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Keystone Playful Minds Family Fun Fair
2026-05-29 14:00 - 19:00 (America/Toronto) | 1793 3rd Ave West, Owen Sound, ON, N4K 6Y2
A Free Celebration of Fun, Food & Mental Wellness In collaboration with our community partners, we invite you to join us for a joyful day filled with smiles, positive energy, and playful minds. This special event is designed for fun, learning, and raising awareness about the importance of mental health for children and youth. Bring your family and friends and enjoy a day of activities, and community support. Let’s come together to celebrate wellness and create brighter futures for our young people!

WILDE Art Show Fundraiser + Luke Wallace Live
2026-05-29 13:00 - 17:00 | WILDE School, WILDE School, 316362 3 Line, Kimberley, ON, Kimberley
The afternoon will bring together local artists, student creativity, live music, climate action, and community connection — all in support of a more accessible and values-aligned education.
The heart of the afternoon is our WILDE Art Show, featuring work from real exhibiting artists, along with select student artwork. Proceeds from the art show will support the WILDE Way Bursary, helping make WILDE’s outdoor-based, whole-child education more accessible to families.
WILDE School is a nature-connected, not-for-profit private school that has a full time K-8 school as well as 1 day programs. Our outdoor education model goes beyond the traditional four walls of the classroom with a living curriculum designed to stimulate curiosity and a passion for learning.
The Art Show fundraiser is a beautiful reflection of what we believe in: environmental stewardship, creative expression, community connection, and making WILDE programs accessible.
The evening will also feature a by-donation concert with internationally touring Canadian folk artist Luke Wallace, in partnership with the Collingwood Climate Action Team. Donations from the concert will support local climate action work in South Georgian Bay.

Live Music Bingo with Just Duet
2026-05-28 20:00 - 23:00 | Parkwood Restaurant, 939 2nd Ave E, Owen Sound, Ontario, N4K1K4, Canada
Join us at Parkwood Restaurant for MUSIC BINGO. It’s bingo but with classic songs instead of numbers. Sing along to iconic tunes, test your music knowledge, and compete for prizes. $10 ticket includes bingo cards for all rounds plus LIVE ENTERTAINMENT in between bingo rounds with JUST DUET. Enjoy pizza, craft beer, LIVE ENTERTAINMENT and play MUSIC BINGO for fun and prizes. Categories include, Classic Rock, 80s hits.

Blue Mountain Film + Media Festival
2026-05-28 - 2026-06-01 | Blue Mountain Village, 156 Jozo Weider Blvd, Blue Mountains, ontario, Canada
THE FULL BMFM FILM LINE UP IS HERE

Featuring award-winning films from Canada and around the world, with 33 films representing 16 countries, special guests appearances and Q&As with film makers.

Flight Night with Stephanie
2026-05-27 19:00 - 23:00 | The Dam Pub
At The Dam Pub, whisky tastings aren’t just about the drink—they’re about the story, the experience, and the people. With 20 years of whisky expertise and Canada’s finest selection right here in Meaford, our tastings are curated to educate and delight. Authenticity over spectacle. Exceptional whisky, hand picked, with intention. Just whisky, knowledge, and community. Join us for our next tasting!
Join our whisky specialist the last Wednesday of every month for an engaging and memorable evening! Every month, Stephanie curates a selection of three unique whiskies, sharing expert tasting tips and fascinating distillery stories. The final whisky is perfectly paired with our signature Chocolate Pâté – all for $35. Want to make a night of it? Join us for dinner before the tasting.
To book dinner and tasting, or just tasting, send your request via our Contact Form.

Foraging Wild Edibles
2026-05-26 18:30 - 20:00 | Rooted By The Bluffs, 170513 Centre Road, Georgian Bluffs, Ontario, Canada
We’ll take a taste testing tour through the forest and orchard property tasting plants that are truly wild and some that I have planted here too. The focus of my foraging workshops is how to harvest sustainably, how to use plants safely, and becoming familiar with the plants by growing them in your backyard.
Sign up for BOTH the spring and autumn foraging workshops for a reduced rate!
We will be spending the full time outside. Please check the weather before you come, and dress accordingly. If the weather is really rainy (> 5mm), we will reschedule to the same time on Wednesday, May 27.
Maximum 15 people.
TO REGISTER please send an email to rootedbythebluffs@gmail.com. An e-transfer will be required to confirm your registration.
Wild edible plants will be available for purchase after the workshop.

