Entertainment events in Castle Rock

Check out happening entertainment events all around Castle Rock, CO

18th Annual Classic Rock Cruise-In Car Show & Street Concert

 Fri, 19 Jun at 06:00 pm Downtown Castle Rock

Cheap Trick at Philip S Miller Park

 Sat, 15 Aug at 08:30 pm Philip S Miller Park

Summer Kickoff Concert

 Sat, 16 May at 05:00 pm Festival Park ... Castle Rock

Summer Concert Series — Jackson Dean with special guest Tigirlily Gold

 Sat, 18 Jul at 06:00 pm Philip S. Miller Park

The Marshall Tucker Band in Castle Rock

 Fri, 26 Jun at 07:00 pm Philip S. Miller Park Amphitheater

Douglas County Fair and Rodeo - ProRodeo Ride for the Brand Night at Douglas County Fairgrounds Colorado

 Sat, 01 Aug at 07:00 pm Douglas County Fairgrounds Colorado

Aaron Lewis – Paoli

 Fri, 10 Jul at 06:00 pm Aaron Lewis – Paoli, IN – July 10

Tunes for Trails/Perks for Parks Free Concert — The Rick Lewis Project

 Thu, 18 Jun at 06:30 pm Philip S. Miller Park

Fitz and The Tantrums

 Fri, 31 Jul at 05:00 pm Philip S. Miller Park

Douglas County Fair and Rodeo - Roughtock at the Rock ProRodeo at Douglas County Fairgrounds Colorado

 Thu, 30 Jul at 07:00 pm Douglas County Fairgrounds Colorado

Castle Rock Sip & Savor: Premium Wine & Bourbon Tasting Event (f.k.a. WineFest)

 Sat, 27 Jun at 05:00 pm Philip S. Miller Park

6th Annual July 4th ROCK - IT RUN

Sat, 04 Jul at 06:00 am 500 Fairgrounds Rd

Oktoberfest

 Sat, 19 Sep at 01:00 pm Downtown Castle Rock

Summer Concert Series — Still the Same - Bob Seger Tribute with the Denver Pops Orchestra

Sat, 29 Aug at 07:00 pm Philip S. Miller Park

Tunes for Trails/Perks for Parks Free Concert — That Eighties Band

 Thu, 16 Jul at 06:30 pm Philip S. Miller Park

Douglas County Fair and Rodeo - Patriot Night ProRodeo at Douglas County Fairgrounds Colorado

 Fri, 31 Jul at 07:00 pm Douglas County Fairgrounds Colorado

2026 Colorado Whiskey Fest in Castle Rock

 Sat, 20 Jun at 11:00 am 500 Fairgounds Rd, Castle Rock, CO, United States, Colorado 80104

Jackson Dean at Philip S Miller Park

 Sat, 18 Jul Philip S Miller Park

Memorial Day Concert

 Sat, 23 May at 02:00 pm Festival Park ... Castle Rock

Jackson Dean

 Fri, 17 Jul Philip S. Miller Park

The 2026 Colorado Bluegrass Festival

 Sat, 29 Aug at 05:00 pm McAwesome Ranch, Haystack Road, Castle Rock, CO, USA USD 47

Jazz in the Park

 Wed, 03 Jun at 06:30 pm Festival Park ... Castle Rock

Free Summer Trolley

 Wed, 03 Jun at 06:00 pm Downtown Castle Rock

Rick Lewis Project at Tunes for Trails Castle Rock

 Thu, 18 Jun at 06:30 pm Philip S. Miller Park Amphitheater

Roughstock at the Rock ProRodeo

 Thu, 30 Jul at 07:00 pm 500 Fairgrounds Drive, Castle Rock, CO, United States, Colorado 80104

Vows and Vices - Bachelorette Viewing Party

 Sun, 22 Mar at 07:00 pm Sinners and Saints in Ecclesia Market

2026 POOR BOY CRUISERS CAR SHOW (ACC Castle Rock)

 Sat, 03 Oct at 10:00 am 4500 Limelight Ave, Castle Rock, CO 80109-8038, United States

Joseph Habedank in Castle Rock

 Sun, 28 Jun at 06:30 pm

CASTLE ROCK, CO - KPOP GUARDIANS

 Mon, 18 May at 04:00 pm Douglas County Fairgrounds and Event Center USD 23 to 34

Sideways Seven live music private event

Sat, 30 May at 05:00 pm CastleRock, Colorado

Dungeon Crawler Carl Release Party

 Mon, 11 May at 08:00 pm Sudden Fiction Books USD 18 to 50

ACOTAR 6 Release Party

 Mon, 26 Oct at 08:00 pm Sinners & Saints USD 34 to 50