2025 Compare Cities Overview:
South Boston, VA vs Chestertown, MD

Are people in Chestertown older or younger than people in South Boston?
- The Median Age in Chestertown is 3.9 years younger than in South Boston.

Are housing costs cheaper in Chestertown or South Boston?
- Chestertown housing costs are 121.1% more expensive than South Boston housing costs.

Which city has a longer commute, Chestertown or South Boston?
- The average commute for residents of Chestertown is 10.3 minutes longer than it is for residents of South Boston.

Things to do in South Boston?
South Boston, VA is a charming small town with a lot to offer its residents. It has a thriving downtown district with plenty of options for shopping and dining, as well as parks and other outdoor activities. Residents enjoy all the amenities that come with living in a larger city while still having the peace and quiet of a small town. The friendly people are welcoming and create an inviting atmosphere for all who live there. South Boston is perfect for those who want to live somewhere that offers all the conveniences of city life without the hustle and bustle.

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.