Downtown Castle Rock
2026 Car Show Weekend
June 19, 2026 | 6:00 PM - 9:00 PM
June 20, 2026 | 10:00 AM - 3:00 PM
Wilcox Square
(4th Street & Wilcox Street)
Kicking off the weekend with a Friday evening free concert, participants can check out over 100 cars on display by members of The Vintage Car Club of Castle Rock. By 10:00 AM on Saturday, the streets of historic Downtown are shut down and turned into a showplace for over 300 cars, trucks and specialty vehicles. The 18th Annual Classic Rock Cruise In Car Show Weekend has something for everyone - cars, shops, live bands, food trucks, restaurants, local breweries, free attractions for the kids, and a variety of vendor booths (see Event Details below). Kids attractions include free bounce houses, free face painters, free rock wall, music, ice cream and fun.
Where to Park:
Musical Entertainment
Friday:
6:00 - 9:00 PM: Shelvis and the Roustabouts
Saturday:
10:00 AM - 11:45 AM: Steve and the Cruisers
12:15 - 2:00 PM: 6202
Food Trucks
Friday and Saturday:
Glacier Homemade Ice Cream & Gelato
Eggroll Parker
Berliner Haus
La Chaparrita Sabor de Mex
Mondal's
Woodhill BBQ
El Cubanaso
Friday Only:
Granny's Pantry
Saturday Only:
Bailey's Bites
Bebo's Mini Donuts
Little Sweets Cookie CO
Beverage Providers
Friday and Saturday:
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
Vendors
Friday and Saturday:
Floor Shield of Castle Rock
Wellspring Holistic Massage
Universal Water Systems Colorado
Parker Texas Roadhouse
Heroes Hall Foundation
OpenRoadSyn
Big Garage Homes
Dogtopia of Castle Rock
VetCo Hats
Passanante's Home Food Services
Matt Fitzpatrick State Farm
Friday Only:
Gilded Arc Permanent Jewelry
Luna + Stella Permanent Jewelry
Saturday Only:
Studio Pilates Castle Pines
Castle Rock Historical Society & Museum
Restoration Chiropractic
Astra Real Estate
Espi Agency
Golden Fly Shop Castle Rock
Revived Ritual Henna Art
Dane Madrid American Family Insurance
The Outlaw Collective
The Par Club
Thank you to our amazing 2026 Sponsors!
Title Sponsor:
Stage Sponsor:
Lifetime Home Remodeling
HBS Trash Services
Park Street Storage
T-Fiber
Family Entertainment Sponsor:
Aloha Fund
HEI Civil
Premium Booth Sponsor:
Lowry Insurance
Glacier Homemade Ice Cream & Gelato
Community Partner:
Town of Castle Rock