Serve Douglas Volunteer Program2025 Events - Douglas, WYEvents - Glenrock, WYKnight Kruiser's 25th Anniversary Car Show-2025Oktoberfest-2025
Main Street Douglas

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Enterprise & Main Street Events
<p><span class="ql-size-large">Douglas offers events all year long, with exciting opportunities to join the community during the fall and winter months. From Oktoberfest and Haunted History Walking Tours to Haunted Houses, Craft Fairs, and the Fire on Main Street Chili Cook-Off, there’s always something happening. </span></p><p></p><ul><li><strong>Park It at the Museum Food Truck Fest</strong>, First Thursday, June 5th </li><li><strong>Douglas Blooms Flower Project-</strong> planting day May 17, 2025</li><li><strong>EBA Food Truck Rally </strong>(East Richards Street) June 7th, 11 am</li><li><strong>Knight Kruisers 25</strong><sup><strong>th</strong></sup><strong> Annual Car Show Celebration</strong> June 7, 2025 <ul><li><a href="https://douglas.brightrtravel.com/events/knight-kruisers-25th-anniversary-car-show" rel="noopener noreferrer" target="_blank">Car Show Registration</a></li><li><a href="https://douglas.brightrtravel.com/events/car-show-vendor-registration" rel="noopener noreferrer" target="_blank">Vendor Registration</a></li></ul></li><li><strong>Jackalope Days is </strong>June 13-15, 2025. Includes:<ul><li>Railroad Day (Friday) - <a href="https://childrensentrepreneurmarket.com/event/douglas/?fbclid=IwY2xjawKJrANleHRuA2FlbQIxMABicmlkETF5OWlCdnpvVUNGMzJ2Z1BFAR7BZ8RAvC2xs_5c7CH98WA216MVAWeraxS_Dxy4fxzd-NH5eJ6tkqEkDWsURg_aem_2p8F-SColCyIwAb9Q4rB3g" rel="noopener noreferrer" target="_blank">Children's Market Registration</a></li><li>Ride Row & Run (Saturday) - Register and more info <a href="https://www.facebook.com/events/2024788051371918/?active_tab=discussion" rel="noopener noreferrer" target="_blank">HERE</a> on FB</li><li>Vendor Fair (Saturday) - Register <a href="https://douglas.brightrtravel.com/events/jackalope-days-2025" rel="noopener noreferrer" target="_blank">HERE</a></li><li>Low Rider Dog Races (Saturday)</li><li>Chalk Fest (Saturday)</li><li>Show & Shine Car Show (Saturday)</li><li>LB Street Dance (Saturday)</li><li>Community Awards & Block Party (Sunday) - Get your nominations in<a href="https://forms.gle/wpmyAtYWT6ddFpQF8" rel="noopener noreferrer" target="_blank"> HERE</a></li></ul></li><li><strong>First Responders Freedom Fest</strong> on July 4th<ul><li>Firecracker 5K</li><li>Stars & Stripes Kiddie Parade</li><li>Inflatables</li><li>Fun & Games</li><li>Cash Bar</li><li>Food Trucks</li><li>Live Music</li><li>Watermelon Eating Contest</li><li>Pie Auction</li></ul></li><li><strong>Jackalope Square Farmers Markets</strong>, Aug 9, 23, 30, Sept 6 & 13- 9a-noon -vendor registration opens July 1</li><li><strong>Wyoming State Fair Parade - Theme: Arts. Parks. History. </strong>Aug 16, 2025 10 am Entrant registration opens July 1 </li><li><strong>Oktoberfest</strong> on September 20, 2025 - vendor & 5K registration open July 1</li><li><strong>Jackalope</strong> <strong>City Scarecrow Contest </strong>in October 2025 Sign ups open online beginning in September.</li><li><strong>Nightmare at the Museum FBLA Haunted House</strong> in October 2025</li><li><strong>Main Street Douglas Haunted History Walking Tours</strong> in October 2025</li><li><strong>Cowboy Christmas</strong> Nov 21-22, 2025 - vendor registration opens July 5</li><li><strong>Fire on Main Street Chili Cook</strong> Off Nov 22, 2025</li><li><strong>Mingle & Jingle</strong> Dec 5-6, 2025<ul><li>Christmas Parade Dec 5, 2025</li></ul></li><li><strong>Christmas at the Depot</strong> Dec 6-7, 2025</li></ul><p class="ql-align-center"></p><p class="ql-align-center"><span class="ql-size-large">Explore our full </span><a href="https://www.seewhatconversecando.com/calendar/" rel="noopener noreferrer" target="_blank" class="ql-size-large">event calendar</a><span class="ql-size-large"> for more details on other happenings in Douglas and make plans to participate or attend! </span></p><p class="ql-align-center"></p><p></p><p class="ql-align-center"></p>