Route 66 Ride powered by Bicycle Illinois

September 19 - September 26, 20262211 Market St., St. Louis, MO

Event Details

Featured

Event Type

Touring

Location

2211 Market St.St. Louis, MissouriOpen in Maps

Links

Website

Upcoming Dates

September 19 - September 26, 2026Register

Event Location

About This Event

Introducing the new Route 66 Ride! Route 66 is Bicycle Illinois's newest week long cycling tour from St. Louis to Joliet along the legendary Old Route 66! Experience the Mother Road on Two Wheels Pedal along historic Route 66 from St. Louis to Chicago and discover a scenic journey through quaint Midwestern towns, open farmland, and classic roadside attractions. Follow the nostalgic charm of the Mother Road, where vintage gas stations, diners, museums, and glowing neon signs bring America’s golden age of travel to life. With its gentle terrain and lightly traveled roads, this route offers a relaxed yet rewarding cycling adventure. Every mile reveals a blend of Americana history, local hospitality, and the timeless satisfaction of riding a truly legendary road. Join us for this fully supported, all-hotel tour - the perfect way to celebrate the 100th anniversary of Route 66 and America’s 250th birthday in unforgettable cycling style! Stay tuned - more details and registration information will become available as our plans continue to progress!

Additional Information

Experience the Mother Road on Two Wheels with the Route 66 Ride

Get ready to pedal through history. The Route 66 Ride powered by Bicycle Illinois is our newest week-long cycling tour, taking you on an unforgettable journey from St. Louis to Joliet along the legendary Old Route 66. This is more than just a bike ride; it is a celebration of Americana, classic roadside charm, and the timeless joy of two-wheeled travel.

As you traverse this iconic stretch, you will discover the heart of the Midwest. Expect a scenic adventure filled with quaint towns, expansive farmland, and the nostalgic atmosphere that made the Mother Road famous. From vintage gas stations and classic diners to glowing neon signs and quirky museums, every mile offers a new glimpse into America’s golden age of travel.

What to Expect

Fully Supported Tour - We handle the logistics so you can focus on the ride, including mechanical support and gear transport.
All-Hotel Accommodations - Enjoy the comfort of a real bed and a hot shower at the end of every day on the road.
Scenic Midwestern Routes - Experience gentle terrain and lightly traveled roads that are perfect for recreational riders and touring enthusiasts.
Rich Americana History - Immerse yourself in the culture of the Mother Road with stops at famous landmarks and roadside attractions.
Community Vibe - Join a friendly group of fellow cyclists for a week of camaraderie, local hospitality, and shared memories.

Course Description

The Route 66 Ride is designed for enjoyment, utilizing the gentle topography of the region to keep the focus on the experience rather than the strain. Below is an overview of the touring format:

Route Segment	Description	Terrain
St. Louis to Joliet	A point-to-point tour following the historic alignment of Route 66.	Generally flat with gentle, rolling farmland.

Event Highlights

The Route 66 Ride is all about the journey. We have curated this experience to ensure you have time to stop, explore, and soak in the atmosphere of the towns we pass through. Whether it is grabbing a slice of pie at a classic diner, snapping a photo in front of a vintage neon sign, or learning about local history at a small-town museum, the tour encourages a relaxed pace.

Because this is a fully supported tour, you can ride with peace of mind. Our team is dedicated to your safety and comfort, ensuring that your gear is waiting for you at the next hotel and that help is never far away if you need it. It is the perfect opportunity to celebrate the spirit of the open road, enjoy the fresh air, and create lasting memories with new friends on one of the most famous routes in the world.

A Stretch of the Route 66 Ride powered by Bicycle Illinois Race Day

Frequently Asked Questions

What is the overall difficulty level of the Route 66 Ride?

The route is designed to be accessible for recreational riders, featuring gentle Midwestern terrain and primarily lightly traveled roads. While it is a multi-day tour, the focus is on a relaxed, scenic experience rather than high-intensity speed.

Is this tour suitable for families and casual cyclists?

Absolutely! This tour is perfect for riders who enjoy a leisurely pace, classic Americana sights, and the camaraderie of a group tour. We encourage families to join, provided all riders are comfortable cycling longer distances over consecutive days.

What kind of ride support is provided during the tour?

This is a fully supported tour, meaning you can ride with peace of mind knowing assistance is available. Support includes luggage transport between our overnight hotel stops, so you only need to carry what you need for the day's ride.

What can I expect at the daily rest stops and overnight locations?

You will enjoy a mix of scenic highlights and classic roadside attractions that make the Mother Road so famous. Each day concludes at a hotel, ensuring you have a comfortable place to rest and recharge for the next day's adventure.

How do I stay updated on registration and specific route details?

We are actively finalizing our plans for this legendary journey. Please check the official event website regularly for the latest updates on registration, detailed itineraries, and logistics as they become available.

Reviews

Share your photos, offer tips and course insights, or inspire others to join the fun!

The first 5 cyclists to review within 72 hours after this event receive a free Starbucks or Dunkin gift card ($10 value).

Organizer