2025 Trailnet Rockin' the Suburbs

Introducing Trailnet’s Inaugural Rockin’ the Suburbs Ride!

Kirkwood, MO, was the first planned suburb west of the Mississippi, designed with the railroads in mind to offer city workers a peaceful retreat. Named after civil engineer James Pugh Kirkwood, the town’s grid-patterned streets, tree-lined avenues, and welcoming sidewalks make it an ideal location for cyclists and pedestrians alike. Its vibrant charm and rich history create the perfect backdrop for a memorable cycling experience.

So, get ready to pedal, party, and soak in the unique character of Kirkwood and its neighboring communities! Trailnet is thrilled to host the inaugural Rockin’ the Suburbs Kirkwood Classic on June 7, 2025. Starting from the Alpine Shop, this expertly supported cycling event will guide riders through scenic routes, including a picturesque stretch along the iconic Grant’s Trail. With its mix of history, community spirit, and stunning surroundings, Kirkwood is the perfect place to kick off this exciting new ride!

This ride has a route for everyone, from a 10-mile family-friendly route to a challenging 55-mile dip down into the southernmost parts of the county.  

Choose from three route options tailored for every type of cyclist—from beginners to seasoned pros. With full support along the way and post-ride festivities at the Kirkwood Route 66 Cars and Guitars Festival, this event is the perfect blend of active fun and local celebration.

Don’t miss this opportunity to embrace a healthy lifestyle, connect with your community, and experience why Kirkwood is a cycling-friendly gem. Mark your calendar, and let’s rock all around "blocks"!

Event Details:

Date: Saturday, June 7, 2025
Start/End Location: Alpine Shop
Start Time: 8:00 AM
Routes: Family-Friendly, Mid-Distance, and Long-Distance

Post-Ride Fun: Experience all that Kirkwood has to offer at the annual Route 66 Cars and Guitars Festival ! 

The festival's theme of "Cars and Guitars" speaks to the rich transportation and music history of the region. Live music and vintage vehicles will anchor this outdoor event. Note: Bikes are not allowed in the festival area. Bike parking is available in Alpine Shop or Kaldi's parking lot.

Festivities Include:

Free Live music from six bands, on two outdoor stages (with staggered start times)
A vintage car show
A Beer Wagon, hosted by local service clubs, serving beer and wine
Vendor booths
Food and drink from downtown merchants and area service clubs