The Chagrin Valley Little Theatre is one of the oldest community theaters in the country, having been in existence since 1930, with the oldest such theater only eight years older. Leader Tractors were produced in Chagrin Falls.
The Chagrin Valley Recreation Center hosts one of Northeast Ohio's longest-running annual swim meets each summer.
The Chagrin Valley Invitation Relays have been held each summer since 1968.[11] The town is referenced in the song Chagrin Falls by the Canadian rock band The Tragically Hip on their 1998 studio album Phantom Power.
The non-existent Chagrin Falls Country Club was referenced by character Ted Mosby, a Cleveland native, who claimed to have lifeguarded there in "How I Met your Mother" Fictional hometown of Ensign Charles Parker of McHales Navy "Chagrin Falls" is the name of a recurring subseries in the comic Tom the Dancing Bug, probably in honor of Bill Watterson. "Chagrin Falls" downtown is featured on the back cover of the album 'The Essential Calvin and Hobbes' drawn by Bill Watterson
