2025 Compare Cities Overview:
Chestertown, MD vs Milford, DE

Are people in Milford older or younger than people in Chestertown?
- The Median Age in Milford is 2.7 years older than in Chestertown.

Are housing costs cheaper in Milford or Chestertown?
- Milford housing costs are 5.3% less expensive than Chestertown housing costs.

Which city has a longer commute, Milford or Chestertown?
- The average commute for residents of Milford is 3.6 minutes shorter than it is for residents of Chestertown.

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.

Things to do in Milford?
Milford, DE is located in Kent County and boasts a population of nearly 10,000 people. This small town offers visitors plenty of outdoor recreational activities such as canoeing or kayaking on the Mispillion River or taking a scenic walk along Slaughter Beach. Milford also features cultural attractions such as its annual Bug & Bud Festival celebrating its agricultural heritage and the Riverwalk Music & Arts Festival held each summer for music lovers.