The Jail Break 5K sends runners past the historic Old Sheriff's House and Jail in downtown Crown Point on Saturday, Nov 14, 2026, with the start around 8:30 a.m., hosted by Race the Region and the Old Sheriff's House Foundation.
Crown Point's Jail Break 5K turns a run into a downtown history tour on Saturday, Nov 14, 2026. The race starts around 8:30 a.m. at the Old Sheriff's House and Jail at 226 S Main St, the 19th-century jailhouse that anchors the city's historic district, and is hosted by Race the Region and the Old Sheriff's House Foundation. It is a flat, friendly course through the streets around the old courthouse square, so it works for first-timers and regular racers alike. Afterwards, the downtown square is steps away for coffee, breakfast, and a wander past the shops. Check RunSignup to confirm the start time and grab a spot.
Spots to Check Out
Saturday, Nov 14, 2026, start around 8:30 a.m. at the Old Sheriff's House and Jail (226 S Main St). Check RunSignup for the exact start time and registration.
Old Sheriff's House and Jail
The 19th-century jail at 226 S Main St anchors the race start, a piece of Crown Point history in the middle of downtown.
Grab breakfast on the square after the race and make a morning of downtown Crown Point.
