2025 Compare Cities Overview:
Middletown, CT vs Chestertown, MD

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Highlights
Are people in Chestertown older or younger than people in Middletown?
- The Median Age in Chestertown is 0.4 years younger than in Middletown.

Are housing costs cheaper in Chestertown or Middletown?
- Chestertown housing costs are 11.6% more expensive than Middletown housing costs.

Which city has a longer commute, Chestertown or Middletown?
- The average commute for residents of Chestertown is 5.4 minutes longer than it is for residents of Middletown.

Things to do in Middletown?
Middletown, CT is a picturesque town in Middlesex County with a population of nearly 50,000 people. Its scenic location on the Connecticut River and close proximity to New York City makes it an ideal destination for visitors seeking both relaxation and adventure. Popular tourist activities include visiting Moodus State Forest, taking in the sights at Wadsworth Falls State Park, or exploring Middletown's historic Downtown area.

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.

 Middletown, CTChestertown, MDUnited States
 Population  Unlock5,557329,725,481
 Median Income$67,485  Unlock$69,021
 Median Age  Unlock39.138.4
 Avg. Home Price$281,300  Unlock$338,100
 Unemployment Rate  Unlock5.5%6.0%
 Avg. Commute Time21.3  Unlock26.38
Reviews for Middletown    9 Reviews

Over 12 years ago

To use the train system to commute from mid state to New York is challenging. This would be the biggest adjustment moving from the suburbs of New York City to  More

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Over 14 years ago

Middletown, CT is one of the few cities in Connecticut worth living in. With a low crime rate, relatively low cost of living and plenty of housing options, there is  More

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Over 15 years ago

Nice quiet town with low crime rate. Interesting small downtown area with variety of decent restaurants. Lacking in adult music, dancing etc., as much of  More

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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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