Weekend Guide for September 26th to september 28th
Get ready to experience the best of the season with our Simcoe Weekend Highlights! Whether you’re craving the excitement of a country fair, the creativity of local artists, or the charm of autumn markets, this guide showcases the top family-friendly events happening across Simcoe County. From vibrant art displays to pumpkin-patch adventures, there’s something for everyone to enjoy and plenty of memories waiting to be made.

Pumpkinfest at Hewitt’s Fun Farm
Location: 3331 Town Line Road, Coldwater, ON
When: Saturday from 10:00 am to 5:00 pm; Sunday from 10:00 am to 5:00 pm
Celebrate the season with your loved ones at Hewitt’s Fun Farm’s Pumpkinfest. Take a cheerful wagon ride to the pumpkin patch—each paid ticket includes a free pumpkin—then spend the day exploring 9 acres of corn mazes, visiting friendly farm animals, and enjoying over 25 family-friendly attractions from obstacle courses to mini-golf. It’s a full weekend of autumn fun and community spirit the whole family will remember. More info here.

Barrie Farmers’ Market
Location: Downtown Barrie, 70 Collier Street
When: Saturday from 9:00 am to 1:00 pm
This weekend marks the last full outdoor market before the Barrie Farmers’ Market shifts indoors for fall and winter. Families are invited to wander stalls brimming with fresh produce, baked goods, artisanal crafts, and seasonal treats. Expect live music, community chat, local flavour, and a chance to soak up the energy of downtown before turning cozy inside. More info here.

Midland Mural Festival
Location: Harbourside Park, 475 Bayshore Dr & Downtown Midland, ON
When: Saturday from 10:00 am to 5:00 pm
Discover local talent through public art at the Midland Mural Festival. Stroll guided or self-guided routes past over 30 outdoor murals across downtown and the waterfront, enjoy live music all day, browse artisan booths, grab a bite from food trucks, and take part in make-and-take and community-mural painting projects. All ages and skill levels are welcome. More info here.

Coldwater Fall Fair
Location: 11 Michael Anne Drive, Coldwater, ON
When: Saturday from 9:00 am to 4:00 pm; Sunday from 9:00 am to 4:00 pm
Enjoy the 132nd Coldwater Fall Fair, a weekend packed with country charm and family fun. Browse colourful agricultural displays, cheer for thrilling tractor and horse pulls, and discover exhibits featuring baking, crafts, and photography. With live entertainment, a bustling midway, and plenty of local flavour, it’s the perfect way to celebrate the season, spend time together, and make memories that will last well beyond the fair. More info here.

Collingwood Art Crawl
Location: Downtown Collingwood, ON
When: Saturday from 4:00 pm to 8:00 pm
Step into a vibrant, self-guided weekend of art, music, and community as local galleries, storefronts, and public spaces open their doors for the 13th annual Collingwood Art Crawl. Wander through exhibitions by 50+ visual artists, catch live performances from over 30 musicians, and mingle with neighbours in the heart of downtown. Admission is free. More info here.

Make the most of the season and create lasting memories with these Simcoe Weekend Highlights. Whether you’re exploring art, picking pumpkins, or sampling local flavours, these events capture the very best of fall fun. Gather your loved ones, plan your weekend, and enjoy everything Simcoe County has to offer before the season turns to winter.