The University has many interesting things to offer. Walk around and look at the architecture. There is an observatory on campus as well.
DePauw Nature Park has 24 trails with over 9 miles to explore.
Cataract Falls is the largest waterfall in Indiana is just a short 15 mile drive from Greencastle. There is a national park with many trails and adventures.
The local Greencastle Farmers Market is set up on the downtown square from early May to October on Saturday mornings. There is local entertainment as well as locally grown produce, garden plants, and more.
The 2019 Covered Bridge Festival runs from October 11-20. Explore vendors and historic covered bridges around Indiana.