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>Jackalope</strong> <strong>City Scarecrow Contest </strong>in October 2025 Sign ups open online beginning in September. Judging Oct 18-28th with an online passport: <a href="https://douglas.brightrtravel.com/passports" rel="noopener noreferrer" target="_blank">Scarecrow Tour</a></li><li><strong>Nightmare at the Museum DHS Haunted House</strong> October 24-25, 2025, 7-10pm</li><li><strong>Main Street Douglas Haunted History Walking Tours</strong> in October 16, 23, 30, at 7 &amp; 9 pm</li><li><strong>Cowboy Christmas</strong> Nov 21-22, 2025 - Vendor spaces are FULL. </li><li><strong>Fire on Main Street Chili Cook</strong> Off Nov 22, 2025 </li><li><strong>Mingle &amp; 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><strong><u>Jan-Sept 2026 events:</u></strong></p><ul><li><strong>Platte River Photo Show &amp; Workshop 2026</strong>: TBD</li><li><strong>Park It at the Museum Food Truck Fest</strong>, First Thursday, May 7th &amp; June 4th 2026</li><li><strong>Douglas Blooms Flower Project-</strong> planting day May 16, 2025</li><li><strong>Knight Kruisers 25</strong><sup><strong>th</strong></sup><strong> Annual Car Show Celebration</strong> June 13, 2026</li><li><strong>Jackalope Days is </strong>June 12-14, 2026. Includes:<ul><li>Railroad Day (Friday) -</li><li>Ride Row &amp; Run (Saturday) - </li><li>Vendor Fair (Saturday) - </li><li>Low Rider Dog Races (Saturday)</li><li>Chalk Fest (Saturday)</li><li>Show &amp; Shine Car Show (Saturday)</li><li>LB Street Dance (Saturday)</li><li>Community Awards &amp; Block Party (Sunday) - Be thinking about those nominations! </li></ul></li><li><strong>First Responders Freedom Fest: </strong>TBD<ul><li>Firecracker 5K</li><li>Stars &amp; Stripes Kiddie Parade</li><li>Inflatables</li><li>Fun &amp; 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 8, 22, 29, Sept 5 &amp; 12- 9a-noon -vendor registration opens July 1</li><li><strong>Wyoming State Fair Parade - Theme: TDB. </strong>Aug 15, 2026, 10 am Entrant registration opens July 1</li><li><strong>Oktoberfest</strong> TBD - vendor &amp; 5K registration open July 1</li></ul><p></p><p class="ql-align-center"></p><p class="ql-align-center"></p><p></p><p class="ql-align-center"></p>