2025 Compare Cities Overview:
Chester, MD vs Winchester, VA

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Highlights
Are people in Winchester older or younger than people in Chester?
- The Median Age in Winchester is 7.3 years younger than in Chester.

Are housing costs cheaper in Winchester or Chester?
- Winchester housing costs are 24.9% less expensive than Chester housing costs.

Which city has a longer commute, Winchester or Chester?
- The average commute for residents of Winchester is 10.1 minutes shorter than it is for residents of Chester.

Things to do in Chester?
Living in Chester, MD offers a unique and peaceful experience. The small town atmosphere is filled with friendly people and a sense of community that makes it easy to get to know your neighbors. There are plenty of local parks and outdoor activities to enjoy throughout the year, from hiking along the nearby Chesapeake Bay to birdwatching in one of the many nature preserves. The town is also well-known for its delicious seafood restaurants, making it an ideal spot for a date night or summertime lunch. With its affordable housing prices and low crime rate, Chester is an attractive alternative for those looking for a more laidback lifestyle away from the hustle and bustle of larger cities.

Things to do in Winchester?
Winchester is located in the northern Shenandoah Valley of Virginia. It's a historically significant city known for its rich Civil War history and architectural attractions like Winchester National Cemetery, as well as its numerous outdoor activities like hiking, kayaking, and fishing. The city also boasts an array of art and cultural offerings, with events such as the annual Hillbilly Festival taking place throughout the year.

 Chester, MDWinchester, VAUnited States
 Population  Unlock28,194329,725,481
 Median Income$84,835  Unlock$69,021
 Median Age  Unlock36.638.4
 Avg. Home Price$443,100  Unlock$338,100
 Unemployment Rate  Unlock4.6%6.0%
 Avg. Commute Time34.88  Unlock26.38
Reviews for Chester    0 Reviews

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Reviews for Winchester    17 Reviews

I have lived in Winchester for 13 years and I find the locals to be rude, unpleasant and loud. Women worse than men... that's not to say all is bad, the city has some  More

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Over 9 years ago

Worst place I have ever lived. My neighbors hate jemmy since I am not a clone. They do not respect other people's property.I put up a fence and the same day the  More

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I would have to say I agree with much of what another individual wrote: it's like going back in time or living in a place that refuses to adapt to cultural diversity.   More

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