Paisley Concert Choir
2026-05-24 19:00 - 22:00 | Paisley Knox United
The Paisley Concert Choir performances are finally here! Immerse yourselves in harmony in three communities THIS weekend! Fri: Hanover; Sat: Owen Sound matinee; Sun: Paisley

Parkwood Jazz Trio Matinee
2026-05-24 13:30 - 15:30 | Parkwood Restaurant, 939 2nd Ave E, Owen Sound, Ontario, N4K1K4, Canada
Back by Popular Demand!
Following a series of well-received performances, the Parkwood Jazz Trio returns with special guest Jason Hunter on tenor and soprano saxophone and vocals.
Jason’s extraordinary and engaging talents will be complimented by the dynamic Parkwood Jazz Trio, a unique trio format of two keyboard players and drums. Don Buchanan will also join Jason on tenor saxophone and clarinet for a few special tunes.
The set list will take you from swing standards to latin grooves, introspective ballads and original compositions by Don.
The Band: Don Buchanan – tenor saxophone, clarinet, piano, bass, Robert Gasidlo – piano, organ, bass, Stephan Woods – drums, Jason Hunter – tenor and soprano saxophone, vocals
About Jason Hunter:
Jason grew up in Kincardine, where he got his start in big band jazz as a high school student, performing with the Stardust Big Band and the Lighthouse Swing Band.
He pursued the big band jazz interest at McGill University in Montreal, known then for its focus on big band and bebop styles, before earning a Master’s degree in jazz performance from the New England Conservatory in Boston, where he expanded into contemporary jazz and modern improvisation.
During a decade performing in Boston and New York, Jason worked with leading artists including Bob Brookmeyer, George Garzone, Jimmy Heath, Joe Lovano, and Kenny Wheeler. He was also a member of George Russell’s Living Time Orchestra and the Artie Shaw Orchestra, and has appeared on numerous recordings.
In Canada, he has performed with artists such as Michael Bublé, The Temptations, Barry Elmes, Lorne Lofsky, and the Noodle Factory Jazz Orchestra.
Don’t miss this afternoon of live music and great food in a dynamic quartet format!

Earth Song Collective
2026-05-23 19:00 - 22:00 | Harmony Centre, 890 4th Ave E, Owen Sound, ON, N4K 2N7, Canada
Earth Song Collective is a curated concert that weaves together live music and evocative imagery in celebration of our planet. It’s an uplifting evening dedicated to inspiration, reverence, and a shared love for the Earth. This is a community Fundraiser for The Sustainability Project.
Featuring Randy Martin, Jesse Corrigan, david sereda, Heather Saumer, Mark Mariash, Lydia Dyck, Ian Harper, and Isaiah Walters.

GBS: Bravery and Brilliance
2026-05-23 19:00 - 21:00 | East Ridge Auditorium, 1550 8th St E, Owen Sound, ON, N4K1K4, Canada
Juno award-winning Philip Chiu, one of Canada’s most celebrated pianists, joins us to perform Mozart’s dramatic and emotional 20th piano concerto. The ultra popular music from Stravinsky’s ballet the Firebird tells the story of brave prince Ivan’s rescue of princesses and knights from the clutches of the evil sorcerer Kashchei. Hearing Stravinsky’s ballet for the first time, the great Russian composer Sergei Rachmaninoff exclaimed: “Great God! What a work of genius this is!” Prepare to be dazzled.

3rd Annual Summer Country Kickoff Collingwood
2026-05-23 18:30 - 23:00 | Collingwood Arena, 97 Hurontario Street Collingwood, ON L9Y 4V2
Dust off the boots—Collingwood’s favourite country party is back for year three! The Summer Country Kickoff returns to the Eddie Bush Memorial Arena with Grammy-nominated, multi-award-winning headliner James Otto bringing his powerhouse voice, chart-topping hits, and feel-good swagger to the big stage.
Expect an evening of small-town charm and big-stage energy: pre-show fun, local vendors and food options, and a crowd that sings every chorus like it’s summer’s national anthem.
Whether you’re two-stepping on the floor or belting from the stands, this is the night that officially flips the calendar to summer.
When: Saturday, May 23, 2026
Where: Eddie Bush Memorial Arena (Downtown Collingwood)
Headliner: James Otto
Support Acts: Alyse Saunders, Graham Trude, Tara Shannon
Tickets: pre sale ($25.00)
APRIL / 2026 $40 / Person
[VIP / $100 / Person] includes floor seat in secure area with two complimentary beverages.
[Pack of 8]
Doors: [6:00PM DOORS OPEN] • Showtime: [7:00PM SHOW STARTS]
Secure your spots early—this event sells fast. Let’s kick off summer the Collingwood way!

