Explore Simcoe County This Victoria Day Weekend

May long weekend events in Simcoe County

The May long weekend is the unofficial start of summer in Simcoe County, and there is no shortage of ways to get outside, explore local communities, and enjoy time with family and friends.

From farmers’ markets and festivals to live music, fireworks, workshops, and outdoor experiences, there is something happening across the region all weekend long.

At The Walker Team, we are always proud to highlight the local events and community experiences that make Simcoe County such a special place to call home.


1. Barrie Farmers’ Market

Saturday, May 16 | 9AM - 1PM

Cost: Free admission

Location: Barrie City Hall, 70 Collier St, Barrie

Spend your Saturday morning browsing local produce, baked goods, handmade items, and fresh coffee at the Barrie Farmers’ Market. It is a great way to support local vendors while enjoying the downtown atmosphere.

Get the full event details here


2. Elmvale Jungle Zoo Opening Weekend

Saturday, May 16 | 9:30AM - 4PM

Cost: $20 - $30

Location: 14191 Simcoe County Rd 27, Phelpston, ON L0L 1P0, Canada

Kick off zoo season with opening weekend at Elmvale Jungle Zoo. Families can spend the day visiting a wide variety of animals and exploring the grounds during the long weekend.

Get the full event details here


3. Orillia Farmers’ Market

Saturday, May 16 | 9AM - 1PM

Cost: See event page for full details.

Location: Orillia Public Library, Orillia

The Orillia Farmers’ Market offers a welcoming community atmosphere with local food vendors, artisans, and seasonal products. It is a great stop for fresh ingredients and handmade goods.

Get the full event details here


4. Friday Harbour Long Weekend Activities & Fireworks

Saturday, May 16 | Activities All Day, Fireworks at 10PM

Cost: Free

Location: Friday Harbour Resort, Innisfil

Friday Harbour is celebrating the long weekend with a full day of activities including tie dye experiences, campfires with s’mores, and evening fireworks over the harbour.

Get the full event details here


5. Murphy’s Tulip Festival

Thursday - Sunday | 9AM - 8PM

Cost: $20

Location: 5141 County Rd 10, Alliston

Take in colourful spring blooms at Murphy’s Tulip Festival in Alliston. Visitors can stroll through the tulip fields and enjoy beautiful seasonal photo opportunities.

Get the full event details here


6. Muskoka Craft Beer Festival

May 16 | 11AM - 6PM

Cost: $22.60

Location: River Mill Park, Huntsville, ON

Craft beer fans can head north to Huntsville for the Muskoka Craft Beer Festival featuring breweries, food vendors, and live entertainment in a scenic outdoor setting.

Get the full event details here


7. Watercolour Painting Workshop

May 16 | 1PM - 3PM

Cost: $70

Location: Wye Marsh Wildlife Centre, Midland, ON

This watercolour workshop combines creativity with nature in a peaceful setting. Participants can enjoy guided painting instruction inspired by the surrounding wetlands and wildlife.

Get the full event details here


8. Collingwood Comicon

May 16 | 10AM - 3PM

Cost: $5

Location: Royal Canadian Legion Branch 63, Collingwood, ON

Comic book fans and collectors can spend the day exploring vendors, comics, collectibles, and memorabilia at this affordable and family-friendly event.

Get the full event details here


9. National & World Fiddle Day Fundraiser

May 16 | 1PM - 5PM

Cost: See event page for full details.

Location: Eady Community Hall, 73 Eady Station Rd, Oro-Medonte, ON

Celebrate National and World Fiddle Day with an afternoon of live fiddle music, dancing, and community spirit while supporting Cope Service Dogs.

Get the full event details here


10. Live Music - Mark Stewart

May 16 | 6PM - 9PM

Cost: See event page for full details.

Location: Rawley Resort, Spa & Marina, Severn, ON

Enjoy an evening of live music at Rawley Resort with performer Mark Stewart in a relaxed waterfront setting during the holiday weekend.

Get the full event details here


11. Ukrainian Vyshyvanka Day Festival

Sunday, May 17 | 11AM - 5PM

Cost: See event page for full details.

Location: Meridian Place, 30 Simcoe Street, Barrie

Celebrate Ukrainian culture and heritage with cultural performances, music, food, and family-friendly activities in downtown Barrie.

Get the full event details here


12. Yoga In The Fields

May 18 | 10AM

Cost: $34.95

Location: Murphy’s Farm Market, 5141 County Rd 10, Alliston ON, L9R 1V2

Start your morning with an outdoor yoga session surrounded by spring blooms and open countryside during the long weekend.

Get the full event details here


13. Centennial United Church Trunk and Table Sale

May 16 | 10AM - 2PM

Cost: See event page for full details.

Location: Centennial United Church-Stayner, 234 William Street, Stayner

This community trunk and table sale is a great place to browse unique finds, handmade goods, and household items while supporting local connections.

Get the full event details here


14. Portarama Family Festival

Friday, May 15 and Saturday, May 16 | Friday Evening and All Day Saturday

Cost: See event page for full details.

Location: See event page for full details.

Portarama is a long-running family festival featuring community events and activities throughout the weekend with entertainment and family-friendly fun.

Get the full event details here


Make the Most of the May Long Weekend Close to Home

The May long weekend is a great opportunity to explore local communities, support local events, and spend time outdoors with family and friends.

Whether you are visiting a farmers’ market, attending a festival, or enjoying live entertainment, there are plenty of ways to enjoy the start of the season across Simcoe County.

From all of us at The Walker Team, we wish you a fun and memorable Victoria Day weekend.