Downtown Castle Rock Sip & Stroll

Downtown Castle Rock's Sip & Stroll returns for a summer edition on Thursday, July 16, 2026, from 5 to 8 p.m. More than 20 local businesses stay open late with refreshing sips, tasty treats, exclusive specials, and plenty of reasons to shop local. Here is how it works: pick up your Sip & Stroll Passport at any participating business during the event, stroll the shops downtown collecting stamps as you enjoy complimentary sips and snacks and discover special offers, then turn in a passport with at least eight stamps at the end of the evening for a chance to win a gift card from a participating business. Whether it is a girls' night out, a date night downtown, or simply an excuse to enjoy a summer evening, Sip & Stroll is a great way to explore Castle Rock's local businesses and soak up the downtown atmosphere. Free to attend. Hosted by Mod Mountain Boutique and Downtown Castle Rock. More participating businesses, specials, and details will be announced as the date gets closer.