EVENTS


Orillia & Lake Country is your four season destination, located 90 minutes north of Toronto. Boasting some of the best resorts, venues and attractions in Ontario such as Horseshoe Valley Resort, Casino Rama Resort, Burl’s Creek Events Grounds, Mount St. Louis Moonstone or Hardwood Ski & Bike to mention a few! The area offers many different options for accommodations such as several B&B’s, Hotels and accommodation resorts making it perfect for your over night stay! With many events happening in the area we are your go to destination for young and old located in Orillia, Oro-Medonte, Rama, Ramara, Severn and area's four season playground in Simcoe County.

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May 2025

Classic Lightfoot Live

May 3, 2025 @ 7:30 pm - 9:30 pm
Orillia Opera House – G.L. Auditorium, 1 West Street North
Orillia, Ontario L3V 5B8 Canada
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Classic Lightfoot Live stands as Canada's premier tribute to the legendary folk rocker, Gordon Lightfoot. Led by the remarkable ensemble of vocalist and guitarist John Stinson, music director and bassist Bob Doidge (Gord's record producer), lead guitarist Eric Kidd, bassist Steve Eyers (Gord's nephew), this show whisks you down a nostalgic journey through Lightfoot's iconic music.

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Carroll Baker & Bakerstreet: The Final Tour

May 3, 2025 @ 8:00 pm - 10:00 pm
Casino Rama Resort, 5899 Rama Road
Rama, Ontario L3V 6H6 Canada
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Canada’s First Lady of Country, Carroll Baker, is setting off on her final tour across Canada after an extraordinary 55-year career. With an incredible twenty #1 hits including “Mem-ries of Home,” “Ten Little Fingers” and “One Drink Is One Too Many (and a thousand’s not enough),” fourteen albums, four compilation albums, and fifty-five singles, she is one of the most celebrated figures in Canadian music. Carroll Baker will be taking her final bow on the Casino Rama Resort stage May…

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Quayle’s Spring Market

May 4, 2025 @ 11:00 am - 5:00 pm
|Recurring Events (See all)

One event on May 4, 2025 at 11:00am

One event on May 10, 2025 at 11:00am

One event on May 11, 2025 at 11:00am

Quayle’s Brewery, 4567 Line 12 N
Coldwater, Ontario L0K 1E0 Canada
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Spring has arrived! 🌸🌷 Now is a great time to mark your calendar 🗓️ for Quayle's Brewery's incredibly popular Outdoor Spring Market. Held over the first two weekends in May, we will have 60 different local vendors 🛍️ each weekend. Come find the perfect gift 🎁 for Mother's Day or bring Mom for a fun day of shopping. Make the day even better with an award-winning farm-fresh craft beer🍺 and delicious homestyle meal. Nobody can resist our smashburger and fries!…

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Lance Anderson

May 4, 2025 @ 2:30 pm - 5:00 pm
Orillia Opera House – G.L. Auditorium, 1 West Street North
Orillia, Ontario L3V 5B8 Canada
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40

Sometimes, you just have to step out your backdoor to find what you thought could only be found elsewhere. Lance Anderson is a celebrated Orillian who has graced concert halls around the world. As a musical producer, arranger and world class musician, he has the uncanny ability of assembling some of the region's best artists, bringing them together to make beautiful music on stages around the world. The Orillia Opera House will be no exception, as Lance Anderson takes off…

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Dragons & Mythical Beasts

May 6, 2025 @ 6:30 pm - 8:00 pm
Orillia Opera House – G.L. Auditorium, 1 West Street North
Orillia, Ontario L3V 5B8 Canada
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Calling all brave heroes! Enter into a magical world of myths and legends in this fantastical show for all the family. Unveil a myriad of dark secrets and come face to face with some of the most magnificent monsters and terrifying beasts ever to walk the earth. Discover the colossal Stone Troll, the mysterious Indrik and Japanese Baku; the Tooth Fairy (not as sweet as you'd think), an adorable Unicorn and majestic Griffin. Take your place among legendary heroes, just…

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National Indigenous Peoples’ Day: Legends of Lacrosse

May 7, 2025 @ 10:00 am - 5:00 pm
Sainte Marie Among the Hurons, 16164 Highway 12 East
Midland, Ontario L4R 4K8 Canada
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$0-$12

A brand new event with lacrosse legend Jim Calder and pro player Chris Boushy of the Toronto Rock! Get hands-on instructional training from some of the world’s best lacrosse players, and learn the fascinating history of the Creator’s Game – and Sainte-Marie’s place in it. • Discover the origins and evolutions of the game from experts and historians • Get hands-on instructional training from professional lacrosse players • See how fast you can throw a lacrosse ball in the speed…

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Sip and Stretch

May 7, 2025 @ 5:30 pm - 6:30 pm
Brewery Bay Food Co., 117 Mississaga St. E.
Orillia, Ontario L3V 1V6 Canada
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Time & Location May 07, 2025, 5:30 p.m. – 6:30 p.m. Higher Ground (Brewery Bay 2nd Floor), 162 Mississaga St E, Orillia, ON L3V 1V9, Canada About the event Welcome to Sip & Stretch Yoga at the Brewery, hosted by Jennie-May!   COST: $20 (tax incl.) includes the 1-hour class and your choice of one of our craft beers or a 6oz glass of one of our great Ontario wines!   Click here to purchase your ticket!   Notes: some…

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Red Dirt Skinners – Live at St Paul’s Event Centre, Orillia

May 9, 2025 @ 6:30 pm - 9:30 pm
St Paul’s Centre, 62 Peter St N
Orillia, L3V 4Z1
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$37.50

We are delighted to present... RED DIRT SKINNERS LIVE AT ST PAUL'S EVENT CENTRE ORILLIA ON Roots Music Canada describe the Red Dirt Skinners as “The Pink Floyd of Folk Music.” Music News Magazine state that there is “an almost Floyd-like quality to some of their music.” The Red Dirt Skinners are widely regarded as one of the most innovative acts to come out of the UK in recent years. The duo’s original style crosses more genres than would make…

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Monster Madness Tour

May 10, 2025
ODAS Park, 4500 Fairgrounds Rd
Orillia, Ontario L3V 6H2 Canada
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2 MIND BLOWING OUTDOORS SHOWS @ 11:30AM & 4:30PM Feel the roar of the monster trucks as the Monster Madness Tour returns to Orillia Ontario at ODAS Park (Orillia Fairgrounds) with stars from the 'FMX World Tour' and more! This is an action-packed afternoon fans won't want to miss! The MONSTER MADNESS TOUR will have you on your feet as you watch 10,000 pounds of a monster truck soaring through the air! The competition will include wheelies, racing, monster truck…

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Horseshoe Valley Hustle

May 10, 2025
Horseshoe Resort, 1101 Horseshoe Valley Rd W
Barrie, ON, ON L4M 4Y8 Canada
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Horseshoe Valley Hustle Take on the Horseshoe Valley Hustle, a challenging and fun 5KM & 10KM trail race through rugged terrain, rolling hills, and forested paths. Walkers are welcome, and every step supports the Child & Youth Advocacy Centre Simcoe Muskoka. Race registration includes chipped timing and a post-race breakfast. Top finishers earn medals, but everyone gets an epic experience. Join us May 10, 2025, at Horseshoe Valley Resort and hit the trails for a cause! Race Day Information What’s Included: Race registration includes entry into the event,…

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