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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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172nd ORO WORLD’S FAIR

September 18 - September 19
Oro-Medonte Fairgrounds, Sideroad 15 & 16 E
Oro Station, Ontario L0L 2E0 Canada
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Oro Worlds Fair

The Oro World’s Fair is a beloved local tradition celebrating agriculture, community and rural heritage. Enjoy livestock and agricultural exhibits, competitions, live entertainment, midway rides, food, vendors and plenty of family-friendly fun. With a history dating back more than 170 years, it’s a classic fall fair experience that brings generations of the community together.

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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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October 2026

Orillia Fall Fair

October 2 @ 12:00 am - October 4 @ 12:00 am
ODAS Park, 4500 Fairgrounds Rd
Orillia, Ontario L3V 6H2 Canada

Orillia Fall Fair is a beloved annual celebration of community, agriculture and fall fun. Enjoy midway rides, live entertainment, agricultural exhibits, local vendors, competitions, food and activities for the whole family. It’s a great way to soak up the sights, sounds and traditions of the season in Orillia.

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Lightfoot Festival

October 29 - October 31
Orillia Opera House, 20 Mississaga St W
Orillia, L3V 5G2
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The Board of Directors of the rebranded Lightfoot Festival, formally known as Lightfoot Days Festival, are very pleased to announce that this year’s festival will be held October 29th, 30th and 31st, 2026, in the hometown of Canada’s very own, Gordon Lightfoot. Gordon’s musical accomplishments brought him Grammy nominations, Juno Awards, Songwriting awards, and recognition on Canada’s Walk of Fame, just to name a few. “We are excited to announce that The Lightfoot Band will be our headliners this year,…

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November 2026

Children’s Artisan Christmas Market

November 21 @ 11:00 am - 2:00 pm
Coldwater Mill Heritage Foundation, 1 Mill Street and 31 Coldwater Road
Coldwater, L0K 1E0 Canada
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Held a the Coldwater Mill Young talented artists from Coldwater and Area with amazing items for everyone on your Christmas list

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