2025 Compare Cities Overview:
Chestertown, NY vs Canandaigua, NY

Are people in Canandaigua older or younger than people in Chestertown?
- The Median Age in Canandaigua is 6.4 years younger than in Chestertown.

Are housing costs cheaper in Canandaigua or Chestertown?
- Canandaigua housing costs are 39.5% less expensive than Chestertown housing costs.

Which city has a longer commute, Canandaigua or Chestertown?
- The average commute for residents of Canandaigua is 1.3 minutes shorter than it is for residents of Chestertown.

Things to do in Chestertown?
Living in Chestertown, NY is a wonderful experience. It's a small town with a population of just over 1,000 people and is located in the beautiful Adirondack Mountains of upstate New York. Despite its small size, Chestertown has plenty to offer to its residents. There are plenty of outdoor activities such as hiking, camping, and skiing nearby, as well as local shops, restaurants, and cafes that make it easy for visitors and locals alike to find something interesting to do. The area is also home to some beautiful scenery including mountains, forests and lakes. Overall living in Chestertown is an enjoyable experience that allows one to take advantage of the great outdoors while still being connected to the community.

Things to do in Canandaigua?
Canandaigua is a town located within Ontario County on Canandaigua Lake near Rochester NY. Popular activities here include sailing around Canandaigua Lake or visiting any one of the many wineries that surround it producing some award-winning wines; there are also plenty of hikes available up any one of Canandaigua’s hillsides providing stunning panorama views across what’s affectionately known as “The Prettiest Town In The Finger Lakes Region.