Jail Break 5K 2026 — Crown Point, IN

Date
November 14, 2026
Location
Crown Point, IN
Venue
226 South Main Street
Start Time
8:30 AM
Entry Fee
$30.00 – $40.00
Events
5K Run/Walk
Includes
T-Shirt
Register NowRegistration Open
5K Run/Walk in Downtown Crown Point Join Race the Region and the Old Sheriff's House Foundation for a fun and exciting 5K run/walk through the heart of Crown Point, Indiana . This fall event offers participants a chance to experience a flat, scenic route along beautiful, tree-lined Main Street, perfect for both competitive runners and casual walkers alike. Race Details: Date: Saturday, November 14, 2026 at 8:30 a.m. Location: Downtown Crown Point, Indiana Course: The 5K route begins in front of the historic Old Sheriff's House and Jail, a site listed on the National Register of Historic Places. The Old Sheriff's House and Jail was once considered one of Indiana's finest and most secure jails. However, on March 3, 1934, the infamous gangster John Dillinger made a daring escape from this very jail, defying its reputation as "escape-proof." Participant Perks: Race Shirts: Available for participants who register by October 25 (limited quantities available after this date). Finisher's Medal

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Jail Break 5K 2026 — Crown Point, IN

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Race Travel Insurance

Don't forget travel insurance for November 14.

You've trained for months and booked a trip to Crown Point, IN. A pre-race injury, a delayed flight, or a family emergency can derail the whole thing. Travel insurance can help cover your race entry fee, hotel, and flights if you can't make it, and may cover medical costs if something goes wrong on the course. Plans typically only run 5-7% of your total trip cost — and running events are covered under standard plans with no additional coverage needed.

  • Trip cancellation up to 100% of prepaid costs
  • Running events covered under standard plans — no add-ons needed
  • Trip interruption up to 150% of non-refundable costs
  • Emergency medical up to $250,000
  • Cancel For Any Reason add-on available
  • 24/7 real-time support
Get a Quote — Faye Travel Insurance

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Frequently Asked Questions

When is Jail Break 5K 2026 — Crown Point, IN?

Jail Break 5K 2026 — Crown Point, IN takes place on November 14, 2026. The race is held in Crown Point, Indiana.

Where is Jail Break 5K 2026 — Crown Point, IN held?

Jail Break 5K 2026 — Crown Point, IN is held at 226 South Main Street in Crown Point, Indiana.

Where can I find hotels near Jail Break 5K 2026 — Crown Point, IN?

RaceHotelFinder shows hotels sorted by distance from the race venue in Crown Point. Use the map or list view on this page to compare options and book race weekend accommodation.