September 6–7, 2025 | Woodland Park & Cripple Creek
For more than three decades, Cruise Above the Clouds has celebrated the beauty, power, and history of the automobile. From the clatter of early brass-era cars to the rumble of Detroit muscle to today’s sleek modern machines, this beloved tradition brings car enthusiasts and families together for one unforgettable weekend. Alongside vintage and custom cars, the show will also feature motorcycles, tractors, trucks, buses, and more.
Event Schedule
Saturday, September 6 — Woodland Park
📍 Memorial Park
- Parking opens: 7:00 AM
- Show starts: 9:00 AM
- Ballots due: 12:00 PM
- Trophies awarded: 2:00 PM
- Show ends: 3:00 PM followed by a scenic cruise to Cripple Creek
Sunday, September 7 — Cripple Creek
📍 Bennett Avenue (closed to traffic for the event, with overnight security provided)
- Cars will be parked on Bennett Avenue through-out the day
Highlights
- Over 300 custom and collector cars, motorcycles, tractors, buses, and trucks on display
- Silent Auction in Woodland Park with great prizes including a handmade quilt and a Rex Tires gift certificate
- Live music, local vendors, and plenty of food options both days
- Event merchandise available: T-shirts $20, hoodies $45, dash plaques $2
- Registration at the show: $35/day or $60 for both days
More Than a Car Show
Since 1991, Cruise Above the Clouds has had one goal, to preserve, educate, and share the joy of automotive history while giving back to the community. Each year, proceeds from the show benefit local nonprofits throughout Teller County and beyond.
Whether you’re entering your own ride, helping with judging, or just walking the rows of gleaming chrome, you don’t need to be a gearhead to join the fun. This event is about community, history, and a shared love for the open road.
Weather Outlook
- Saturday: Increasing clouds, high near 69, with a 30% chance of afternoon showers and thunderstorms.
- Sunday: Mostly sunny early, high near 67, with a 60% chance of showers and thunderstorms after noon.
🌂 Tip: Bring sunscreen, a chair, and maybe a rain jacket — the show goes on, rain or shine!
Join us for a weekend of horsepower, history, and hometown pride at the 33rd Annual Cruise Above the Clouds. All proceeds support local nonprofits, so you can feel good knowing your good time is also helping our community.
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