3RD Annual
Highland Fright Ride (3rd annual)
Highland Fright Ride (3rd annual) is a road cycling race on October 2, 2026 in Highland, IN, with an entry fee of $16.
- Date
- October 2, 2026 (70 days to go)
- Location
- Main Square Park, Highland, IN
- Price
- $16
- Sport
- Road Cycling
From the Organizer
Join us on a 3rd 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. 10. 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. 9, $30 day-of
Traffic control support provided by Highland Police Department.
Food vendor will be on site pre/post ride (5:30-9:30pm).
Events
Weather
Typical Conditions
It's too far out for a forecast, so here's what weather on this date is normally like in the area. A race day forecast will replace this as race week approaches.
Typical High
70°
Typical Low
48°
Chance of Rain
31%
Based on US Climate Normals data from Park Forest, 12 mi from the venue.
Host City
About Highland, IN
Population
23,749
as of 2023
City Elevation
614 ft
Nearest Airport
MDW
Chicago Midway International Airport · 22 mi
Time Zone
Central Time
From Endurance Grid
A mid-size host city. Enough lodging and amenities to keep race weekend easy, without big-city sprawl.
Race Location
Your Next Start Line
What Are You
Waiting For?
Every finish line starts with a single decision. Claim your spot at Highland Fright Ride (3rd annual), put it on the calendar, and turn “someday” into a start date.
70
Days to train
- Race
- Highland Fright Ride (3rd annual)
- Date
- October 2, 2026
- Location
- Main Square Park, Highland, IN
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From Endurance Grid
About This Sport
Endurance Grid is here to help you understand the sport, decide if it’s the right fit, and learn how to prepare. For course distances, logistics, and race-day specifics, always defer to the race organizer’s event page.
Road cycling rewards pacing judgment and consistent time on your bike more than raw power. If you already ride regularly and can comfortably ride a few miles, you have a good starting base for most beginner-friendly events.
Road Cycling
Built around sustained effort on a bike, exploring cities on the open road. Beginner distances create a great entry point into endurance sports.
Coming Up
More Road Cycling races near Highland, IN
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2026 Subaru CASA Cycling Challenge
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85 miles away
Tour De Cure: Chicagoland
From $260 · 8 North Ave
51 miles away
Plan your trip
Make it a Racecation
Coming from out of town? There's more to Highland than race day. We'll help you line up nearby lodging, flights, a rental car, and things to do so you can make the most of your racecation.
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Highland Fright Ride (3rd annual)
Oct 2, 2026