2025 Compare Cities Overview:
Chestertown, MD vs Madison, WI

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Highlights
Are people in Madison older or younger than people in Chestertown?
- The Median Age in Madison is 7.6 years younger than in Chestertown.

Are housing costs cheaper in Madison or Chestertown?
- Madison housing costs are 7.5% more expensive than Chestertown housing costs.

Which city has a longer commute, Madison or Chestertown?
- The average commute for residents of Madison is 7.3 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 Madison?
Madison, Wisconsin is a vibrant city with a unique mix of culture and history. Take a stroll through State Street and explore the city's many art galleries, bookstores and some of the best restaurants in the Midwest. Visit University of Wisconsin-Madison for some stunning architecture and inspiring scientific research, or take in an outdoor concert at Breese Stevens Field. With its beautiful lakeshore backdrop, lively farmers markets, and incredible cultural events,Madison is an ideal place to live and visit!

 Chestertown, MDMadison, WIUnited States
 Population  Unlock265,447329,725,481
 Median Income$44,665  Unlock$69,021
 Median Age  Unlock31.538.4
 Avg. Home Price$314,000  Unlock$338,100
 Unemployment Rate  Unlock3.3%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 Madison    78 Reviews

Unfortunately, a number of these reviews are politically based. Madison remains the only shining star in Wisconsin’s economy. The economy is broadly based, with  More

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Have been living in Madison for almost 3 years. It’s very safe, ppl generally friendly and for a town of its size it has fair number of good restaurants and interesting  More

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Lacks balance and zero accountability.   More

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