80's themed! Summer Wine Walk
Join us for our 80s-themed Summer 2026 Wine Walk on Thursday, June 25, from 6–9 PM in downtown Oregon City. It’s the perfect opportunity to dress up in arguably one of the BEST decades for outfits and experience all that downtown Oregon City has to offer! Come down early, dine at one of our downtown restaurants, and enjoy the night!
First City Celebration
The First City Celebration is Oregon City’s signature summer street festival! An all-day celebration of Oregon’s First City. Join us downtown for a day of live music, entertainment, Main Street businesses, vendors, food, drinks, and so much more! You’ll find something for everyone at the First City Celebration.
Fall Wine Walk
Join us for our Fall Wine Walk on Thursday, September 24, 2026. Tickets will go on sale in August!
Trick or Treat Main Street
Main Street’s favorite Halloween tradition! Trick or Treat at your favorite downtown Oregon City business this Halloween from 4p-6p!
Spring Wine Walk
Join us for the Spring 2026 Wine Walk on Thursday, April 16, from 6–9 PM in Downtown Oregon City. Stroll through local shops while sampling wines from select regional wineries during this popular evening event.
Check-in begins at 5:30 PM at Liberty Plaza.
Your ticket includes a commemorative wine glass, tote bag, and 10 tasting tickets. Get yours early—this event will sell out!
Ages 21+