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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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June 2026

Comedy Night under the Big Tent – Father’s Day Theme: Quayle’s Brewery

June 20 @ 7:30 pm - 10:00 pm
Quayle’s Brewery, 4567 Line 12 N
Coldwater, Ontario L0K 1E0 Canada
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Fathers Day Comedy Night

Kick off summer with us on Saturday, June 20, as we launch our outdoor comedy series under the Big Tent at Quayle’s Brewery—this time with a Father’s Day twist. It’s the perfect excuse to bring Dad (or your favourite dad figure), grab a pint, and settle in for a night of great laughs in the hop fields. Doors open at 6:00 PM, show starts at 7:30 PM. Dress cozy, come early, and make an evening of it. Tickets will go…

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July 2026

Mariposa Folk Festival

July 3 - July 5
Tudhope Park, 450 Atherley Rd,
Orillia, Ontario L3V 1P2 Canada
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Mariposa Folk Festival is an exciting, vibrant and storied musical happening! Mariposa has presented its incredible performances and programming for over 60 glorious years. Come join us! Enjoy and share in the rich tapestry of festival experiences that animate the wonderful spirit of Mariposa! The festival is a celebration of song, story, dance and craft, and so much more. Taking place in a beautiful lakeside setting, Mariposa features some of the most renowned artists on the North American and international…

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North Simcoe Eco Exchange

July 11 @ 10:00 am - 2:00 pm
Coldwater Canadiana Heritage Museum, 1474 Woodrow Rd.
Coldwater, Ontario L0K1E0 Canada
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North Simcoe Eco Exchange: Saturday July 11 from 10 am-2 pm (rain date Sunday July 12) at the Coldwater Museum in Coldwater. This family-friendly event includes a marketplace featuring tables, talks and nature walks highlighting local environmental issues. There will also be kids’ activities, music and a BBQ lunch. This is a FREE event but donations to the Coldwater Museum are always appreciated. Hosted by the Simcoe County Greenbelt Coalition and the Canadian Museum of Water. For more information, go…

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Orillia Scottish Festival

July 17 - July 19
Couchiching Beach Park, 140 Canice St
Orillia, Ontario L3V 4H8 Canada
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Celebrate Celtic culture in the heart of Orillia at the 2026 Orillia Scottish Festival! Enjoy the stirring sound of massed pipe bands, highland dancing, and lively Celtic music, along with clan gatherings, heritage demonstrations, and family-friendly activities. Set against the beautiful waterfront Couchiching Beach Park, this vibrant summer tradition invites locals and visitors alike to experience the spirit, pride, and pageantry of Scotland.

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August 2026

Boots & Hearts

August 7 - August 9
Burl’s Creek Event Grounds, 134 Line 8 South Oro-Medonte
Oro-Medonte, ON Canada
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Get ready for an unforgettable summer weekend at Boots and Hearts Music Festival, Canada’s largest country music and camping experience! Taking place August 7–9, 2026 at Burl’s Creek Event Grounds in Oro-Medonte, Ontario, this three-day celebration brings together world-class performers, rising stars, and loyal fans for live music, camping, food, and community spirit. Headliners include The Chicks, Rascal Flatts, Jonas Brothers, and many more across multiple stages, with exciting experiences for fans of all ages.

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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
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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…

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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…

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Starry Night

August 22 @ 7:00 pm - 10:00 pm
Peter Street Arts District, Peter Street South, Orillia
Orillia, Ontario Canada
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Downtown Orillia will come alive under the stars on Saturday August 22 from 7-10pm, for the much anticipated Starry Night Studio & Gallery Tour. Each year this free community event transforms Peter Street South into a vibrant, pedestrian only festival where creativity spills onto the streets. Visitors can wander through local galleries, discover new artists, enjoy dance performers, listen to live local music, and watch live art demos, and more. Explore works from artists working in a variety of mediums…

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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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