Sunset Sessions
2026-05-23 16:00 - 19:00 | Sunset Point Park Stage – 35 St. Lawrence Street, Collingwood
Sunset Sessions – A Live & Original Initiative
Sunset Point Park is about to sound a little different — thanks to the incredible talents of local youth musicians under 18. Sunset Sessions transforms the waterfront park into a lively concert venue, spotlighting the next generation of artists. Come for the music — stay for the moment!

1st Annual Rankin River Canoe Rally
2026-05-23 07:00 - 15:00 | Wiarton
Welcome to our 1st Annual Rankin River Canoe Rally! 📅 May 23rd 📍 Paddle from Sky Lake → OEC dock on Boat Lake 🗓️ Registration closes May 15th — don’t miss out! Get ready for an adventure-packed day on the water with friends, fresh air, and a little friendly competition 👇 🏆 Prizes for: • Fastest team • Most species identified (category revealed week-of 👀) • Most orienteering markers found 👥 Up to 24 teams 🛶 Canoe rentals & gear available 🚐 Transportation provided to the launch 🔥 And the fun doesn’t stop at the finish line… Stick around for a BBQ lunch, games, and activities at the OEC—perfect for racers, supporters, and anyone who just loves a good time outdoors! 👉 Register now before spots fill up: https://www.bef-oec.org/rrcr

Grey Highlands Ram Rodeo
2026-05-23 - 2026-05-25 | Feversham
The RAM Rodeo Tour is pleased to announce its return to Osprey Community Arena, FEVERSHAMwith the
GREY HIGHLANDS RAM RODEO coming on May 23-24

6th ANNUAL GREY HIGHLANDS RAM RODEO
SATURDAY, MAY 23, 2026

(Tickets available at the door – cash only)

12NOON – RODEO GATES OPEN

2:30 PM – KIDS RODEO (audience participation)

4 PM – GREY HIGHLANDS RAM RODEO PERFORMANCE

9PM – COWBOY SOCIAL VIDEO DANCE PARTY
Tickets $20

RYC's Shrek the Musical
2026-05-22 19:30 - 22:00 | The Roxy Theatre, 251 9th St E, Owen Sound, ON, N4K 1N8, Canada
May 22 & 29 at 7:30pm, May 23 & May 30 at 2:00pm.

Ticket Price:

$28.50/$26.50/$24 (+service charge)

Directed By:

Ridgley Dier

Presented By:

Roxy Young Company

It’s a “big bright beautiful world” as everyone’s favorite ogre, Shrek, leads a cast of fairytale misfits on an adventure to rescue a princess and find true acceptance.

Sweetwater Springtime Live
2026-05-22 19:00 - 22:00 | Historic Leith Church, 419134 Tom Thompson Lane, Leith, ON, Canada

Parkwood: OS Collective Jam
2026-05-21 20:00 - 23:00 | Parkwood Restaurant, 939 2nd Ave E, Owen Sound, Ontario, N4K1K4, Canada
How about a NEW PARKWOOD live music night?! Come out as some of our city’s finest musicians will take the PARKWOOD STAGE and jam out together!
O.S. Collective? The Owen Sound Collective is a group of musicians, writers, and producers from Owen Sound and the surrounding area who come together to perform in a variety of unique configurations. Each performance highlights a different combination of artists and styles. These seasoned stage warriors are sure to provide some great takes on songs you love!
This week’s lineup features TBA.

Camryn Ruthven - Reclaiming the Matriarchs
2026-05-21 18:30 - 21:00 | Grey Roots, 102599 Grey Road 18, Owen Sound, ON, N4K 5N6, Canada
Camryn Ruthven – Reclaiming the Matriarchs
Tending to ancestral embers, Camryn Ruthven (she/her) explores the Gàidhlig lineage through song, with a focus on honouring and reclaiming women’s traditions from the Gàidhealtachd (Scottish Highlands) – from keening grief rituals to work songs and bagpiping trailblazers. She weaves the medicines of earth-centredness and Gàidhlig traditions into her own creative tapestry through songwriting, vocal improvisation, Soundwork, and instrumentation (primarily piano/guitar/bodhrán). Her distinctive vocal style draws its inspirations from the raw, highly-ornamented, earthy qualities of traditional waulking songs and the natural world.
This evening weaves performances of traditional melodies and original compositions with story-sharing and research, offering a glimpse into the various facets of women’s lives, work, social roles, and music in the Scottish Highlands.

