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Juneteenth celebrations, Pikes Peak Hill Climb, ’40s Ball and more | What’s Up, Colorado

Jun 17, 2026, 1:19 PM | Updated: Jun 18, 2026, 4:57 pm

Juneteenth Music Festival — Three Days in Five Points 

Denver’s biggest Juneteenth celebration is leveling up. The annual festival in the Historic Five Points Neighborhood expands to three full days this year — a Friday night kickoff with live music and DJs, Saturday’s parade and street festival at 27th and Welton and a free Sunday venue crawl. Get more details here.

104th Pikes Peak International Hill Climb & Fan Fest 

Friday night, downtown Colorado Springs shuts down for a free 12-block street party with race cars, motocross stunts and driver autographs from 5–9 p.m. Sunday at 7:30 a.m., drivers launch up America’s Mountain. Get more info here.

The 1940s Ball at Boulder Airport 

Saturday night, a Boulder airplane hangar transforms into a 1940s supper club with vintage aircraft, twinkling lights, re-enactors and the Glenn Miller Orchestra playing big band swing under the stars. Doors open at 6:30 p.m. Click here for more details. 

The Tavern on Blake Street is back 

The iconic sports bar a block from Coors Field reopens Saturday after nearly three years. New ownership, fresh upgrades, same game-day energy. Grand opening celebration runs 10 a.m. to 2 p.m. with live music and giveaways. Get details here.

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Juneteenth celebrations, Pikes Peak Hill Climb, ’40s Ball and more | What’s Up, Colorado