The Run for the Chocolate 5K is a Valentine’s weekend run and walk through the historic streets around The Hill. It starts and finishes at the café of Bissinger’s The Chocolate Factory, 5025 Pattison Avenue. The 2026 listing describes the race as an STL classic that “returns” each year, and it’s open to couples and singles alike.
When it happens
The race is held on Valentine’s weekend. The 2026 edition was on Saturday, February 14, 2026, and the listing ran from 9:00 am to noon. Dates for 2027 had not been announced as of October 2026.
What to expect
- A 5K course with water stops
- Customized chocolate finisher medals
- Chocolate goody bags
- More than 125 gallons of Bissinger’s hot cocoa for participants
In 2026, The Hill posted a neighborhood traffic notice ahead of race day, so plan for possible traffic changes nearby. Check the race website for 2027 registration and start times.
For more on the neighborhood’s past, see our History of The Hill timeline.
Sources: Hill 2000 – Run For The Chocolate 5K, Run for the Chocolate




