2025 Compare Cities Overview:
Chestertown, MD vs Dover, DE

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Highlights
Are people in Dover older or younger than people in Chestertown?
- The Median Age in Dover is 4.7 years younger than in Chestertown.

Are housing costs cheaper in Dover or Chestertown?
- Dover housing costs are 11.0% less expensive than Chestertown housing costs.

Which city has a longer commute, Dover or Chestertown?
- The average commute for residents of Dover is 5.1 minutes shorter than it is for residents of Chestertown.

Things to do in Chestertown?
Chestertown, MD is a charming and vibrant small town nestled in the beautiful Chester River Valley. It has a rich history as one of the oldest towns in Maryland, established in 1706. With its cobblestone streets and historic buildings, it is a pleasure to explore the sights of Chestertown. The downtown area offers plenty of shops, restaurants and cultural attractions to keep you entertained. During the summer months there are an abundance of activities such as farmers markets and festivals to experience. The locals here are friendly and welcoming, making it easy to feel at home when living in Chestertown. Furthermore, with its close proximity to Washington D.C., Baltimore and Philadelphia, Chestertown is an ideal location for commuters looking for a quiet place to call home.

Things to do in Dover?
Dover, Delaware is located in Kent County providing its citizens access to top rated schools such as Dover High School while also having shopping options near Dover Mall as well as multiple food spots including Buffalo Wild Wings

 Chestertown, MDDover, DEUnited States
 Population  Unlock38,940329,725,481
 Median Income$44,665  Unlock$69,021
 Median Age  Unlock34.438.4
 Avg. Home Price$314,000  Unlock$338,100
 Unemployment Rate  Unlock10.3%6.0%
 Avg. Commute Time26.71  Unlock26.38
Reviews for Chestertown    3 Reviews

I have lived in Queen Anne's county most of my life, which is on the other side of the river from Chestertown. When I was younger, I remember ice cream shoppes, music  More

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Over 18 years ago

Chestertown is lovely. Because of the College, it has a real college town feel. It is very old however, so there are many people whose families grew up here. They make  More

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Over 18 years ago

Chestertown is lovely. Because of the College, it has a real college town feel. It is very old however, so there are many people whose families grew up here. They make  More

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Reviews for Dover    9 Reviews

Key points are "an excellent quality of life and a low crime rate" as well as low taxes. Delaware attracts the highest percentage of retirees, plus people of all other  More

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Dover, DE is a great placed to live. I work at OCEAN, which is a non profit organization that sponsors high school exchange students. We had foreign students reside in  More

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Over 7 years ago

Dover, like any town other than Newark, is very unsophisticated, boring, unfriendly, and uneducated. I've resided in many states and Delaware will be the state that I  More

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