Collingwood Attractions May 2025

May 2, 2025 In Monthly Activities

Collingwood Attractions: May 2025 Guide by The Iron Skillet

Welcome to Collingwood, Ontario—a vibrant town nestled between Georgian Bay and the Niagara Escarpment. As spring blossoms in May 2025, Collingwood comes alive with events, outdoor adventures, and cultural experiences. Whether you’re a local or visiting for the first time, there’s something for everyone to enjoy. And after a day of exploration, we at The Iron Skillet invite you to unwind with our hearty meals and warm hospitality.

🎭 Live Entertainment & Cultural Events

The Historic Gayety Theatre

Experience a lineup of tribute concerts at The Historic Gayety Theatre this May:

  • Fleetwood Mac Mania – May 3

  • Red Hot Chili Peppers Tribute – May 9

  • Grace 2: Celebrating The Tragically Hip – May 10

  • Shania Twain Tribute – May 16

  • A Night with QUEEN – May 17 (Matinee & Evening)

  • Glory Days: Bruce Springsteen – May 23

  • Huey Lewis – The Heart of Rock and Roll – May 24

  • STING & The Police – May 30

  • TINA – May 31

For tickets and more details, visit the Gayety Theatre’s official website.

Simcoe Street Theatre

Enjoy intimate performances at the Simcoe Street Theatre:

  • The Johnny Max Band Pre-Album Release Party – May 9

  • Chik Rok Anthems: The Ultimate 80’s & 90’s Rock Experience – May 28

Discover more events at Simcoe Street Theatre.

🎨 Art & Community Events

Exhibit Opening: OUTSIDE INSIDE

Join us for the opening of the “OUTSIDE INSIDE” art exhibit opening on May 3, from 2:00 PM to 4:00 PM and running until May 28. This event celebrates local artists and their interpretations of the natural world. Check out important dates here

Mother’s Day Comedy Matinee

Celebrate Mother’s Day with laughter at the Mother’s Day Comedy Matinee on May 11. Enjoy a delightful afternoon filled with humor and joy at Simcoe Street Theatre, Studio 7 at 2:30. Get your tickets today!

🌿 Outdoor Adventures & Natural Attractions

Collingwood Arboretum

Stroll through the Collingwood Arboretum, where spring blooms create a picturesque setting. It’s an ideal spot for nature walks and photography.

Sunset Point Park

Relax by the water at Sunset Point Park. With its scenic views of Georgian Bay, it’s perfect for picnics and watching the sunset.

South Georgian Bay Trails

Explore the extensive trail network in the South Georgian Bay area. Whether you’re hiking or cycling, the trails offer varying levels of difficulty and beautiful landscapes.

🍽️ Dine at The Iron Skillet

After a day of activities, join us at The Iron Skillet for a satisfying meal. Our Mother’s Day specials include:

  • Shrimp & Lobster Carbonara – $35

  • Parmesan Crusted Chicken with Blush Sundried Tomato Sauce – $29

  • Steak & Shrimp with Potatoes and Vegetables – $41

  • Tortellini in Creamy Tuscan Sauce – $28

  • Moroccan Chicken with Rice and Vegetables – $28

  • Mediterranean Style Fish – $28

  • Prime Rib with Yorkshire Pudding – $35

Located at 49 Huron Street, Collingwood, ON, we’re open daily from 11:00 AM to 10:00 PM. Reserve your table by calling (705) 445-5805.

Make the most of May 2025 in Collingwood by immersing yourself in the town’s vibrant events and natural beauty. We look forward to welcoming you at The Iron Skillet!