Hey Wanderers!
Another exciting week is rolling into Calgary, bringing a mix of laughs, late-night market vibes, and high-energy entertainment across the city. From the jaw-dropping acts of the Royal Canadian International Circus to strolling through the University District Night Market and catching shows at the FUNNYFEST Calgary Comedy Festival, there’s no shortage of ways to make your week a fun one.
We’ve rounded up the best things happening this week so you can spend less time searching and more time making plans. Below is your guide to the top events happening in and around Calgary from Monday, May 25 through Friday, May 29, 2026 featuring the Calgary Surge vs. Scarborough Shooting Stars, the Currie Night Market, live entertainment, community events, and plenty more worth checking out before the weekend arrives.
Scroll through, pick your thing, and go make it a week worth talking about.
Full List of events
Monday, May 25, 2026
Royal Canadian International Circus
📍 CrossIron Mills (261055 CrossIron Blvd NE, Calgary, AB)
📆 May 22 – 31, 2026
💰 $26+
⏰ Times vary by date
🔗 Learn more & get your tickets here: Click Here
The Royal Canadian International Circus is coming to Calgary from May 22 – 31, 2026, and there’s nothing quite like the glamour, amazement, and magic of a traditional circus. It’s a feast for the senses, with the smell of popcorn, the dazzling lights, and the high-energy music. Get your tickets today!
InglewooDIY Festival: In Every Nook & Cranny
📍 Location’s vary
📆 May 22 – 31, 2026
💰 Prices vary
⏰ Times vary
🔗 Learn more here: Click Here
Being an arts and culture hub, Inglewood is a stage to host the InglewooDIY Festival as an experience full of creativity, filling nooks and crannies throughout alleyways, within historic buildings, crooked streets, industrial areas, and behind buildings. Artists, artisans, handcrafters, and makers will be scattered throughout the neighbourhood, hosting numerous demonstrations, workshops, and art installations during 10 days in May.
Calgary Black Film Festival
📍 Various venues
📆 May 22 – 26, 2026
💰 Price varies
⏰ Times vary
🔗 Learn more & get your tickets here: Click Here
If you’re looking to experience powerful storytelling and incredible talent, the Calgary Black Film Festival brings together inspiring films, documentaries, and conversations that celebrate Black voices, culture, and creativity from around the world.
Dog Days Festival
📍 Various Restaurants, Calgary, AB
📆 May 23 – June 06, 2026
💰 $0+
⏰ Times vary
🔗 Learn more here: Click Here
Welcome to Dog Days, Calgary’s first-ever hot dog festival!
This two-week event celebrates classic and creative hot dogs across the city, with $1 from every festival dog sold supporting the Pet Access League Society (PALS).
Visit any participating restaurant from May 23 to June 6, 2026 and order their Dog Days hot dog.
Tuesday,May 26, 2026
StoryBook Theatre Shrek: The Musical
📍 Beddington Theatre Arts Centre (375 Bermuda Drive NW, Calgary, AB)
📆 May 22 – June 21, 2026 (Tuesdays – Sundays)
💰 $28+
⏰ Tues – Sat: 7pm / Sat & Sun: 2pm
🔗 Learn more & get your tickets here: Click Here
Everyone will be “a believer!” The tale of an unlikely hero who finds himself joined by a wisecracking Donkey to rescue a feisty princess, Fiona, to salvage his home is hilarious brought to the stage! Confronted by the greed of a power-hungry monarch, a troupe of fairy tale misfits backs Shrek’s quest, and is driven by a secret curse that may shape the kingdom’s future. Shrek’s journey is one of self-acceptance and breaking past the barriers of fear and isolation. He and Fiona must find the courage to embrace their true selves, defy societal expectations, and fight for love. The show reinforces that bravery is often about being unapologetically yourself.
Acton Academy Calgary Central STEM Free Trial Class (Ages 7-9)
📍 Acton Academy Calgary Central (1318 Regal Crescent NE, Calgary, AB)
📆 May 26, 2026
💰 FREE
⏰ 3:30pm – 4:30pm
🔗 Learn more & register here: Click Here
Acton Academy Calgary Central is offering trial STEM classes for children ages 4 – 9. Kids will enjoy hands-on building activities that encourage curiosity, problem-solving, creativity, and confidence through a fun learning journey. The class is FREE, but registration is required.
