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Winter Guide: A Festive Night Out to Kick Off the Holidays

POSTED ON November 21, 2025 BY Nadine Macandog
A group of people gathered around a modern bar at Waterworks Food Hall, talking and enjoying drinks while seated under hanging wine glasses, surrounded by shelves of bottles and warm ambient lighting.

We’re starting the holiday season with a cozy community night in partnership with Waterworks Food Hall and Todotoronto. If you’re looking for something fun to do in December, this event is one of the featured picks from our Winter Guide — a great way to explore the neighbourhood and meet new people as we head into the holidays.

On Friday, December 5, the evening begins at The Deck at Clarence Square at 6 PM with a winter walk and complimentary hot chocolate (first 100 guests). It’s a relaxed way to take in the season, warm up, and connect with others before heading to the next stop.

At 7 PM, the group makes its way to Waterworks Food Hall for games, Latin dance lessons hosted by Todotoronto, glowsticks, and plenty of social moments. Waterworks’ food and drink vendors will be open throughout the night, so you can grab something to eat or settle in with friends. We’ll also have prize giveaways all evening, adding a bit of holiday excitement to the night.

If you’re planning out your December activities or browsing the Winter Guide for ideas, this is an easy, low-pressure event to add to your list.

Event Details
📍 Starts at The Deck at Clarence Square
🗓️ Friday, December 5
🕕 6 PM – 10 PM
🎟️ Get tickets here. Early Bird tickets available while they last

Whether you’re stopping by for the walk, the dance lessons, or the full night out, we’d love to see you in Downtown West celebrating the season.