5 Fun Things to Do in Downtown Orillia This Summer

Orillia — nestled between Lake Couchiching and Lake Simcoe in Ontario — is a charming small city with big summer vibes. From waterside strolling to patios, arts and history, there’s lots to explore if you find yourself downtown this season. Here are five must-do experiences!

1. Soak Up the Waterfront at the Port of Orillia

Begin your summer day with a walk along the waterfront at the Port of Orillia — the heart of the city’s outdoor life. Dock your boat or stroll along scenic trails by Lake Couchiching, check out picnic spots, or simply relax by the water. Free band concerts and seasonal events often animate the waterfront parks, making it perfect for families and visitors of all ages.

2. Dive Into Local Culture at the Orillia Museum of Art & History

Take a cultural pause at the Orillia Museum of Art & History, located right in historic downtown. The museum showcases rotating exhibitions that highlight both local heritage and artistic talent — a great way to beat the midday sun while exploring regional stories and creativity.

Whether you’re into fine art, fascinating history, or family-friendly exhibits, OMAH offers something fresh each summer.

3. Wander, Shop & Eat Along Mississaga Street

Downtown’s heart is Mississaga Street, a vibrant main street with quirky shops, galleries, and patios. Grab a coffee or lunch and stroll the area — from vintage shops and boutiques to delightful cafes and restaurants with outdoor seating.

  • Some local favourites to know:
  • The Common Stove – beloved local dining.
  • Brewery Bay Food Co – great food with waterfront energy.
  • Mariposa Market – classic market eats and local favourites.
  • PICNIC cantina – outdoor-friendly Mexican fare.
  • Eclectic Café & Catering – perfect for brunch or a relaxed lunch.
  • And many more patios and hidden gems to discover!

This is also the hub for seasonal events like “See You On The Patio” where street sections close off and patios spill into the sidewalks each weekend.

4. Experience Local History at Leacock Museum

Just a short walk from downtown you’ll find the Stephen Leacock Museum Historic Site — the summer home of one of Canada’s best-loved authors. Here you can explore the gardens, learn about life in early 20th-century Ontario, and see the surroundings that inspired Leacock’s classic writing.

The picturesque grounds make for a peaceful and inspiring stop before or after lunch downtown.

5. Catch a Summer Event or Festival

Downtown Orillia pulses with summer energy thanks to regular events: from live music stages during the Mariposa Folk Festival season, to Starry Night art tours, and summer car shows and parades.

These events bring local culture to life — think outdoor galleries, community stages, art tours, and themed celebrations that are perfect for locals and visitors alike.