8 AM to 2 AM 7 Days a Week

1414 4th Avenue N
Billings, MT 59101

About Us

The Warden's Casino - Owners

Owners of The Warden’s Casino and The Warden’s Grand Casino

Jessie and Dennis Benson, owners of The Warden’s Casino and The Warden’s Grand Casino, moved from Minnesota after years of service as prison wardens. Jessica Benson, standing 5 ft. tall, started out as a typist at a Minnesota state prison and worked her way up to the top as warden at state’s maximum security prison. Dennis Benson was also a warden at one of Minnesota’s state prisons, and retired as one of the top correctional officers at the Minnesota Department of Corrections. The Warden’s Casino is not only beautiful and clean, but you’ll get a chance to see neat prison artifacts like keys, prison locks, and old leg irons.

Meet the Staff



Kassi has been promoted to manager. She is a sweet, kind, hard-working mom of a 2 year old boy. Her interests are enjoying a good book and spending time with family. Come down and say “Hi” to our newest rock-star team member.



Johnny is our new assistant manager. He has a degree in Human Services and enjoys nature, hiking and studying astrology. He is a smart hard worker and helps make the casino more fun!

The Warden's Casino - Tyson


Tyson is a long time attendant with The Warden's Casino. Reliable and pleasant, he is more than happy to go the extra mile to help out and make sure your time with us is as comfortable as he can make it. Tyson works evenings so stop in and say hello!



Meet Barbara!! She works evenings! In her free time, she loves spending time with her 3 daughters. She enjoys traveling, white water rafting and camping! She has years of experience in the industry, and we are excited to have her as a part of our team! Stop by and help us welcome her!