Sunshine City Vintage Bazaar

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

Art Lessons with Kerry Walford at Cloud Gallery

Create Art at Cloud Gallery! Spend your Saturday with one of Cloud Gallery’s top artists – Kerry Walford. Create a beautiful piece you’ll be to hang at home. Create at 12 x 12 oil painting on canvas All materials provided No experience required Small class size, personalized instruction Ages 16+

OMAH Vintage Pop Up Market

Join us on Saturday, August 22, 2026, for the Vintage Pop-Up Market at the Orillia Museum of Art & History (OMAH). Browse a curated collection of vintage treasures, handmade goods, artisan-inspired finds, records, home décor, clothing, accessories, collectibles, and unique gifts from local vendors and makers. Whether you’re a vintage enthusiast, collector, thrifter, or simply looking […]

Orillia Rotary Classic and Custom Car Show

The Orillia Rotary Classic and Custom Car Show is back for 2026. Support your local Orillia community on Aug. 22nd when up to 300 cars will line the streets of historic downtown Orillia. Shop, eat and enjoy live entertainment downtown at this rain or shine event and it’s FREE to the general public. We could […]

Art Lessons with Kerry Walford at Cloud Gallery

Create Art at Cloud Gallery! Spend your Saturday with one of Cloud Gallery’s top artists – Kerry Walford. Create a beautiful piece you’ll be to hang at home. Create at 12 x 12 oil painting on canvas All materials provided No experience required Small class size, personalized instruction Ages 16+

Sunshine City Vintage Bazaar

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

Time & Location Jul 25, 2026, 10:30 p.m. – Jul 26, 2026, 1:30 a.m. Higher Ground (Brewery Bay 2nd Floor), 162 Mississaga St E, Orillia, ON L3V 1V9, Canada About the event DJ Calvs is in the house, bringing bass, house, and dance music to Higher Ground! Tickets: No cover! Doors Open: 10:30PM This is […]

Summer Music Showcase – Brewery Bay

Time & Location Jul 25, 2026, 12:30 p.m. – 5:00 p.m. Higher Ground (Brewery Bay 2nd Floor), 162 Mississaga St E, Orillia, ON L3V 1V9, Canada About the event Live music on the patio? Sign us up! We have two incredible artists coming in, each performing a two-hour set nearly every Saturday afternoon all summer […]

Art Lessons with Kerry Walford at Cloud Gallery

Create Art at Cloud Gallery! Spend your Saturday with one of Cloud Gallery’s top artists – Kerry Walford. Create a beautiful piece you’ll be to hang at home. Create at 12 x 12 oil painting on canvas All materials provided No experience required Small class size, personalized instruction Ages 16+

Big Dumb Face Trivia at Brewery Bay

Big Dumb Face Trivia Night Thu, Jul 23 Higher Ground (Brewery Bay 2nd Floor) We are excited to welcome back Adam of Big Dumb Face Trivia to our Higher Ground event space for a night of trivia and fun! Time & Location Jul 23, 2026, 7:30 p.m. – 9:30 p.m. Higher Ground (Brewery Bay 2nd […]