Join us on July 4th in Douglas for the 5th Annual First Responders Freedom Fest & 5K, proudly brought to you by Local Law Enforcement and The Enterprise! Kick off the day with a 5K run and Kiddie Parade, then stay for an action-packed celebration featuring live music, games, inflatables, a dunk tank, face painting, and more!

Tylor and The Train Robbers ~ Rock The Glen Concert Series

The Addams Family ~ Theater Thursday

Live Wire ~ Rock the Glen Concert Series

Aladdin ~ Theater Thursday

Fan Halen ~ Rock the Glen Concert Series

Date Night @ the Square featuring Pirates of the Caribbean: The Curse of the Black Pearl

Despicable Me 4 ~ Theater Thursday

Despicable Me 4 ~ Theater Thursday

Kris Lager band ~ Rock the Glen Concert Series

Paw Patrol ~ Theater Thursday

NOT.GREENDAY ~ Rock the Glen Concert Series

Paddington in Peru ~ Theater Thursday

Dog Man ~ Theater Thursday

Southern Fryed ~ Rock the Glen Concert Series

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!

The Wyoming State Fair Parade has been a Cowboy State Tradition at the conclusion of the Wyoming State Fair for over 100 years! The 1.5-mile parade route starts on 4th Street at the intersection of Hamilton Street, heads south to Center Street, then turns west ending at S 2nd Street.

Date Night @ the Square featuring Chosen Family

Events include: Sheepwagons Open For Viewing, Alpaca Show, Dutch Oven Cooking, Food Concessions, Unique Vendors, Spinners and Weavers, Living History, Blacksmith Demo, and Music!

Peyton Phillips ~ Rock the Glen Concert Series ~ Town Appreciation Day

jackrabbit ~ Rock the Glen Concert Series ~ Town Appreciation Day

Date Night @ the Square featuring The Boy in the Woods

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!

Join us for the Wild West Fall Fest on September 27th at Glenrock Town Park from 12pm-5pm.

2025 Jackalope City SCARECROW Contest!

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

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.

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!

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!

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!