2026 Compare Cities Overview:
Chester, CT vs Milford, CT

Are people in Milford older or younger than people in Chester?
- The Median Age in Milford is 3.3 years younger than in Chester.

Are housing costs cheaper in Milford or Chester?
- Milford housing costs are 2.3% less expensive than Chester housing costs.

Which city has a longer commute, Milford or Chester?
- The average commute for residents of Milford is 3.9 minutes shorter than it is for residents of Chester.

Things to do in Chester?
Living in Chester, CT is a unique experience that offers something for everyone. With its rural countryside, small-town charm and close proximity to larger cities like Hartford and New Haven, there's no shortage of activities to keep you busy. From outdoor activities such as hiking, biking and fishing in the nearby Black Rock State Park, to cultural events like plays at the Goodspeed Opera House and musical performances at the Warner Theatre, there's something for all tastes. The town also boasts excellent schools and community amenities such as libraries, parks and recreation departments. Whether you're here to raise a family or simply looking for a laidback lifestyle with easy access to the big city, Chester has it all!

Things to do in Milford?
Milford, Connecticut is a tranquil, suburban seaside town located in New Haven County. Despite its small size, Milford offers plenty of amenities and attractions to enjoy. The downtown area has an array of shops, restaurants and cultural activities for locals to explore. Nature lovers can take advantage of a variety of outdoor activities such as swimming at the local beach or taking a hike to a nearby nature preserve. Education opportunities abound here too with several public schools as well as private colleges and universities. With so much to offer, it's no wonder why people are drawn to Milford time and time again!