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

Change Cities
Highlights
Are people in Chester older or younger than people in Winchester?
- The Median Age in Chester is 1.8 years older than in Winchester.

Are housing costs cheaper in Chester or Winchester?
- Chester housing costs are 0.5% less expensive than Winchester housing costs.

Which city has a longer commute, Chester or Winchester?
- The average commute for residents of Chester is 0.8 minutes shorter than it is for residents of Winchester.

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.

Things to do in Chester?
Chester is an historic city located on the south bank of the James River near Richmond, Virginia. It has a rich history spanning centuries that includes both the Civil War and Revolutionary War eras. The city offers all sorts of attractions such as parks and museums where visitors can learn about its past or take part in outdoor recreation opportunities. There are also many delicious restaurants to enjoy while visiting Chester.

 Winchester, VAChester, VAUnited States
 Population  Unlock22,512329,725,481
 Median Income$61,321  Unlock$69,021
 Median Age  Unlock38.438.4
 Avg. Home Price$332,900  Unlock$338,100
 Unemployment Rate  Unlock4.8%6.0%
 Avg. Commute Time24.75  Unlock26.38
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

   |    Reply

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

   |    Reply

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

   |    Reply

Start Your Review of Winchester

Reviews for Chester    6 Reviews

I just recently discovered a little suburb of Richmond, called Chester. Yes, it is small and not much going on in that area - but if you want a peaceful area to live -  More

   |    Reply

I grew up in Chester and it really isn't a bad place to live if you like living in a very populated area. It has great schools, low crime, easy access to both Richmond  More

   |    Reply

Chester, because of its location midway between Richmond, VA and Petersburg, VA, was once just a train station. With residential growth in affluent Chesterfield County  More

   |    Reply

Start Your Review of Chester


Premium Subscription
Includes Cost of Living compares for child care, utilities, transportation, health, taxes, housing for home owners vs renters, weather, insurance premiums and so much more.


The premier source for comprehensive city data for over 30 years.

© Best Places. All rights reserved.