Commons

Trip Routes

3

Longest Drive

89.5 mi

Redland, MD

Quickest Drive

1h 25m

Bowie, MD

Plan Around Chestertown, MD

Popular Incoming Routes

Useful if Chestertown, MD is the arrival point and you want the strongest routes into the city first.

Rockville, MD to Chestertown, MD 88.5 mi · 2h 2m

Continue From Chestertown, MD

Good next legs if this city is only one stop in a longer road trip.

Chestertown, MD to Redland, MD 89.5 mi · 2h 10m Chestertown, MD to Bowie, MD 58.8 mi · 1h 25m

Trips from Chestertown, MD

Chestertown, MD to Redland, MD

89.5 mi 2h 10m

Chestertown, MD to Bowie, MD

58.8 mi 1h 25m

Chestertown, MD by the Numbers

Recent demographic snapshot from the US Census Bureau's American Community Survey.

Population

5,548

Median Income

$47,047

Median Home Value

$333,900

Median Age

32.3

Source: US Census Bureau ACS 5-year (public domain). See our methodology for details.

Trips to Chestertown, MD

Rockville, MD to Chestertown, MD

88.5 mi 2h 2m

Nearby Hubs

Other cities within driving distance of Chestertown, MD that also have route pages.

Bowie, MD 58.8 mi · 1h 25m Redland, MD 89.5 mi · 2h 10m

Escape Planner

Where to go from Chestertown, MD?

Curated day trips, weekend getaways, and overnight routes — grouped by how much time you have and the kind of trip you want.

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Browse more MD road trips or choose a route from Chestertown, MD above.