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

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

Are housing costs cheaper in Chester or Winchester?
- Chester housing costs are 33.1% more expensive than Winchester housing costs.

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