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

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Highlights
Are people in Waynesboro older or younger than people in Chestertown?
- The Median Age in Waynesboro is 0.0 years older than in Chestertown.

Are housing costs cheaper in Waynesboro or Chestertown?
- Waynesboro housing costs are 15.4% less expensive than Chestertown housing costs.

Which city has a longer commute, Waynesboro or Chestertown?
- The average commute for residents of Waynesboro is 5.2 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 Waynesboro?
Waynesboro, VA is an independent city situated along the Blue Ridge Mountains which provides plenty of outdoor activities for locals to enjoy such as whitewater rafting, kayakingand rock climbing. Its downtown area also features numerous shops and restaurants that cater to tourists who come to experience the city's history and culture every year from all across the country..

 Chestertown, MDWaynesboro, VAUnited States
 Population  Unlock22,149329,725,481
 Median Income$44,665  Unlock$69,021
 Median Age  Unlock39.138.4
 Avg. Home Price$314,000  Unlock$338,100
 Unemployment Rate  Unlock5.5%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 Waynesboro    5 Reviews

Over 5 years ago

Thinking of living in Waynesboro. Really nice, friendly people and a great City to live in as long as you plan to stay. You'll be penalized for living there any time  More

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Don't know why it was given top ratings. Worse place ever!!!! They do not hire people over 40 and they claim to be veteran friendly but they aren't. I retired from the  More

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Over 6 years ago

Waynesboro is horrible dont move here! I been here unfortunately all my life im 29. People here suck old ppl scared to do the speed limit so traffic is jammed up during  More

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