EVENTS
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.
Past Events › Festivals Fairs And Events
List View | Month View
Events List Navigation
North Simcoe Eco Exchange
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…
Find out more »Orillia Scottish Festival
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.
Find out more »Boots & Hearts
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.
Find out more »Orillia Waterfront Festival
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
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
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 »Lazy Sunday Pop-Up Market – Port of Orillia
The Lazy Sunday pop-up market at the Port of Orillia is the perfect excuse for a waterfront walk! Browse local vendors, enjoy the fresh breeze, and watch the boats drift by. It's a beautiful way to spend the day! Location: Port of Orillia - 50 Lightfoot Drive, Orillia Time: 10:00 a.m. to 3:00 p.m.
Find out more »Starry Night
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…
Find out more »Orillia Pirate Party
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
Find out more »Downtown Orillia Pirate Party
Set sail for family-friendly adventure at the Orillia Pirate Party in Downtown Orillia! Dress in your best buccaneer attire and join the community for a full day of high-seas excitement across the downtown core. The Ship Stage features non-stop entertainment, including children's entertainment with Dr. Bonkers, a Pet Costume Contest l, clown performances and juggling from Finn the Clown, mermaid photo ops, and Dan the Magician's Magic Show. Across downtown, visitors can explore the Sidewalk Sale and Farmers' Market, get…
Find out more »