My paternal relatives are from Canandaigua. They live in Shortsville and downtown Canandaigua. Canandaigua was settled and made into a township shortly after the American Revolution. There are many old homes in the area that reflect the different architectures of the 18th and 19th centuries.
The town is very busy for a small town. There is a major marina to the south of town. Two major roads(used for people heading to and from wine-country) converge just north of the marina.
The best part of the cities history (as far as I am concerned) was the now-gone Roseland Park. To this day, I cannot drive by the new picnic-playground area they have constructed without thinking of the great roller coaster and bumping cars and cotton candy that used to be there.
Now the area is part of the Finger Lakes wine trail and has replaced quiet two lane highways with 6-lane media-separated thoroughfares. But the heart of the city is still old buildings and narrow streets reminiscent of bygone days (even if the traffic nowadays is so thick you can walk across the street on the car tops without touching the pavement).
an informative website about Canandaigua is:
http://www.townofcanandaigua.org/official websites for Canandaigua are:
http://canandaigua.govoffice.com/and
http://www.townofcanandaigua.org/There are about 11000 people in the city; 8000 of them in the town