2025 Compare Cities Overview:
Chestertown, MD vs Enterprise, AL

Are people in Enterprise older or younger than people in Chestertown?
- The Median Age in Enterprise is 2.1 years younger than in Chestertown.

Are housing costs cheaper in Enterprise or Chestertown?
- Enterprise housing costs are 39.1% less expensive than Chestertown housing costs.

Which city has a longer commute, Enterprise or Chestertown?
- The average commute for residents of Enterprise is 7.7 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 Enterprise?
Enterprise, AL is a small city located at the foot of the Appalachian Mountains. It is notable for its historical significance - first being established as a railroad junction then becoming an important agricultural center after World War II. Located within minutes from Fort Rucker Army Base Enterprise offers plenty of recreational opportunities while still serving as an agricultural hub for Southern Alabama.