2025 Compare Cities Overview:
Chestertown, MD vs Philadelphia, PA

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Highlights
Are people in Philadelphia older or younger than people in Chestertown?
- The Median Age in Philadelphia is 4.3 years younger than in Chestertown.

Are housing costs cheaper in Philadelphia or Chestertown?
- Philadelphia housing costs are 34.4% less expensive than Chestertown housing costs.

Which city has a longer commute, Philadelphia or Chestertown?
- The average commute for residents of Philadelphia is 6.2 minutes longer 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 Philadelphia?
Philadelphia, Pennsylvania is a city rich in history and culture. Home to the Liberty Bell, Independence Hall, and countless other iconic landmarks - Philadelphia offers something for everyone. With its vibrant food scene, renowned museums, world-class galleries and theaters, charming neighborhoods and easy access to outdoor activities like hiking and biking - Philadelphians are sure to have an incredible time exploring their beloved city. From the historic icons to the modern attractions - there's no shortage of experiences waiting for you in Philadelphia.

 Chestertown, MDPhiladelphia, PAUnited States
 Population  Unlock1,596,865329,725,481
 Median Income$44,665  Unlock$69,021
 Median Age  Unlock34.838.4
 Avg. Home Price$314,000  Unlock$338,100
 Unemployment Rate  Unlock10.6%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 Philadelphia    139 Reviews

Philadelphia is a very walkable and fun city to explore (albeit be aware of where not to explore at least at night). The city has beautiful old architecture , great  More

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I’m originally from New York City, then lived in a small city in upstate New York for eight years, then moved down to Philadelphia and have lived here for many years.  More

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Now the only reason some people disagree is because MONEY. If you live in “manayunk” (which I lived for 2 years) you can’t compare … you can’t compare your out skirt  More

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