December is packed with things to see and do across Downtown West. Whether you’re into festive markets, live shows, skating, or holiday traditions, there’s something happening almost every day this month. Here are the top five events to add to your winter plans—plus a full list of what’s happening at the neighbourhood’s busiest venues.
Here are downtown events to check out this December:
A Festive Night Out (Dec 5)
Kick off the season with our Downtown West BIA x Todotoronto event. Start with a cozy winter walk and 100 free hot chocolates at The Deck, then head to Waterworks Food Hall for games, food, and drinks. It’s the perfect mix of festive and fun to jumpstart the month.
Holiday at The Well (Until Dec 28)
The Well transforms into a holiday playground with ice skating, performances, live music, family movies, and themed pop-ups. Highlights include:
- Holiday Disco on Ice (Dec 5–26)
- Winter Jazz Series (Until Dec 28)
- Silent Symphony (Until Dec 18)
- The Well: After Dark (Until Dec 27)
- Pet Photos With Santa (Dec 4–28)
- Skating Performances (Starting Dec 7)
- Vendor Village, Holiday Pop-Up Lounge, The Branch by Cannon Nurseries, and NORDIC by BarChef (all Until Dec 28)
Holiday Hills at STACKT Market (Until Dec 28)
Holiday Hills brings colourful installations, festive food, and local vendors to Stackt Market. It’s a go-to spot for holiday shopping, fun photo moments, and weekend outings with friends or family.
Festive Shows at Roy Thomson Hall (Various Dates)
If you’re looking for holiday music, Roy Thomson Hall has a full lineup this month:
- TSO Holiday Pops (Dec 10–11)
- Songs of the Season: Nostalgic Movie Moments (Dec 14)
- The Tenors – Joy to the World Tour (Dec 8)
- Christmas With The Salvation Army (Dec 13)
The Nutcracker at Four Seasons Centre (Dec 5–31)
A Toronto holiday tradition returns with The National Ballet of Canada’s The Nutcracker. Beautiful sets, iconic music, and an enchanting story make it one of the season’s must-see performances.
More December Events in the Neighbourhood
Scotiabank Arena – Sports & Concerts
Toronto Raptors Home Games
December 2, 4, 5, 7, 20, 28, 29, 31
Toronto Maple Leafs Home Games
December 6, 8, 11, 13, 16, 23, 27, 30
Concerts
- Burna Boy — December 17–18
The Well – Full December Lineup
- Until Dec 27: The Well: After Dark
- Until Dec 28: Holiday at The Well
- Until Dec 28: NORDIC by BarChef
- Until Dec 28: Holiday Pop-Up Lounge
- Until Dec 28: The Branch by Cannon Nurseries
- Until Dec 28: Vendor Village
- Until Dec 18: Silent Symphony
- Until Dec 28: Winter Jazz Series
- Until Dec 27: Family Holiday Movies Series
- Starting Dec 3: Ice Skating at The Well
- Dec 4–28: Pet Photos With Santa
- Dec 5–26: Holiday Disco on Ice
- Starting Dec 7: Skating Performances