Highland Fright Ride (4th annual) 2026 — Highland, IN

Date
October 2, 2026
Location
Highland, IN
Venue
Main Square Park
Start Time
7:00 PM
Sunrise
6:46 AM
Entry Fee
$16.00 – $23.00
Events
Highland Fright Ride (4th Annual)
Includes
T-Shirt
Register NowRegistration Open
Join us on a 4th annual spooky 7.5 mile community bicycle ride after dusk. Note: this is NOT a race. Helmets and bike lights (and costumes!) are strongly encouraged. There will be two pit-stops along the route for refreshments and bathroom breaks. Participants receive a T-shirt (while supplies last). Route map and more information available at bikesignup.com/highlandfrightride. All ages welcome (under 12 must be with an adult) Date/Time: Friday, Oct. 2nd. 5:30-6:45pm check-in, 7pm ride Route: Start and finish at Main Square Park Registration: Only at bikesignup.com/highlandfrightride Day-of Reg.: Main Square Park, 5:30-6:45pm, cash only! Fee: $16 early bird, $23 Sept. 19-Oct. 1, $15 day-of (ride only!) Traffic control support provided by Highland Police Department.

Course & Travel Notes

The Highland Fright Ride kicks off at 7:00 PM on October 2nd, 2026, so you'll want to plan for an evening event in Highland, Indiana—bring a headlamp or be ready to navigate in the dark! The venue sits at 623 feet elevation, which is pretty manageable, and you're just 4.8 miles from Gary/Chicago International Airport (GYY) if you're flying in. Pack layers for typical October weather around here, with highs around 63°F and lows dipping to 42°F, and there's roughly a one-in-three chance of rain that day, so waterproof gear wouldn't hurt. This is the fourth annual race, so it's an established event worth checking out!

⛰️ 623 ft elevation☀️ Typically 63°F / 42°F · 34% chance of rain✈️ Gary/Chicago International Airport (GYY) — 4.8 mi

Hotels Near This Race

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Highland Fright Ride (4th annual) 2026 — Highland, IN

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Race Travel Insurance

Don't forget travel insurance for October 2.

You've trained for months and booked a trip to Highland, 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 Highland Fright Ride (4th annual) 2026 — Highland, IN?

Highland Fright Ride (4th annual) 2026 — Highland, IN takes place on October 2, 2026. The race is held in Highland, Indiana.

Where is Highland Fright Ride (4th annual) 2026 — Highland, IN held?

Highland Fright Ride (4th annual) 2026 — Highland, IN is held at Main Square Park in Highland, Indiana.

Where can I find hotels near Highland Fright Ride (4th annual) 2026 — Highland, IN?

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