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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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September 2026

Orillia Pirate Party

September 4 - September 6
Port of Orillia, 50 Centennial Dr
Orillia, ON L3V 4M8 Canada
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On Labour Day Weekend, Pirates Invade the Port of Orillia! Prepare to batten down the hatches — the Pirates of the Orillian Sea are setting their course for Orillia’s Downtown Waterfront! Word on the wind is they’ll make landfall just in time for Labour Day weekend, bringing a treasure chest full of swashbuckling fun, live entertainment, and high-seas adventure for the whole family. Event Date: September 4-6, 2026 Location: Port of Orillia - 50 Lightfoot Dr, Orillia, ON

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An Intimate Evening with Celtic Thunder

September 4 @ 9:00 pm - 11:00 pm
Casino Rama Resort, 5899 Rama Road
Rama, Ontario L3V 6H6 Canada
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An Intimate Evening with Celtic Thunder • Friday, September 4, 2026 19+ event Showtime: 9pm • Doors Open: 8pm | Tickets starting at $49 plus applicable taxes and service fees. Pre-Sale: Tuesday, March 10 at 10am | Public Ticketmaster On-Sale: Friday, March 13 at 10am Tickets can be purchased at the Box Office or at Ticketmaster.ca, the only official ticket retailer for Casino Rama Resort shows. Click Here to Buy Tickets My Club Rewards members can use available comp to purchase…

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Movies in the Park

September 4 @ 9:00 pm - 11:00 pm
|Recurring Events (See all)

One event on July 24, 2026 at 9:00pm

One event on August 7, 2026 at 9:00pm

One event on August 21, 2026 at 9:00pm

One event on September 4, 2026 at 9:00pm

Rotary Aqua Theatre, 200 Bay St
Orillia, Ontario L3V 2A7 Canada
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 Movies In The Park return this summer! Join us for 5 evenings of great movies, all FREE, thanks to our amazing community advertisers. All movies will begin around dusk / 9pm Food or monetary donations will be accepted at the theatre to support The Orillia Community Fridge.  Purchase some fresh popcorn on site or bring your own munchies and drinks. Please help keep our park clean and throw away your garbage after the show. Thank You to Eclectic Cafe, Christopher…

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Pirate Day at the Leacock Museum

September 5 @ 10:00 am - 3:00 pm
Leacock Museum, 50 Museum Dr
Orillia, Ontario L3V 6K5 Canada
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 Arrrr! The Port of Orillia's Pirate Party is upon us and this year, Old Brewery Bay is under threat of attack! The "Pirates of the Orillian Sea" have set their eyes on the Leacock Museum and are headed our way! We are asking for the help of the community to work on boat-building crafts and to try to solve the museum's treasure hunt! The crafts and treasure hunt are available all day long. Guests just have to visit the museum's…

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Couchiching Fest

September 19 - September 20
Port of Orillia, 50 Centennial Dr
Orillia, ON L3V 4M8 Canada
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Couchiching Fest is a vibrant artisan and vendor marketplace celebrating creativity, community, and local small business. Discover handcrafted goods, unique artisan products, delicious treats, and one-of-a-kind finds from talented makers across the region. It’s the perfect way to shop local and experience the spirit of Couchiching! Event Date: September 19-20, 2026 Location: Port of Orillia - 50 Lightfoot Dr, Orillia, ON

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Sunshine City Vintage Bazaar

September 19 @ 10:00 am - 4:00 pm
|Recurring Events (See all)

One event on August 8, 2026 at 10:00am

One event on September 19, 2026 at 10:00am

The Lone Wolf Cafe, 10 Matchedash St S
Orillia, Ontario L3V 4W3 Canada
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The Sunshine City Vintage Bazaar Summer Series is back! Join us May 16th, Aug 8 and September 19th from 10am–4pm as we bring Downtown Orillia a curated collection of vintage and vintage-inspired clothing, home goods, and handmade creations. Find us a 22 Matchedash Street South, aka the parking lot beside the @lonewolf_cafe Hosted by @mymoon.collective + @pocketskateandvintage + @lonewolf_cafe

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Meet the Artists

September 19 @ 12:00 pm - 2:00 pm
|Recurring Events (See all)

One event on September 19, 2026 at 12:00pm

One event on October 17, 2026 at 12:00pm

Cloud Gallery, 23 Mississaga St W
Orillia, Ontario L3V 3A5 Canada
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Drop in on a Saturday afternoon to meet the artist behind the work. Free and open to everyone. Saturday July 25, 12-2pm - Kerry Walford Saturday September 19, 12-2pm - Holly Ann Friesen Saturday October 17, 12-2pm - Brigitte Granton

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October 2026

‘If You Could Read My Mind’ Poetry & Music Lawn Night

October 3 @ 5:00 pm - 7:00 pm
Leacock Museum, 50 Museum Dr
Orillia, Ontario L3V 6K5 Canada
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If You Could Read My Mind… Poetry & Music Lawn Night The Orillia Museum of Art & History (OMAH) and the Leacock Museum invite you to an evening of poetry, music, storytelling, and community connection. Inspired by the cultural and literary traditions that continue to shape our region, this collaborative outdoor event celebrates local voices and artistic expression in a relaxed lakeside setting. Bring your own lawn chair and settle in for an evening of live performances surrounded by the…

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The Haunted Mill

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

An event every week that begins at 6:00pm on Friday and Saturday, repeating until October 31, 2026

An event every week that begins at 6:00pm on Friday and Saturday, repeating until October 31, 2026

The Coldwater Mill, 1 Mill St,
Coldwater, Ontario L0K 1E0 Canada
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$10

Held upstairs at the Coldwater Mill This thriller jump scare walk through is presented by The Scream Shack 6pm to 9pm Fridays and Saturday in October starting October 9, 2026 Tickets are $10 each sold at the door

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The Haunted Mill

October 10 @ 6:00 pm - 9:00 pm
|Recurring Events (See all)

An event every week that begins at 6:00pm on Friday and Saturday, repeating until October 31, 2026

An event every week that begins at 6:00pm on Friday and Saturday, repeating until October 31, 2026

The Coldwater Mill, 1 Mill St,
Coldwater, Ontario L0K 1E0 Canada
+ Google Map
$10

Held upstairs at the Coldwater Mill This thriller jump scare walk through is presented by The Scream Shack 6pm to 9pm Fridays and Saturday in October starting October 9, 2026 Tickets are $10 each sold at the door

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