Headless Horseman Festival

The Headless Horseman Festival at Conner Prairie Amphitheatre is an annual fall tradition, bringing to life the classic tale in a unique, immersive way. It’s less a traditional theater performance and more an interactive experience built around the legend, often involving hayrides and elaborately themed environments that change slightly each year. It’s a signature event for the venue, drawing families and fans of autumnal, spooky fun. This year's festival runs on Saturday, October 17, 2026, at the Conner Prairie Amphitheatre in Fishers, IN. The amphitheater setting lends itself well to the scale of the event, with plenty of space for the various activities. This is a good fit for anyone looking for a family-friendly Halloween outing or those who enjoy seasonal, narrative-driven attractions.