Orillia, Ontario, is a picturesque city nestled between Lake Simcoe and Lake Couchiching, offering a perfect blend of natural beauty and cultural richness. Known as the "Sunshine City," Orillia boasts a vibrant arts scene, historical landmarks, and a welcoming community. This charming city has been a favorite retreat for artists and musicians, including the legendary Gordon Lightfoot.

With its roots dating back to the 19th century, Orillia is steeped in history, evident in its well-preserved architecture and museums. Visitors can explore the city's past at the Orillia Museum of Art & History or enjoy the scenic waterfront parks. The city's culinary scene is equally enticing, with a variety of local eateries offering everything from fresh lake fish to international cuisine.

Whether you're an outdoor enthusiast, a history buff, or a foodie, Orillia has something to offer. From hiking trails and water sports to art galleries and live music, this itinerary will guide you through a memorable week in one of Ontario's hidden gems.

Orillia

Day 1: Arrival and Evening Stroll

Afternoon: Arrive in Orillia and check into your accommodation. Consider staying at a cozy lakeside cottage via VRBO or a comfortable hotel through Hotels.com.

Evening: Take a leisurely stroll along the Orillia Waterfront, where you can enjoy the sunset over Lake Couchiching. For dinner, head to Mariposa Market, a local favorite known for its homemade pies and hearty meals.

Day 2: Exploring Orillia's History

Morning: Start your day with a visit to the Orillia Museum of Art & History, where you can learn about the city's rich past and view local art exhibits.

Afternoon: Enjoy lunch at Rustica Pizza Vino, a charming Italian restaurant offering wood-fired pizzas and fresh pasta.

Evening: Experience the Murder Mystery Detective Experience in Orillia ON, a thrilling audio adventure that takes you through the streets of Orillia as you solve a gripping case. Book here.

Day 3: Outdoor Adventures

Morning: Head to Scout Valley, a beautiful nature reserve with trails perfect for hiking and birdwatching.

Afternoon: Grab a bite at The Common Stove, known for its farm-to-table dishes and cozy atmosphere.

Evening: Relax with a craft beer at Couchiching Craft Brewing Co., a local brewery offering a variety of unique brews.

Day 4: Arts and Culture

Morning: Visit the Leacock Museum, the former home of Canadian humorist Stephen Leacock, set on a picturesque waterfront estate.

Afternoon: Enjoy lunch at Shine Juice Bar & Cafe, offering healthy and delicious options like smoothies and vegan bowls.

Evening: Attend a live performance at the Orillia Opera House, a historic venue hosting a variety of shows throughout the year.

Day 5: Day Trip to Casino Rama

Spend the day at Casino Rama, located just outside Orillia. Try your luck at the tables, enjoy a concert, or indulge in a meal at one of the casino's restaurants.

Day 6: Lake Simcoe Excursion

Morning: Take a scenic drive to Lake Simcoe and enjoy a morning of kayaking or paddleboarding.

Afternoon: Have lunch at The Grape & Olive, a bistro offering a diverse menu with local ingredients.

Evening: Return to Orillia and unwind with a glass of wine at Era 67, a restaurant known for its Canadian cuisine and elegant setting.

Day 7: Departure

Morning: Before departing, enjoy a hearty breakfast at Bakes by the Lake, a bakery offering freshly baked goods and coffee.

Afternoon: Depart Orillia with memories of a delightful week spent exploring this charming city.

Orillia offers a unique blend of history, culture, and natural beauty, making it an ideal destination for a week-long getaway. From its vibrant arts scene to its stunning lakeside views, this itinerary ensures you'll experience the best of what Orillia has to offer.