Chestertown is a somewhat small coastal town (i.e. on the ocean, a bay, or inlet) located in the state of Maryland. With a population of 5,590 people and two associated neighborhoods, Chestertown is the 117th largest community in Maryland.

And if you like science, one thing you'll find is that Chestertown has lots of scientists living in town - whether they be life scientists, physical scientists (like astronomers), or social scientists (like geographers!). So, if you're scientific-minded, you might like it here too.

Of important note, Chestertown is also a town of artists. Chestertown has more artists, designers and people working in media than 90% of the communities in America. This concentration of artists helps shape Chestertown’s character.

Also of interest is that Chestertown has more people living here who work in computers and math than 95% of the places in the US.

Telecommuters are a relatively large percentage of the workforce: 11.14% of people work from home. While this number may seem small overall, as a fraction of the total workforce it is high relative to the nation. These workers are often telecommuters who work in knowledge-based, white-collar professions. For example, Silicon Valley has large numbers of people who telecommute. Other at-home workers may be self-employed people who operate small businesses out of their homes.

Chestertown is a small town with a large college student population. Because of this, there is a real youthful, hip vibe to the place, and much of the life in the town is centered on the college. This has helped Chestertown to buck the trend of other small towns that have suffered declining populations over the past 20 to 30 years. Spending by students, and faculty and staff jobs, are a big part of the local economy.

One of the nice things about Chestertown is that it is nautical, which means that parts of it are somewhat historic and touch the ocean or tidal bodies of water, such as inlets and bays. Because of this, visitors and locals will often go to these areas to take in the scenery or to enjoy waterfront activities.

Chestertown is a small town, and as such doesn't have a public transit system that people use to get to and from their jobs every day.

Chestertown is one of the most well-educated cities in the nation. 45.12% of adults in Chestertown have at least a bachelor's degree. Compare that to the average community in America, which has just 21.84% with a bachelor's degree or higher.

The per capita income in Chestertown in 2022 was $32,565, which is low income relative to Maryland, and middle income relative to the rest of the US. This equates to an annual income of $130,260 for a family of four. However, Chestertown contains both very wealthy and poor people as well.

Chestertown is an extremely ethnically-diverse town. The people who call Chestertown home describe themselves as belonging to a variety of racial and ethnic groups. The greatest number of Chestertown residents report their race to be White, followed by Black or African-American. Important ancestries of people in Chestertown include English, Italian, German, Irish, and Polish.

The most common language spoken in Chestertown is English. Other important languages spoken here include Polish and Spanish.