Flagship Rides

These iconic rides have a registration fee, cool merch, and each is supported by a small army of volunteers.

  • N.I.T.E. Ride
    Saturday, July 25th, 2026

    See the City of Indianapolis from a bike at night with over a thousand new friends! This slow roll social ride starts at sunset and tours the city on two (sometimes three) wheels.

    Start: Eli Lilly: 650 S. Delaware St., Indianapolis, IN 46225
    Distance: 6 & 20 miles
  • Hilly Hundred Weekend
    October 2nd - 4th, 2026

    Hilly Hundred Weekend is the best opportunity to experience the beauty of Southern Indiana. Two days of riding include a 30- and 50-mile route each day. There is a beginner and family-friendly “Little Hilly” route on Saturday along with a 62-mile metric century.

    Some riders camp (tent or RV) at the high school in Ellettsville or stay overnight in the gymnasium.

    Start: Ellettsville, IN
    Distance: 15, 30, 50, & 62 miles
  • Ride Across Indiana (RAIN)
    Saturday, June 27th, 2026

    RAIN is a one-day one-way ride across Indiana in its 37th year. The 168-mile course runs from Terre Haute to Richmond with part of the route on historic US Route 40.

    This year's route is updated to include more county roads and go further south of Indianapolis on better pavement. There is a new 204-mile route for an epic challenge.

    Start: Terre Haute, IN
    End: Richmond, IN
    Distance: 168 & 205 miles
  • Bike to the 500
    Sunday, May 24th, 2026

    Don't sit in traffic when you can pedal past the crowds on a police escorted route and park at the Indianapolis Motor Speedway where we will monitor your bike while you enjoy the race.

    Start: The AMP at 16 Tech, Indianapolis
    Distance: 10 miles
N.I.T.E. Ride
Saturday, July 25th, 2026
Start: Eli Lilly: 650 S. Delaware St., Indianapolis, IN 46225
Distance: 6 & 20 miles

See the City of Indianapolis from a bike at night with over a thousand new friends! This slow roll social ride starts at sunset and tours the city on two (sometimes three) wheels.

Hilly Hundred Weekend
October 2nd - 4th, 2026
Start: Ellettsville, IN
Distance: 15, 30, 50, & 62 miles

Hilly Hundred Weekend is the best opportunity to experience the beauty of Southern Indiana. Two days of riding include a 30- and 50-mile route each day. There is a beginner and family-friendly “Little Hilly” route on Saturday along with a 62-mile metric century.

Some riders camp (tent or RV) at the high school in Ellettsville or stay overnight in the gymnasium.

Ride Across Indiana (RAIN)
Saturday, June 27th, 2026
Start: Terre Haute, IN
End: Richmond, IN
Distance: 168 & 205 miles

RAIN is a one-day one-way ride across Indiana in its 37th year. The 168-mile course runs from Terre Haute to Richmond with part of the route on historic US Route 40.

This year's route is updated to include more county roads and go further south of Indianapolis on better pavement. There is a new 204-mile route for an epic challenge.

Bike to the 500
Sunday, May 24th, 2026
Start: The AMP at 16 Tech, Indianapolis
Distance: 10 miles

Don't sit in traffic when you can pedal past the crowds on a police escorted route and park at the Indianapolis Motor Speedway where we will monitor your bike while you enjoy the race.

When did each ride start?

The NITE Ride (started 1994) and Hilly Hundred (started 1968) were historically CIBA rides.

Bike to the 500 started in 2016 as an IndyCog ride before the organization changed its name to Bike Indianapolis in 2018.

Ride Across Indiana (RAIN) started in 1997. Central Indiana Cycling adopted RAIN in 2026 after a 50/50 joint effort with the Bloomington Bicycle Club in 2025. A 200-mile route option was added in 2026 to the legacy 160-mile cross state route.

Organizational and Ride History