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

Are people in Chestertown older or younger than people in Chesapeake?
- The Median Age in Chestertown is 2.0 years older than in Chesapeake.

Are housing costs cheaper in Chestertown or Chesapeake?
- Chestertown housing costs are 12.5% less expensive than Chesapeake housing costs.

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

Things to do in Chesapeake?
Chesapeake, Virginia is a vibrant city known for its beautiful scenery and bustling downtown. Enjoy the temperate climate while exploring its attractions such as outdoor trails, lakeside beaches, shopping centers, delicious restaurants and various entertainment venues. With its excellent shopping centers, lively nightlife and cultural events happening throughout the year, Chesapeake is sure to provide something to keep everyone entertained!

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.