2025 Compare Cities Overview:
Chestertown, MD vs Williamsburg, VA

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Highlights
Are people in Williamsburg older or younger than people in Chestertown?
- The Median Age in Williamsburg is 13.0 years younger than in Chestertown.

Are housing costs cheaper in Williamsburg or Chestertown?
- Williamsburg housing costs are 32.0% more expensive than Chestertown housing costs.

Which city has a longer commute, Williamsburg or Chestertown?
- The average commute for residents of Williamsburg is 7.1 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 Williamsburg?
Williamsburg, VA is an incorporated city located in James City County south from Grove inhabited by close to fifteen thousand people. Williamsburg generates many parks like the Freedom Park giving people the perfect opportunity to experience nature throughout different activities during their stay here! Furthermore there are numerous restaurants and retail outlets near here knowing it a great spot on any given day.

 Chestertown, MDWilliamsburg, VAUnited States
 Population  Unlock15,299329,725,481
 Median Income$44,665  Unlock$69,021
 Median Age  Unlock26.138.4
 Avg. Home Price$314,000  Unlock$338,100
 Unemployment Rate  Unlock6.4%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 Williamsburg    16 Reviews

I started visiting here about 10 years ago when our daughter was living here, and two years ago, with my husband's retirement we decided to move here from northern VA,  More

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Over 9 years ago

Well I guess I'm late to the posts but maybe someone new will want info. I have lived here for 18 years. Growing up in CA. Way different. In response to other posts,  More

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It is much higher than reported. Police cover up for the wealthy or well connected. Rapists are released from jail by the judges right after conviction. Police are  More

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