Converse County, Wyoming Calendar of Events
Date Night
Date Night @ the Square featuring Pirates of the Caribbean: The Curse of the Black Pearl
Jackalope Square Farmers Market
Join us for the Jackalope Square Farmers Market, a beloved summer tradition in downtown Douglas! Enjoy fresh produce, homemade goods, handcrafted items, and live music.
Wyoming State Fair & Rodeo
The Wyoming State Fair is back in Douglas, Wyoming is the place to be August 12-16! Enjoy live musict a two night PRCA rodeo, a WSF State Championship Rodeo, Demolition Derby, Carnival, Vendors and much more!
Jackalope Square Farmers Market
Join us for the Jackalope Square Farmers Market, a beloved summer tradition in downtown Douglas! Enjoy fresh produce, homemade goods, handcrafted items, and live music.
Sheepherders Rendezvous
Events include: Sheepwagons Open For Viewing, Alpaca Show, Dutch Oven Cooking, Food Concessions, Unique Vendors, Spinners and Weavers, Living History, Blacksmith Demo, and Music!
Jackalope Square Farmers Market
Join us for the Jackalope Square Farmers Market, a beloved summer tradition in downtown Douglas! Enjoy fresh produce, homemade goods, handcrafted items, and live music.
Rock the Glen
Peyton Phillips ~ Rock the Glen Concert Series ~ Town Appreciation Day
Jackalope Square Farmers Market
Join us for the Jackalope Square Farmers Market, a beloved summer tradition in downtown Douglas! Enjoy fresh produce, homemade goods, handcrafted items, and live music.
Jackalope Square Farmers Market
Join us for the Jackalope Square Farmers Market, a beloved summer tradition in downtown Douglas! Enjoy fresh produce, homemade goods, handcrafted items, and live music.
Jackalope Square Farmers Market
Join us for the Jackalope Square Farmers Market, a beloved summer tradition in downtown Douglas! Enjoy fresh produce, homemade goods, handcrafted items, and live music.
Oktoberfest in Downtown Douglas
Experience Authentic Oktoberfest in Downtown Douglas on September 20th!
Join us for an unforgettable celebration of community and tradition, inspired by the heart of Germany. This year, we're bringing an authentic Oktoberfest experience to downtown Douglas with no admission fee!
Wild West Fall Fest - Glenrock, WY
Join us for the Wild West Fall Fest on September 27th at Glenrock Town Park from 12pm-5pm.
Cowboy Christmas
Cowboy Christmas and Fire on Main Street Chili Cook-Off every year the weekend before Thanksgiving.
This year it is Nov 21 and 22, 2025 at the Wyoming State Fairgrounds.
WYOMING MADE PRODUCTS!
Fire on Main Street Chili Cook-Off
FIRE ON MAIN STREET CHILI COOK-OFF
Get out your best chili recipe! November 22, in conjunction with Cowboy Christmas, Main Street Douglas will host the Fire on Main Street Chili Cook-Off. Proceeds from the event support downtown Douglas projects and activities. If you’re not a chef, consider coming and sampling the year’s entries. Read the RULES HERE.
Mingle and Jingle
Mingle & Jingle Downtown Douglas
Get into the holiday spirit at Main Street Douglas' annual Mingle & Jingle community Christmas party! Join us downtown for a festive celebration featuring a Christmas parade, the lighting of Jackalope Square, cozy fire pits, hot chocolate, and a visit from Santa. Enjoy music, caroling, and The Polar Express Christmas at the Depot. Bring the family for a fun scavenger hunt, while you shop, dine, and explore pop-up shops throughout downtown.
Christmas at the Depot
Christmas at the Depot 2025 is December 6th - 7th in Douglas, Wyoming.
The Douglas Railroad Museum and Visitor Center is housed in the historic FE & MV Railroad Passenger Depot.
Admission is FREE, but seating is limited.
Wyoming State Fair & Rodeo
The Wyoming State Fair is back in Douglas, Wyoming is the place to be August 11-15! Enjoy live musict a two night PRCA rodeo, a WSF State Championship Rodeo, Demolition Derby, Carnival, Vendors and much more!
Wyoming State Fair & Rodeo
The Wyoming State Fair is back in Douglas, Wyoming is the place to be August 17-21! Enjoy live musict a two night PRCA rodeo, a WSF State Championship Rodeo, Demolition Derby, Carnival, Vendors and much more!
Wyoming State Fair & Rodeo
The Wyoming State Fair is back in Douglas, Wyoming is the place to be August 15-19! Enjoy live musict a two night PRCA rodeo, a WSF State Championship Rodeo, Demolition Derby, Carnival, Vendors and much more!
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