2025 Compare Cities Overview:
Chestertown, MD vs St. Michaels, MD

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Highlights
Are people in St. Michaels older or younger than people in Chestertown?
- The Median Age in St. Michaels is 12.2 years older than in Chestertown.

Are housing costs cheaper in St. Michaels or Chestertown?
- St. Michaels housing costs are 67.5% more expensive than Chestertown housing costs.

Which city has a longer commute, St. Michaels or Chestertown?
- The average commute for residents of St. Michaels is 0.2 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 St. Michaels?
St. Michaels, MD is a small, picturesque town located along the Eastern Shore of Maryland. It has a charming waterfront and marinas, as well as plenty of restaurants, cafes, and art galleries to explore. There is also easy access to the Chesapeake Bay for kayaking and other water activities. The people here are friendly and welcoming, making it an ideal place to live. St. Michaels also has a low crime rate and excellent schools, making it a great family-friendly environment with plenty of opportunities for outdoor recreation. With its natural beauty and unique atmosphere, living in St. Michaels is truly an unforgettable experience!

 Chestertown, MDSt. Michaels, MDUnited States
 Population  Unlock1,483329,725,481
 Median Income$44,665  Unlock$69,021
 Median Age  Unlock51.338.4
 Avg. Home Price$314,000  Unlock$338,100
 Unemployment Rate  Unlock5.4%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 St. Michaels    3 Reviews

Over 14 years ago

This whole area is full of history,culture & recreation!Maryland's Eastern Shore is easy on the eyes,ears &  More

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Over 15 years ago

I am looking for information to compair crime rates in various  More

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Over 20 years ago

We have vacationed in St. Michael's many times over the years and have found it to be scenic, charming and relaxong. A lovely little  More

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