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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.

Downtown Chestertown, MD, MD

Photo: Carly Dernetz

Trip Routes

3

Longest Drive

95.4 mi

Redland, MD

Quickest Drive

1h 8m

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 95.4 mi · 1h 42m Chestertown, MD to Bowie, MD 58.7 mi · 1h 8m

Trips from Chestertown, MD

Chestertown, MD to Redland, MD

95.4 mi 1h 42m

Chestertown, MD to Bowie, MD

58.7 mi 1h 8m

Short Drives from Chestertown, MD

Redland, MD 95.4 mi Bowie, MD 58.7 mi

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 58.7 mi · 1h 8m Redland, MD 95.4 mi · 1h 42m

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