Holiday Hills Returns to STACKT market with a Modern Twist on Holiday Nostalgia

17 hours ago 2

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STACKT’s sixth annual Holiday Hills returns bigger than ever – with larger-than-life installations, Santa Claus programming, a towering Christmas tree, new winter patio pop-ups, and 38 days of nostalgic holiday magic – all free to experience.

Financial Post

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TORONTO — Holiday Hills returns to STACKT market from November 14 to December 28, transforming two city blocks into a nostalgic winter wonderland. More than 250,000 guests will rediscover holiday traditions, spark new memories, and experience festive magic in the heart of downtown Toronto.

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Holiday Hills will debut a refreshed look inspired by the charm of holiday traditions. From nostalgic treats, to vintage-inspired cocktails, and classic movies, the market will be transformed into a winter wonderland where your favourite holiday traditions come alive.

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Holiday Hills 2025 Highlights:

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  • Holiday Installations & Signature Moments: Step into a larger than life festive scene at Holiday Hills, where nostalgic-inspired displays, oversized inflatable installations, and sparkling evergreen moments set the stage. From twinkling heritage-style décor, to a 120 foot immersive light tunnel and storybook patios to the nostalgic scent of chestnuts roasting on-site, Holiday Hills transforms STACKT into a real-life holiday postcard.
  • Festive Eats & Mixology Experiences: Warm up with signature seasonal cocktails, winter patio pop-ups, and festive menu moments highlighted by the first-ever Speakeasy Espresso Martini Bar. Across the site, expect comfort favourites from STACKT’s residents including handmade pasta from Sundays Pasta Lab, empanadas from the newest food resident Las Muns, and timeless sliders from Mondays Off, plus share-worthy hot-chocolate flights made for peak holiday socials.
  • Immersive Programming: The festival launches with collaborative programming alongside The Original Santa Claus Parade including Santa himself onsite opening weekend and a festive pre-parade celebration featuring marching bands and holiday performances in November. From there, six weeks of daily programming bring Holiday Hills to life: a large outdoor curling zone, oversized holiday photo moments, Community Days every Wednesday, Family Funday Sundays, and Live Festive Fridays with seasonal sounds and performances. Guests can enjoy gingerbread workshops, nostalgic game nights, hands-on workshops, surprise Elf-on-the-Shelf contests, and more pop-up experiences all with the goal of delivering joyful, accessible experiences.
  • Holiday Market & Brand Pop-Ups: Over the course of the festival, 100+ businesses will pop up at Holiday Hills, blending beloved local shops, small-batch makers, seasonal pop-ups, and standout brand activations. Guests can shop for handcrafted gifts, enjoy exclusive holiday drops, sample the latest from brands, and explore a rotating lineup of creative storefronts and sponsor experiences.

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“At STACKT, the magic happens when small businesses and major brands share the same stage,” said Jessica Lynch, Vice President at STACKT. “Our goal for Holiday Hills is to bring people together through experiences that spark joy, build community, and drive real economic impact. With more than 75% of our programming free to the public, we’re creating an environment where local entrepreneurs can grow, global brands can connect authentically, and everyone is invited to explore, shop, and celebrate without barriers this holiday season.”

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Key Festival Details:

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  • Where: STACKT market, 28 Bathurst Street, Toronto
  • When: November 14th – December 28th (closed on Mondays)
  • Admission: FREE
  • Festival Hours: 12:00 PM to 10:00 PM. Officially opens to the public at 4:00 PM on November 14th.

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For more information, visit http://www.stacktmarket.com/holiday-hills or follow on Instagram @stacktmarket.

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ABOUT STACKT

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STACKT creates award-winning and innovative ecosystems that drive a new way of thinking. From large-scale public spaces to satellite pop-ups, STACKT designs concepts that provide inspiration, opportunity and connection. The community is made up of innovators, entrepreneurs, creators, collaborators, and consumers alike. STACKT’s award-winning Toronto flagship, STACKT market, animates 100,000 square feet with art, retail, events and public space. The dynamic space shifts alongside the brands and experiences within it. More than a market, STACKT is a SPACE FOR US. For more information, visit

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