31 upcoming listings — live music, theater, markets, drag, comedy and more, each with a time, a venue and a street address.
What's coming up
Monday Evening Yoga in the Park Mon 3 Aug 2026, 6:30 PM — Fitness Festival Park · 300 Second St, Castle Rock, CO 80104 · Free
Jazz in the Park Wed 5 Aug 2026, 6:30 PM — Live music Festival Park · 300 Second St, Castle Rock, CO 80104 · Free
Dueling Pianos at Wide Awake Eatery Thu 6 Aug 2026, 6:00 PM — Live music Wide Awake Eatery · 115 Wilcox St #Suite 120, Castle Rock, CO 80104 · $23.18-$28.52 · 21+
First Fridays Family 5K and Concert: Six Million Dollar Band Fri 7 Aug 2026, 5:30 PM — Live music Festival Park · 300 Second St, Castle Rock, CO 80104 · Concert free; 5K requires registration
Festival Park Farmers Market Sun 9 Aug 2026, 9:00 AM — Market Festival Park · 300 Second St, Castle Rock, CO 80104 · Free to attend
Mahjong and Mixology Wed 12 Aug 2026, 4:00 PM — Game night Renova Medical Aesthetics · 1001 S Perry St #105a, Castle Rock, CO 80104 · $75 · 21+
Summer Concert Series - Cheap Trick Sat 15 Aug 2026, 6:00 PM — Live music Amphitheater at Philip S. Miller Park · 1375 W. Plum Creek Pkwy, Castle Rock, CO 80109 · Ticketed via TicketWeb - price not published on the town listing
Animals Around the Rock: Reptiles Under the Rock Tue 18 Aug 2026, 6:00 PM — Meetup Millhouse at Philip S. Miller Park · 1381 W. Plum Creek Pkwy, Castle Rock, CO 80109 · Not published on the town listing
Tunes for Trails / Perks for Parks Free Concert: Santa Rios Thu 20 Aug 2026, 6:30 PM — Live music Amphitheater at Philip S. Miller Park · 1375 W. Plum Creek Pkwy, Castle Rock, CO 80109 · Free
Kids Markets at Castle Rock Farmers Market Sat 22 Aug 2026, 8:00 AM — Market Douglas County Fairgrounds and Event Center · 500 Fairgrounds Rd, Castle Rock, CO 80104 · Free to attend
Touch-A-Truck 2026 Sat 22 Aug 2026, 9:00 AM — Meetup Douglas County Fairgrounds and Event Center · 500 Fairgrounds Dr, Castle Rock, CO 80104 · Not published on the town listing
Walking Tour of Downtown Castle Rock Sat 22 Aug 2026, 10:30 AM — Meetup The Courtyard on Perry (tour start) · 333 Perry St, Castle Rock, CO 80104 · Free
Popcorn in the Park Sat 22 Aug 2026, 5:00 PM — Live show Amphitheater at Philip S. Miller Park · 1375 W. Plum Creek Pkwy, Castle Rock, CO 80109 · Free
Castle Rock Fall Clothing Swap Thu 27 Aug 2026, 4:00 PM — Market Wild Blue Yonder Brewing · 519 Wilcox St, Castle Rock, CO 80104 · Free · 21+
Plant Bingo by Fun with Ferns Thu 27 Aug 2026, 6:00 PM — Game night Alidade Brewing · 680 Atchison Way #800, Castle Rock, CO 80109 · $30-$35 · 21+
Summer Concert Series - Still the Same (Bob Seger Tribute) with the Denver Pops Orchestra Sat 29 Aug 2026, 7:00 PM — Live music Amphitheater at Philip S. Miller Park · 1375 W. Plum Creek Pkwy, Castle Rock, CO 80109 · Ticketed - price not published on the town listing
Animals Around the Rock: Batty About Castle Rock Tue 8 Sep 2026, 6:00 PM — Meetup Millhouse at Philip S. Miller Park · 1381 W. Plum Creek Pkwy, Castle Rock, CO 80109 · Not published on the town listing
Castle Rock Artfest Sat 12 Sep 2026, 9:00 AM — Art show Festival Park · 300 Second St, Castle Rock, CO 80104 · Not published on the town listing
Douglas County Supercross Sat 12 Sep 2026, 3:00 PM — Sports Douglas County Fairgrounds and Event Center · 500 Fairgrounds Rd, Castle Rock, CO 80104 · $17.85-$60.54
Festival Park Farmers Market (relocated for Artfest) Sun 13 Sep 2026, 9:00 AM — Market Douglas County Wilcox Building lawn · 301 Wilcox St, Castle Rock, CO 80104 · Free to attend
Castle Rock Artfest (day two) Sun 13 Sep 2026, 10:00 AM — Art show Festival Park / Perry Street · 300 Second St, Castle Rock, CO 80104 · Not published on the town listing
Just Between Friends Douglas County Fall & Winter Sale (General Admission) Thu 17 Sep 2026, 10:00 AM — Market Douglas County Fairgrounds Event Center · 500 Fairgrounds Rd, Castle Rock, CO 80104 · Free (general admission)
Tunes for Trails / Perks for Parks Free Concert: Ninety Percent 90s Thu 17 Sep 2026, 6:30 PM — Live music Amphitheater at Philip S. Miller Park · 1375 W. Plum Creek Pkwy, Castle Rock, CO 80109 · Free
Castle Rock Oktoberfest Sat 19 Sep 2026, 1:00 PM — Festival Wilcox Square - Historic Downtown Castle Rock · 300 Second St, Castle Rock, CO 80104 · Not published on the town listing
Walking Tour of Downtown Castle Rock Sat 26 Sep 2026, 10:30 AM — Meetup The Courtyard on Perry (tour start) · 333 Perry St, Castle Rock, CO 80104 · Free
Castle Rock Trail Festival and liveBIG Family Adventure Run Sat 3 Oct 2026, 6:00 AM — Sports Philip S. Miller Park · 1375 W. Plum Creek Pkwy, Castle Rock, CO 80109 · Registration required - price not published on the town listing
Glow Dance Party - Therapeutic Recreation Fundraiser Sat 10 Oct 2026, 7:00 PM — Fitness Amphitheater at Philip S. Miller Park · 1375 W. Plum Creek Pkwy, Castle Rock, CO 80109 · Fundraiser - price not published on the town listing
Spooktacular Sat 17 Oct 2026, 1:00 PM — Spooky Philip S. Miller Park · 1375 W. Plum Creek Pkwy, Castle Rock, CO 80109 · Not published on the town listing
Fall Festival featuring Creepy Crawlies Around the Rock Sun 18 Oct 2026, 10:00 AM — Festival Festival Park · 300 Second St, Castle Rock, CO 80104 · Not published on the town listing
ACOTAR 6 Midnight Release Party Mon 26 Oct 2026, 9:30 PM — Meetup Sinners & Saints · 221 Perry St, Castle Rock, CO 80104 · $33.85-$49.87 · 21+
Fangtastic Festival Fri 30 Oct 2026, 11:00 AM — Spooky Festival Park · 300 Second St, Castle Rock, CO 80104 · Not published on the town listing
Listings are seeded from venue and organiser calendars. See them on the map.