Holiday Pop-Up Events in Toronto: Season’s Best Festivities 2024
The holiday season has arrived, and Toronto is buzzing with festive Christmas pop-ups, markets, and events! Whether you’re seeking a cozy night out with friends, a romantic evening under twinkling lights, or family-friendly activities, this guide to Christmas pop-up events in Toronto has you covered. From holiday-themed cocktail bars to enchanting winter villages, these unique experiences are a perfect way to celebrate the season.
Holiday Pop-Up Events in Toronto 2024: Best Christmas Markets & Festive Activities
Miracle Toronto

Miracle Toronto is a Christmas-themed pop-up bar on Bloor Street, bringing holiday cheer with festive cocktails and cozy decorations. The inviting atmosphere, inspired by beloved holiday traditions, is the perfect spot to get into the spirit. Miracle also gives back by donating $1 from every drink sold and a portion of the door fee to Nellie’s, a local charity.
- Date & Time: November 15, 2024, 4:00 PM – 9:00 PM
- Location: 875 Bloor St. West (Third Place), Bloor and Ossington
- Admission: Reservations recommended
- Website: miracletoronto.com
The Distillery Winter Village

The Distillery Winter Village is an outdoor holiday market that combines charming vendor cabins, unique gifts, and a variety of food options. Stroll through local shops, savour holiday treats, and enjoy the cozy ambiance of this iconic Toronto destination.
- Date & Time: November 13, 2024, starting at 6:00 PM
- Location: The Distillery Historic District, 55 Mill St., Toronto
- Admission: Limited tickets available
- Website: thedistillerywintervillage.com
Leslieville Christmas

Leslieville’s Christmas Market returns with an expanded lineup, featuring 50+ artisan vendors, live entertainment, and festive food and drinks. Don’t miss the complimentary hot chocolate bar and live music, making this market a neighbourhood holiday favourite.
- Date & Time: November 29 – December 1, 2024
- Location: The Vandenberg House, Leslieville
- Admission: Free
- Website: eastsideevents.ca
Santa Claus Parade

Toronto’s beloved Santa Claus Parade, a tradition since 1905, brings magic and joy to the city streets. Thousands gather to watch Santa, floats, and performers, kicking off the Christmas season with a celebration of family and holiday spirit.
- Date & Time: November 24, 2024, 12:30 PM – 3:30 PM
- Location: Starts at Christie St. and Bloor St. W., ending at Front St. and Jarvis St.
- Admission: Free
- Website: thesantaclausparade.com
Fizz the Season

Fizz the Season at Ginger’s, a holiday pop-up in Toronto’s West End, is a gingerbread wonderland. Enjoy handcrafted holiday cocktails, cozy vibes, and delightful treats. The space is adorned with twinkling lights and whimsical decor that creates a festive escape from the cold.
- Date & Time: November 15 – December 21, 2024
- Location: Le Dolci, second floor, Toronto’s West End
- Admission: Tickets available
- Website: nowtoronto.com/event/fizz-the-season
10th Annual Christmas Toy & Nostalgia Show
Step back in time at the 10th Annual Toronto Toy & Nostalgia Show. Collectors and families alike can explore classic toys, memorabilia, and retro finds at this event. From vintage action figures to video games, this show is a treasure trove for nostalgia lovers.
- Date & Time: December 1, 2024, 10:00 AM – 4:00 PM
- Location: 3710 Chesswood Dr., Toronto, ON
- Admission: Available online
- Website: eventbrite.ca
Holiday Markets
Find eco-friendly, artisan gifts at the Toronto Botanical Garden Holiday Market. This event, with free admission, offers a curated selection of holiday items, supporting local makers in a serene, festive setting.
- Date & Time: November 22 – 24, December 13 – 15, 2024
- Location: 777 Lawrence Ave. E., Toronto
- Admission: Free
- Website: torontobotanicalgarden.ca
KIND Winter Fair

For an exclusive winter experience, the KIND Winter Fair at The Grand Bizarre offers indoor and outdoor holiday festivities for the 19+ crowd. Enjoy an outdoor heated consumption zone and soak in the seasonal vibes with friends.
- Date & Time: November 25-26, 2024, 4:00 PM – 10:00 PM
- Location: 15 Saskatchewan Rd., Toronto
- Admission: Tickets available
- Website: kindwinterfair.com
The Nutcracker

Join the National Ballet for The Nutcracker, a Christmas classic featuring young Marie and Misha’s magical holiday adventure. With Tchaikovsky’s score, beautiful sets, and costumes, this production is a heartwarming family tradition.
- Date & Time: December 6 – 31, 2024
- Location: Walter Carsen Centre, 470 Queens Quay W., Toronto
- Admission: Tickets available
- Website: national.ballet.ca
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