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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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August 2026

Orillia Waterfront Festival

August 7 @ 12:00 pm - 8:00 pm
|Recurring Events (See all)

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

One event on August 9, 2026 at 10:00am

Port of Orillia, 50 Centennial Dr
Orillia, ON L3V 4M8 Canada
+ Google Map

Don’t miss the Orillia Waterfront Festival, happening at the beautiful Port of Orillia. This exciting family-friendly festival features live entertainment, delicious festival food, a vibrant vendor market, the thrilling Dock Diving Dogs competition, and the fan-favourite Cardboard Boat Race. Spend your weekend exploring our waterfront vendor market running Friday, Saturday, and Sunday, with a unique selection of local vendors, artisan crafts, hot tubs, clothing, home décor, and mouth-watering food vendors. Whether you’re looking for unique gifts, tasty eats, or exciting…

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Orillia Waterfront Festival

August 8 @ 10:00 am - 7:00 pm
|Recurring Events (See all)

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

One event on August 9, 2026 at 10:00am

Port of Orillia, 50 Centennial Dr
Orillia, ON L3V 4M8 Canada
+ Google Map

Don’t miss the Orillia Waterfront Festival, happening at the beautiful Port of Orillia. This exciting family-friendly festival features live entertainment, delicious festival food, a vibrant vendor market, the thrilling Dock Diving Dogs competition, and the fan-favourite Cardboard Boat Race. Spend your weekend exploring our waterfront vendor market running Friday, Saturday, and Sunday, with a unique selection of local vendors, artisan crafts, hot tubs, clothing, home décor, and mouth-watering food vendors. Whether you’re looking for unique gifts, tasty eats, or exciting…

Find out more »

Orillia Waterfront Festival

August 9 @ 10:00 am - 5:00 pm
|Recurring Events (See all)

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

One event on August 9, 2026 at 10:00am

Port of Orillia, 50 Centennial Dr
Orillia, ON L3V 4M8 Canada
+ Google Map

Don’t miss the Orillia Waterfront Festival, happening at the beautiful Port of Orillia. This exciting family-friendly festival features live entertainment, delicious festival food, a vibrant vendor market, the thrilling Dock Diving Dogs competition, and the fan-favourite Cardboard Boat Race. Spend your weekend exploring our waterfront vendor market running Friday, Saturday, and Sunday, with a unique selection of local vendors, artisan crafts, hot tubs, clothing, home décor, and mouth-watering food vendors. Whether you’re looking for unique gifts, tasty eats, or exciting…

Find out more »
September 2026

Orillia Pirate Party

September 4 - September 6
Port of Orillia, 50 Centennial Dr
Orillia, ON L3V 4M8 Canada
+ Google Map

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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Couchiching Fest

September 19 - September 20
Port of Orillia, 50 Centennial Dr
Orillia, ON L3V 4M8 Canada
+ Google Map

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

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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