Events

Find fun local events to attend during your visit!

Community

Casino Night

Join us in Glenrock on Friday, November 15 for an evening of casino fun!

All proceeds benefit the Glenrock Veterans Park project currently under development—so you can have fun while supporting a great cause.

Event Date 11-15-2025 5:00 pm
Event End Date 11-15-2025 9:00 pm
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. 

Friday 3-8p - Saturday 9a-3p

WYOMING MADE PRODUCTS!

Event Date 11-21-2025
Event End Date 11-22-2025
Paws 'N Claus

Bring your pet for pictures with Santa at Cowboy Christmas! 

Event Date 11-22-2025 10:00 am
Event End Date 11-22-2025 2:00 pm
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.

Event Date 11-22-2025 11:00 am
Event End Date 11-22-2025 2:00 pm
Glenrock Christmas Shoppe

The Christmas Shoppe!

We will be at 212 South 3rd. in Glenrock, Wyoming.  We have several local artists. We will open on Black Friday and stay open through Christmas Eve. Can't wait to see you!!!

Event Date 11-28-2025
Event End Date 12-24-2025
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.

Event Date 12-05-2025
Event End Date 12-06-2025
Christmas at the Depot


Christmas at the Depot 2025 is: December 6th - 7th - 10 A.M. - 4 P.M.

The Douglas Railroad Museum and Visitor Center is housed in the historic FE & MV Railroad Passenger Depot.

Admission is FREE, but seating is limited.

Event Date 12-06-2025 10:00 am
Event End Date 12-07-2025 4:00 pm
Local Valentine Festival

Love Local Valentine Festival

A full day of Love Local Fun:

Vendor Booths
Food
Raffles
Laramie Peak Humane Society
Couples Challenge
& other kids games and activities

Event Date 01-31-2026 9:00 am
Event End Date 01-31-2026 6:00 pm
Easter Egg Hunt

The Town of Rolling Hills held its first Easter egg hunt in the park in 2010.  The festivities have grown throughout the years with an appearance by the Easter bunny and many donated prizes by local businesses.  Every year the hunt features thousands of toy and candy filled eggs for kids 10 years of age and under.  Tickets are also hiding in special eggs that can be redeemed for prizes!  The Easter egg hunt is held each year on the Saturday of Easter weekend at 11am at the Rolling Hills town park and is packed full of fun for our kids and kiddos in the surrounding communities.  We hope to see you there!

Event Date 04-04-2026 11:00 am
Event End Date 04-04-2026 12:00 pm
12th Annual Commit to Kids Fundraiser

We welcome you to join us for our 12th Annual Commit to Kids Fundraiser. 

Through your support, Boys & Girls Clubs are making that vision a reality. 

Buy Tickets

Event Date 04-11-2026 6:00 pm

Start Planning Your Visit!

Get ready for an unforgettable experience filled with memory-making moments in Converse County, Wyoming!