Dear Traveler, My favorite things about Chestertown are as follows, Water: The water downtown is a great place to relax and hang out with friends. The Fish Whistle is a restaurant/bar that overlooks the water and it is fun just to have lunch with friends and watch the wildlife. Weather: One great thing about Chestertown is that one day (like today) it can be 70 degrees and the next day it can be 36 degrees all day and snow. People: The people in the town are always so nice and understanding! If you go to Dunkin Donuts on a Sunday morning sometimes the employee will ask how school is doing. And when you miss your dog, you can go up to pretty much anyone who is walking their dog and they will let you play with it! College Atmosphere: For a lot of stores in Chestertown there are student discounts when you buy something. The college has a great relationship with the town and everyone is super nice to the students.