Weekend Guide for Jan 30th to Feb 1st
Winter is in full swing, and this Simcoe winter weekend is packed with fun ways to get out and enjoy the season. From outdoor skating and snow-filled activities to live music and high-energy family entertainment. There’s something happening for everyone. Whether you’re planning a night out, a daytime adventure, or a cozy local outing. These events highlight the best of community spirit, winter culture, and memorable experiences across Simcoe County.

Skate Trail at Simcoe County Museum
Location: Simcoe County Museum, 1151 Highway 26, Minesing
When: Friday from 6:00 pm to 8:00 pm; Saturday and Sunday from 11:00 am to 4:00 pm
Enjoy a magical outdoor skating experience on the scenic skating trail at the Simcoe County Museum. This family-friendly loop winds through heritage buildings and forest paths, offering a peaceful and picturesque way to enjoy winter. Skaters of all ages are welcome, with indoor warming areas available for breaks between laps. It’s a wonderful way to spend time outdoors while embracing the beauty of the season. More info here.

Wild Winter Weeknight – Slide, Glide & Give Back
Location: Snow Valley Resort, 2632 Vespra Valley Road, Minesing
When: Friday from 3:00 pm to 9:00 pm
Kick off the weekend with a festive winter evening filled with fun and purpose at Wild Winter Weeknight. This community fundraiser features snow tubing, ziplining, torchlit snowshoeing, magic, music, and kid-friendly activities for all ages. With plenty of laughs, winter thrills, and warm treats, it’s a great way to enjoy the season while supporting local healthcare and giving back to the community. More info here.

Locallicious Feature – Casa Mia
Location: Casa Mia Barrie
When: During Locallicious Festival, late January to early February 2026
Celebrate delicious cuisine at Casa Mia Barrie, a beloved Greek-Italian restaurant known for generous portions and warm hospitality. During Locallicious, this community gem serves a special three-course prix-fixe menu featuring Mediterranean and Italian favourites made with fresh ingredients and heart. It’s the perfect pick for a cozy dinner with friends or family while exploring the local food scene and supporting independent eateries. More info here.

From The Hip Live at Donaleigh’s
Location: Donaleigh’s Irish Public House, 28 Dunlop Street East, Barrie
When: Saturday from 8:00 pm to 11:00 pm
Enjoy a lively evening of classic Canadian rock with From The Hip, a popular tribute band celebrating the music of The Tragically Hip. Set in the warm and welcoming atmosphere of a downtown Barrie pub, this live performance invites fans to sing along and soak in the energy of a great night out. It’s a fun and social way to experience local nightlife this winter weekend. More info here.

SNOWGA – Outdoor Winter Yoga for a Cause
Location: Leacock Museum Grounds, 50 Museum Drive, Orillia
When: Sunday from 1:30 pm to 2:30 pm
Bundle up and embrace winter wellness with SNOWGA, a joyful outdoor yoga session held in a snowy setting. This all-levels class combines movement, breath, and fresh air, ending with playful snow moments and calm reflection. Designed to bring the community together while supporting a local food centre, it’s a refreshing and meaningful way to wrap up the weekend feeling relaxed and recharged. More info here.

However you choose to spend it, this Simcoe winter weekend offers plenty of reasons to bundle up and head out. From cheering crowds and live performances to peaceful outdoor moments and community fundraisers, these events showcase what makes winter in Simcoe County so special. Grab your skates, call up friends, or plan a family outing — it’s the perfect time to support local venues, enjoy the season, and make winter memories close to home.