Wednesday, May 27, 2026
University District Night Market
📍 Central Commons Park (Thirsk St NW, Calgary, AB)
📆 May 27, 2026
💰 FREE
⏰ 5pm – 9pm
🔗 Learn more here: Click Here
University District invites guests to join in the kickoff of the U/D Night Market Series at University District. Spend the evening exploring curated local vendors, enjoying live music, and taking in vibrant entertainment in the heart of Central Commons Park.
Thursday, May 28, 2026
Calgary Surge vs. Scarborough Shooting Stars
📍 Winsport Event Centre (88 Canada Olympic Rd SW, AB)
📆 May 28, 2026
💰 $30
⏰ 7:30pm
🔗 Get your tickets here: Click Here
Catch the city’s newest basketball obsession — the Calgary Surge are lighting up the court with fast-paced action, electric dunks, and a crowd that brings the heat! Whether you’re courtside or in the stands, every game is an experience. Don’t miss your chance to be part of the movement.
Steven Ho: Not Your Hero Comedy Tour
📍 Bella Concert Hall (18 Mt Royal Circle SW, Calgary, AB)
📆 May 28, 2026
💰 $45+
⏰ 8pm
🔗 Get your tickets here: Click Here
Steven Ho is a former ER Technician turned stand-up comedian and content creator whose comedy brings the wild world of healthcare to the stage and screen. Best known for his viral “Tips from the ER” series, Steven has built a community of over 14 million fans across his platforms.
FUNNYFEST Calgary Comedy Festival
📍 Various locations
📆 May 28 – June 07, 2026
💰 $15+
⏰ Times vary
🔗 Learn more & get your tickets here: Click Here
FunnyFest Comedy does it all — from high – brow to low – brow and everything in-between!
Catch the big laughs with 6 Stand Up Comedians per show!
Friday, May 29, 2026
Currie Night Market
📍 Alexandria Park (Trasimene Cres SW, Calgary AB)
📆 May 29, 2026
💰 FREE
⏰ 4pm – 9pm
🔗 Learn more & get your tickets here: Click Here
The Currie Night Market offers a cozy, community-driven experience that highlights local makers and food vendors while enjoying a stroll through one of Calgary’s most scenic areas. It’s an excellent option for those looking for relaxed, all ages activities and unique neighbourhood-focused things to do in Calgary.
Okotoks Dawgs vs. Sylvan Lake Gulls Home Opener
📍 Seaman Stadium (256 Don Seaman Way, Okotoks, AB)
📆 May 29, 2026
💰 $15+
⏰ 7pm
🔗 Get your tickets here: Click Here
Baseball season is back, and the Okotoks Dawgs Home Opener is the perfect excuse for a fun night out filled with big hits, ballpark snacks, and summer energy in the stands. Whether you’re a longtime fan or just there for the atmosphere, opening night is always one to remember.
Broadway Hits: Hamilton, Rent + More!
📍 Jack Singer Concert Hall (205 8 Avenue SE, Calgary, AB)
📆 May 29 & 30, 2026
💰 $37+
⏰ 7:30pm
🔗 Learn more & get your tickets here: Click Here
Grab your seats for this Broadway extravaganza as your Calgary Phil brings the splendour of The Great White Way to Jack Singer Concert Hall! Juliane Gallant and two marvellous vocal stars team up with the Orchestra to perform memorable tunes from modern musicals, including Hamilton and Rent, plus the great Stephen Sondheim’s songs from Sweeney Todd and Company.
State of Art YYC Fine Art Show
📍 Strathcona Community Centre (277 Strathcona Drive SW, Calgary, AB)
📆 May 29 & 30, 2026
💰 FREE
⏰ Fri: 6pm – 9pm / Sat: 10am – 4pm
🔗 Learn more here: Click Here
Calgary Fine Art Show featuring a wide range of local artists who will be showcasing new artworks that will be for sale. There will be paintings, ceramics, jewelry, glassworks, sculpture and more!
That’s your week, Wanderers. Whether you’re laughing your way through the FUNNYFEST Calgary Comedy Festival, catching the summer energy at the Okotoks Dawgs Home Opener, or wandering the University District Night Market with a snack in hand, Calgary is giving you plenty of reasons to get out and enjoy the week.
If you make it out to any of these events, tag us in your stories, we love seeing how our community wanders through the city. And if you want to make sure you never miss a week, subscribe to our website. We drop a new Calgary events roundup every week so you always know what’s worth your time.
Because we believe we are all made to wander, and Calgary keeps giving us reasons to. ✨
Shabina + Adi
