Annual event schedule
These are the events that we run annually. They are typically on a specific weekend of a particular month, i.e. the first Saturday in May. You will find a brief description of the event below, however, any details related to this year’s event will only be found on our Facebook page https://www.facebook.com/taylorsvillemainstreet/events
Peppermint Trail
Runs between Thanksgiving and Christmas
The Peppermint Trail is a festive holiday shopping and dining experience designed to encourage people to explore and support local businesses during the Christmas season. Businesses along the trail participate by offering peppermint-themed treats, drinks, gifts, and special promotions, creating a fun and immersive holiday atmosphere. The Peppermint Trail is a great way to shop local, enjoy seasonal flavors, and celebrate the magic of the holidays while supporting small businesses in the community. 🎄🍬✨
Dinner in Jail
The Last Saturday in April
Dinner in Jail is an annual fundraising event organized by the Taylorsville Main Street Association held at the historic Taylorsville Jail. The event offers attendees a unique dining experience that combines local history with community engagement. Dinner in Jail is always the last Saturday in April at the Historic Jailhouse, 301 Main Cross St, Taylorsville, KY 40071. By participating in Dinner in Jail, attendees not only enjoy a memorable evening but also contribute to the preservation and promotion of Taylorsville’s rich heritage.
Event #3
Calendar cadence
Brief description of the event
