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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 2026

Live Entertainment – Rawley Resort

May 1 @ 6:00 pm - 9:00 pm
|Recurring Events (See all)

An event every week that begins at 6:00pm on Friday and Saturday, repeating indefinitely

Rawley Resort, Spa and Marina, 2900 Kelly's Road
Port Severn, Ontario L0K 1S0 Canada
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Friday and Saturday's 6:00 PM – 9:00 PM Rawley Resort, Spa & Marina, 2900 Kellys Rd, Severn, ON L0K 1S0, Canada

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Half-O-Ween Drag Show

May 1 @ 7:00 pm - 10:00 pm
Lake Country Grill, 425 West St. N
Orillia, Ontario L3V3T8 Canada
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How auspicious that our 3rd annual Half-O-Ween happens to fall on The Night Of The Withches?!? Come on out for a very witchy spooky night of drag and fun! We have it on good authority you may just see a werewolf too! Tickets are $15, we highly recommend you don’t wait to snag yours this event sells out every year✨✨✨✨ This year we are fortunate enough to be hosted by @lakecountrygrillorillia event is May 1st at 7 pm.

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Season Opening! Fairgrounds Farmers Market

May 2 @ 8:00 am - 1:00 pm
Orillia Fairgrounds Farmers’ Market, 4500 Fairgrounds Road
Orillia, Ontario L3V 6H2 Canada
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Join us at the fairgrounds for our first outdoor market of the season! Along side our fabulous farmers, bakers, artisans more the fairgrounds is hosting the fibre-fest event and we will be entertained with performances celebrating international line dancing day!

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Spring Craft Show – Jarrat Hall Oro-Medonte

May 2 @ 9:00 am - 3:00 pm
Jarratt Spring Craft Show

If you like our Christmas Craft Show you will enjoy our Spring Craft Show, always the first Saturday before Mother’s Day weekend. Handmade home decor, baby items, baked goods, clothing, gifts for Mother’s Day and all other occasions, country kitchen.

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Sunshine Fibre Festival – ODAS Park Orillia

May 2 @ 9:30 am - 4:00 pm
Sunshine Fibre Festival Orillia

This year’s Sunshine Fibre Fest will be Saturday May 2, 2026, at ODAS Park in Orillia! Advance Tickets now available on Eventbrite Cafe on site with gluten-free, vegan and vegetarian options, as well as typical farm fare expected at ODAS (Orillia District Agricultural Society)!

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Quayle’s Outdoor Spring Market

May 2 @ 11:00 am - 5:00 pm
|Recurring Events (See all)

One event on May 3, 2026 at 11:00am

One event on May 9, 2026 at 11:00am

One event on May 10, 2026 at 11:00am

Quayle’s Brewery, 4567 Line 12 N
Coldwater, Ontario L0K 1E0 Canada
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We’re officially counting down to the Quayle’s Spring Markets 🌸🍻 On the May 2-3 weekend, our farm brewery will come alive with happy faces as we kick off the first of two outdoor market weekends! Each weekend features a different lineup of 50+ incredible artisan vendors — for two fresh and exciting shopping experiences. Sip on your favourite beer (or beverage of choice) while strolling through the market in the fresh air. Perfect timing for Mother’s Day, end-of-year teacher gifts, and cottage…

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David Dupuis Author Talk at Severn Library

May 2 @ 1:00 pm - 3:00 pm
Severn Township Public Library, 31 Coldwater Rd
Coldwater, Ontario L0K 1E0 Canada
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On May 2, 2026 at 1 pm, the Severn Township Public Library, 31 Coldwater Road in Coldwater, welcomes another local author! Historian David Dupuis was born and raised in Penetanguishene, Ontario, Canada. A life-long hockey fan, he started keeping a hockey journal when he was only in his mid-teens. In 1989, he began self-publishing local history books. His next endeavour was a book about his hockey hero, Terry Sawchuk. Writing this book was the chance of a lifetime, and his…

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Live Entertainment – Rawley Resort

May 2 @ 6:00 pm - 9:00 pm
|Recurring Events (See all)

An event every week that begins at 6:00pm on Friday and Saturday, repeating indefinitely

Rawley Resort, Spa and Marina, 2900 Kelly's Road
Port Severn, Ontario L0K 1S0 Canada
+ Google Map

Friday and Saturday's 6:00 PM – 9:00 PM Rawley Resort, Spa & Marina, 2900 Kellys Rd, Severn, ON L0K 1S0, Canada

Find out more »

The Orillia Concert Band is celebrating 40 Years of Music

May 2 @ 6:30 pm - 9:30 pm
St. Paul’s Centre, 62 Peter St. North
Orillia, Ontario L3V 4Y7 Canada
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Save the Date! Big Concert Coming Up! Get your tickets now! On Saturday, May 2, St. Paul’s Centre will be alive with music and memories. The Orillia Concert Band is celebrating 40 Years of playing great music together and sharing with Orillia and the surrounding area. It was 1986 when Stan Passfield took on the challenge of creating a community concert band and finding a worthy founding conductor in the person of Bob Plunkett. Bob’s family will be attending in…

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Ace of Wands and Run With The Kittens at Brewery Bay

May 2 @ 7:30 pm - 10:00 pm
Brewery Bay Food Co., 117 Mississaga St. E.
Orillia, Ontario L3V 1V6 Canada
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$20

On May 2nd at Couchiching Brewing Co. come see Toronto dream rockers Ace of Wands downtown Orillia. They’re known for their explosive and charismatic live performances, astonishing musicianship, and gothic-rock aesthetics. Their third album FUTURE WAVE comes out April 28th. Orillia’s own Run With the Kittens will start the show and have been entertaining audiences with their unique brand of genre hopping, cutting edge, high energy indie rock since 2003. Front man Nate Mills is the creator of the viral…

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