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

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Highlights
Are people in Chestertown older or younger than people in Pittsburgh?
- The Median Age in Chestertown is 5.4 years older than in Pittsburgh.

Are housing costs cheaper in Chestertown or Pittsburgh?
- Chestertown housing costs are 53.4% more expensive than Pittsburgh housing costs.

Which city has a longer commute, Chestertown or Pittsburgh?
- The average commute for residents of Chestertown is 2.9 minutes longer than it is for residents of Pittsburgh.

Things to do in Pittsburgh?
Pittsburgh, Pennsylvania is a vibrant city full of attractions for all types of travelers. Visitors can explore the iconic landmarks along the Three Rivers, such as Mt Washington and the Carnegie Museum of Natural History. Culture enthusiasts can take in the breathtaking architecture at the Mattress Factory or visit Point State Park to learn more about Pittsburgh’s rich history. Nature lovers can explore Phipps Conservatory or spend an afternoon taking in spectacular views at Grandview Overlook Park. After dark, locals and visitors alike can enjoy delicious cuisine from ethnic eateries, cocktail lounges and craft breweries scattered throughout the city. With its welcoming atmosphere and diverse attractions, Pittsburgh offers something for everyone!

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.

 Pittsburgh, PAChestertown, MDUnited States
 Population  Unlock5,557329,725,481
 Median Income$54,306  Unlock$69,021
 Median Age  Unlock39.138.4
 Avg. Home Price$204,700  Unlock$338,100
 Unemployment Rate  Unlock5.5%6.0%
 Avg. Commute Time23.77  Unlock26.38
Reviews for Pittsburgh    189 Reviews

I left Pittsburgh for Cleveland and boy do I appreciate Pittsburgh now. Parts of Pittsburgh are blue collar but sections like East Liberty, Shadyside, Squirrel Hill and  More

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Over 2 years ago

I will give Pittsburgh 5 Stars for the ability to raise a family but it certainly has deficits that I'll cover at the end. I grew up in a small river town 45 minutes  More

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As a custom home builder in Pittsburgh, Pennsylvania, I have had the opportunity to work in a number of different cities and towns across the state. In my experience,  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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