Leeroy Stagger
2026-05-20 17:30 - 21:00 | Studio 79, Blue Mountain, Ontario, Canada
Please join us in welcoming the beloved, award-winning singer-songwriter, producer and master storyteller Leeroy Stagger, as he returns for yet another lilac session – live on the studio stage, with his trio Ryland Moranz and Tyler Lieb.
​
Why a lilac session? Simply put, my lilacs will be out.🪻And Leeroy & Ryland like lilacs.
Stylistically, his music moves between folk roots and rocknroll. His music is written through the lens of a spiritual path through addiction and recovery; he cuts a trail through the human condition in only a way that a veteran observational traveller and artist can.
He has supported and toured with Steve Earle, Josh Ritter, Buffy Sainte Marie, Frazey Ford, The Pixies, Modest Mouse, Los Lobos, The Drive-By Truckers, Jason Isbell, and more.
He is just as at home in a cafe with an audience of 40 (that’s us!!!) as he is on a festival stage with an audience of 10,000.
Limited tickets for this up close & intimate live music performance & artist interaction
Leeroy Stagger and His Trio.

GB School for the Arts: Big Prints
2026-05-17 12:00 - 15:00 | Georgian Bay School for the Arts, 938 2nd Ave E, Owen Sound, ON N4K 2H6
BIBLIOARTS 2026 is pleased to present BIG PRINTS!A free outdoor art event!Join artists from across Ontario to watch the creation of large-scale relief prints made with a steamroller! The prints will be made between 12 & 3 on 1st Ave, behind GB Arts, beside the beautiful boardwalk along the Sydenham River.This is a free outdoor art event running from 12 until 3 pm. The BiblioArts Team would like to thank the Japanese Paper Place for a generous donation of a full roll of Kozuke Ivory Heavy Washi for the BIG print artists to use. It is a genuine joy to print on such amazing paper!

The Point at the Dunes
2026-05-16 21:00 - 23:00 | The Dunes, 11 Southampton Parkway, Sauble Beach, ON, Canada

Collingwood Comicon
2026-05-16 10:00 - 17:00 | Collingwood Legion, Collingwood, ON, L9Y2Y7, Canada
COMICON COMES TO YOUR TOWN ! Vendors selling comic books / toys / video games / sports cards / jewelry and pretty much anything geeky cool !

Collingwood’s One and Only ComiCon!!
With Special Guest : Catherine Disher
On: May 16th 2026
When: 10 am to 3 pm
Where: Royal Canadian Legion Branch 63

May Long Weekend Festival - Blue Mountain
2026-05-16 - 2026-05-19 | Blue Mountain Village, 156 Jozo Weider Blvd, Blue Mountains, ontario, Canada
Join us from May 16 to 18 and watch the Village transform into a street party, with cool activities, warm weather, and the hottest live music performances!

As the days grow warmer, the celebrations ramp up with live music setting the perfect vibe. Find your rhythm with Groove Dancing with Tyler Boyle, where the beats will have you moving in ways you never expected. And for those who love a challenge, dive into thrilling scavenger hunts, where creativity and teamwork will lead you to exciting discoveries. Whether you’re soaking in the festive atmosphere or joining in the fun, this weekend promises something for everyone.

Bring on Summer: Vendor Event in Sauble Beach
2026-05-16 - 2026-05-17 | Sauble Beach, Sauble Beach, ON, Canada
Lakeview Vendor Markets bring on summer event. Come on out to the Sauble Beach Community Hall and support 57 talented local vendors. Let’s get summer started!
Joining us…Sauble Beach Sandpipers with their Junk in the Trunk. Should be a real busy day!!!
Donations accepted for our local food bank at the door, but not mandatory.

Summer Kickoff Party
2026-05-15 21:00 - 23:00 | Parkwood Restaurant, 939 2nd Ave E, Owen Sound, Ontario, N4K1K4, Canada
Experience the S̶u̶n̶d̶a̶y̶ ̶S̶p̶i̶n̶o̶f̶f̶ Summer Kickoff party as part of the Park After Dark series!
Blending catchy originals with electrifying covers of legends like Janis Joplin, Sass Jordan, Stevie Nicks and more, NuclearVibes brings a raw, high-energy sound that pulls you in and doesn’t let go.
If you’re craving a summer filled with good live music and ice cold drinks, it starts right here at Parkwood with NuclearVibes: Hannah Faith, Ken Ducker, Dan McArthur, Kevin Dougan.
Ditch the couch and grab your people because the 2026 summer season kicks off with NuclearVibes live at Parkwood on Friday, May 15th at 9PM
CALL THE RESTAURANT at 226-664-0340 if you are attending and wish to make your reservation at a different time!

