Valentine’s Day & Family Day Events, Activities & Restaurants | Markham, Ontario

Looking for the best things to do in Markham during the long weekend of February 14–16, 2026? Whether you’re planning a romantic Valentine’s Day date, family fun over the Family Day long weekend, or weekend plans with friends, this complete Markham guide has everything you need.

As Top and Best local Markham REALTORS® and community experts, Michael John Lau and Neeraj Moolchandani of Kaizen Real Estate Team have curated the top events, activities, and dining spots happening over this special winter weekend in Markham.

From immersive experiences and floral workshops to winter skating, art activities, and the best romantic and family-friendly restaurants — here’s your go-to resource for planning the perfect weekend in Markham.

🎉 Weekend Events in Markham (Feb 14–16, 2026)

📅 Saturday, February 14 – Valentine’s Day Fun

Looking for something hands-on and memorable during the Markham long weekend (Feb 14–16, 2026)?

🏺 Paint Your Own Pottery

Get creative painting your own pottery at:

• Crock A Doodle in Unionville

• Crafty Pots on Main Street Markham

This is a perfect activity for:
✔ Valentine’s Day date nights
✔ Double dates
✔ Family Day outings
✔ Kids and teens who love art

It’s interactive, cozy (great for winter), and you get to take home a personalized keepsake.

🔐 Valentine’s Day Escape Room Adventure

Switch up your Valentine’s plan! This immersive escape room runs from Feb 13–16 and challenges couples and groups to solve puzzles and “escape” together, a fun, team-based experience perfect for the Markham long weekend.

❄️ Outdoor Skating & Winter Walks

Combine outdoor activities with your date or family plans at local skating rinks like Markham Civic Centre or scenic winter walks around Toogood Pond Park (great for photos and nature time).

🌸 Sunday, February 15 – Creative & Cultural Events

🪻 Kate’s Garden: Lunar New Year Centrepiece

Celebrate the Lunar New Year with a creative floral workshop! From 11:00 AM–12:30 PM at Kate’s Garden, design your own vibrant centrepiece with colourful blooms, an ideal activity for families, friends, or couples.

🎨 Gallery & Black History Month Activities

Head to the Varley Art Gallery of Markham for storytelling, art drop-ins, and interactive creativity, perfect for families and curious minds.

🏙️ Monday, February 16 – Family Day (Stat Holiday)

⛸️ Family Day Skate & Crafts
Community centres and arenas around Markham will host free or drop-in skating sessions, crafts, and holiday-style activities, a great way to spend Family Day together.

👨‍👩‍👧 Museum and Park Adventures
Visit Markham Museum and explore outdoor trails and exhibits, or take a family stroll through scenic parks like Toogood Pond Park for nature and fresh air.

💘 Top Markham Activities for Valentine’s & Family Day Weekend

🏙️ Historic Unionville Main Street

Enjoy boutique shops, cafés, and charming winter walks, perfect for couples and families alike.

🎨 Varley Art Gallery of Markham

Engage with local art and seasonal workshops that are ideal for kids, teens, or date day inspiration.

❄️ Outdoor Skating & Parks

Skating at Markham Civic Centre, Toogood Pond walks, or nearby trails make for active winter fun.

🍽 Best Romantic & Family Dining in Markham

❤️ Romantic Valentine’s Restaurants

• Peters Fine Dining – Elegant cuisine for special occasions

• Ruth's Chris Steak House – Classic steakhouse experience

• Menaggio Ristorante Wine Bar & Grill – Cozy Italian for date night

• Folco's Ristorante – Romantic Italian spot on Unionville Main Street

👨‍👩‍👧 Family-Friendly Restaurants

• Mandarin Restaurant – Buffet variety for all ages

• JOEY Markville – Contemporary casual dining

• Smash Kitchen and Bar – Comfort food & shared plates

📌 Why Markham is Perfect for the Long Weekend

Markham offers:

• A vibrant mix of cultural events and workshops throughout the long weekend

• Interactive date ideas like escape rooms and floral design classes

• Family activities and drop-ins for all ages

• Restaurant variety from casual to upscale for every type of celebration

Whether you’re planning a unique Valentine’s Day or a fun Family Day long weekend in Markham, this weekend has something for every schedule and taste.

💬 Thinking of Moving to Markham?

Weekends like this show why so many families love living here. If you ever need:
• A home value check
• Advice on the Markham real estate market
• Help finding the perfect home near Unionville or local amenities

Michael John Lau and Neeraj Moolchandani of Kaizen Real Estate Team are here to help.

📞 647-370-8885