Calgary, brace yourselves—the Great Outdoors Comedy Festival is coming back to Prince’s Island Park this August 22-24, 2025, and if you’re not already getting hyped, what are you even doing? You’ve got a whole weekend of top-tier comedians, stunning park vibes, food trucks, cold drinks, and good times all wrapped into one unmissable event. Trust us, this year is going to be a wild ride.
The Comedians You’ve Been Waiting For…
- Theo Von – Let’s kick things off with the one, the only, Theo Von. If you’ve ever wondered what it’s like growing up in the stray animal belt of southern Louisiana, Theo will give you a masterclass. The man’s a storytelling legend, and if you’ve ever heard his This Past Weekend podcast (which, let’s be honest, you have), you know you’re in for a comedy clinic. Prepare to laugh, cry, and probably do a little soul searching… all in one night. And don’t forget: Theo Von is a vibe, so come for the jokes, stay for the man’s unique perspective on life.
View this post on Instagram
- Chelcie Lynn – Meet Chelcie Lynn, aka Trailer Trash Tammy—your new best friend and probably the funniest person you’ve ever met. Since going viral in 2014, Chelcie’s had a meteoric rise, selling out shows and racking up hundreds of millions of views online. She’s been named one of Variety’s Top 10 Comics to Watch, and her Tammy Tour was a hit nationwide. Plus, she’s been in films with the likes of Johnny Knoxville and Kate Upton. So, yeah… you’re definitely in for a wild, hilarious ride.
View this post on Instagram
- Kam Patterson – If you haven’t heard of Kam Patterson yet, prepare for a new comedy obsession. This Orlando-based comedian is taking the scene by storm with his high-energy sets and quick wit. Kam’s comedy is all about charisma, and he’s been killing it at the Comedy Mothership in Austin. He’s the crowd’s favorite on the Kill Tony show, and when he hits the stage, you’ll know why. His rapid-fire humor and laid-back vibe make for the perfect festival experience.
View this post on Instagram
- Bert Kreischer – Ah, Bert Kreischer—the guy you’ve probably heard about in the wildest, most outrageous stories. Whether you know him as the life of the party or the guy who has a special connection with a shirtless lifestyle, Bert is a storyteller like no other. He’s one of the highest-grossing comics in the game, sharing hilarious stories about his wild adventures, family life, and more. Expect to laugh so hard your cheeks hurt—and no, he probably won’t be keeping his shirt on, but you’ll be laughing too hard to care.
View this post on Instagram
- Whitney Cummings – Get ready to see the sharpest comic on the block, Whitney Cummings. She’s a comedian, producer, entrepreneur, and podcast host with an incredibly sharp sense of humor that cuts right through the noise. If you haven’t heard her podcast, Good For You, where she’s chatting with experts on everything from neuroscience to magic, then you’re definitely missing out. Whitney’s been slaying the comedy game for years, and she’s ready to bring that fire to Calgary. Get ready for hilarious insights, bold takes, and laughter that’ll have you doubled over.
View this post on Instagram
- Derrick Stroup – Last but certainly not least, say hello to Derrick Stroup—a guy who’s not afraid to bring the heat with his mile-a-minute, high-energy comedy. Hailing from Alabama, Derrick’s quick-witted, Southern charm will have you hanging on to every word. He’s headlined all over the country, appeared on The Tonight Show, and is now working on his first special for Comedy Central. He’s definitely one to watch, and with his wild energy, you’re in for a night of non-stop laughs.
View this post on Instagram
Why You Can’t Miss It
It’s not just about the comedy—it’s the whole experience. Prince’s Island Park is one of Calgary’s most stunning spots, and we’re turning it into a comedy haven with food trucks, drinks, and local entertainment to keep the good vibes flowing all day and night. And yes, this is 18+—because who wants to hear a bunch of kids shouting “That’s not funny!” when Bert Kreischer is telling stories about partying?
And here’s the kicker: Last year, the festival raised $13,727.50 for Easter Seals Alberta, and this year, they’re committed to making an even bigger impact. Laughing for a good cause? Yeah, it doesn’t get much better than that.
Get Your Tickets Before They’re Gone!
This year is going to be wild—don’t wait! With a lineup like this, tickets will fly off the shelves faster than you can say, “I need a drink.” Grab yours now, and get ready to experience the best weekend of the summer. Trust us, you won’t want to miss a minute of the action.
Dates: Aug 22-24, 2025
Location: Prince’s Island Park
Tickets available now