Jeremie Albino
2026-05-15 19:00 - 22:00 | The Marsh Street Centre, 187 Marsh Street, Clarksburg, Ontario, Canada
Happiness Mafia and Marsh Street Centre present Jeremie Albino

Folkpunk Night
2026-05-14 20:30 - 23:00 | Parkwood Restaurant, 939 2nd Ave E, Owen Sound, Ontario, N4K1K4, Canada
Join Making Woman, Sydney Riley, and James Harris, Thursday May 14th, 8pm, at Parkwood restaurant for an evening of heavily charged folk-punk originals that will challenge (or affirm) your expectations of how society can be different from the status quo.

Making Woman pushes boundaries. Expect to hear everything from soft, sweet, silly, and jazz inspired songs to raw and authentic acoustic-punk-metal. This self-described-over-hyphenated-solo-punk will deliver a purr-formance on an acoustic guitar with a beautiful kick drum.

Heart, soul, and rock & roll: Josie-nominated singer-songwriter Sydney Riley is embracing the darker side of life. Hailing from Wasaga Beach, Ontario, Sydney’s thundering vocals have been described as a balance
between Stevie Nicks and Joan Jett.

James Harris is a folk punk singer/songwriter centred around Owen Sound, Ontario. Inspired by artists like Woody Guthrie, Pete Seeger, Laura Jane Grace, Tomas Kalnocky: James’ mix of high energy anthems and soulful sounds will draw you in while his lyrical hooks will catch you and make you think.

Line Dancing with Melanie
2026-05-14 19:00 - 21:00 | The Dunes, 11 Southampton Parkway, Sauble Beach, ON, Canada
no experience neccessary, all ages welcome!

Exhibit Opening: Inspiring Nature, Inspired Techno - Biomimicry
2026-05-14 17:00 - 20:00 | Bruce County Museum and Cultural Centre, 33 Victoria St N, Southampton, ON, Canada
Members See it First!
Thursday, May 14 | 5:00 PM – 8:00 PM
PLUS: Snacks, crafts, and entertainment!
Please RSVP online here, or by calling (519) 797-2080.
Join us on opening night and test your knowledge on inspiring nature and how it has impacted technology with our quiz show kicking off at 5:30 PM in the Bruce Power theatre!
Channel your inner engineer…. and create an invention of your own inspired by an animal or plant!
Make your own bee hotel, enjoy some sliders and pizza and leave with a sweet treat.
Come see what all the buzz is about!
After all, nature IS the best inventor.
—
About the Exhibit
Inspiring Nature, Inspired Techno – Biomimicry and Transport is a unique exhibition that allows visitors to explore up to thirty natural specimens and discover how aspects of nature have been applied to create innovative technological objects.
The word comes from “bios” for life and “mimesis” for imitation. The methodology relies on the observation of shapes, processes, and systems to imitate nature’s genius and offer innovative solutions.

Do you want to see how a kingfisher’s beak inspired engineers to make trains quieter?

How did a prickly thistle lead to an invention we use every day?

How are seashells helping us develop stronger windows for our homes?

The exhibition combines themes of innovation and nature to inspire visitors and create a sense of wonder about the natural world and inspiration for how natural designs can inform future development.
This traveling exhibition comes from the Musée de l’ingéniosité J. Armand Bombardier (QC).
Proudly presented by Ontario Power Generation; Media partner 101.7 the One.
The exhibition is a production of the Musée de l’ingéniosité J. Armand Bombardier in collaboration with the Musée de la nature et des sciences de Sherbrooke, the Granby
Zoo and the Institut de biomimétisme. This project was made possible thanks to the contribution of the Government of Canada.

Western Ontario Drama League Festival
2026-05-14 08:00 - 2026-05-17 17:00 | Hanover Community Players, 443 10th Avenue, Hanover, Ontario, Canada
May 14th—17th, 2026
Hanover Civic Theatre & Best Western Walkerton
The Western Ontario Drama League’s Festival 2026 will be hosted by the Hanover Community Players and promises to be a dazzling celebration of live theatre with a “Fabulous Fifties” flair! The top three of Ontario’s finest community drama groups will come to our area to compete by showcasing their performances for our patrons. Drama workshops, and a fabulous Gala top off the event with vintage décor setting the stage for an electrifying celebration of performance.
