Hello Grayson. I know there are lots of hills in Tallahassee. Never ridden there, just driving through going to and returning from St. George Island.
Have you tried planning a route with
www.mapquest.com or
www.mapmyride.com?
Mapquest my be easier if you're familiar with the streets that are less hilly. The ride to the mall may be a little farther but if you can plan the streets to ride on it will be flatter and more manageable.
Maybe some of the FL folks can help you.