Castle Rock Car Show 2026 — Main Show Day

The main day of the 18th Annual Classic Rock Cruise In Car Show Weekend takes over downtown Castle Rock on Saturday June 20, 2026 from 10:00 AM to 3:00 PM. Free, family-friendly, one of the largest classic car shows in Douglas County.

What to Expect

Streets of historic downtown Castle Rock shut down for 300+ classic cars, hot rods, trucks, and specialty vehicles on display. Live music lineup on the main stage: Steve and the Cruisers (10:00 AM–12:30 PM), then 6202 (12:30–3:00 PM).

Free Kid Attractions

• Bounce houses
• Face painters
• Rock wall
• Ice cream + live music

Food Trucks

Glacier Homemade Ice Cream & Gelato, Eggroll Parker, Berliner Haus, La Chaparrita Sabor de Mex, Mondal's, Woodhill BBQ, El Cubanaso, Bailey's Bites, Bebo's Mini Donuts.

Beverage Providers

Molly Brown Spirits, Purgatory Cellars Winery, Bear'L Cellars, Alidade Brewing, Wild Blue Yonder Brewing Co., 105 West Brewing Company, Woods Boss Brewing Company, Platt Park Brewing Co., Dos Santos.

Parking

Encore Parking Garage, Philip & Jerry Miller Library, Douglas County Garage, Douglas County School District Parking Lot.

The Friday kickoff concert (June 19, 6-9 PM) precedes this — see Friday kickoff details.

Hosted by Castle Rock Downtown Alliance.