Everything You Need To Know About The Halloween Pop-Up at WindsorEats 🎃👻

If you’re the kind of person who decorates for Halloween before your Thanksgiving leftovers are even cold, then WindsorEats’ Halloween Town Pop-Up is about to be your happy place. From tacos and tarot to tattoos and butter tarts, we’re filling October with spooky, kooky, and delicious fun.

Here’s everything you need to know:


📍 Where Is It?

The Halloween Town Pop-Up is taking over the WindsorEats Food Hall (400 Erie St. East). That means all the eats, drinks, music, and creepy vibes you could possibly want—plus a giant patio if you need a breather from the ghouls.


💰 How Much Does It Cost?

  • Almost every single night is free to attend (the comedy show is ticketed), but bring some cash/credit for food, drinks, and special activities (like tattoos, paint nights, and tarot).
  • The big Halloween Party on October 31 is 100% free—just bring your best costume.

📅 When Is It Happening?

Buckle up, because this lineup is STACKED:

🎸 Opening Weekend

  • Friday, October 3 – Terror & Tacos: Tacos, margaritas, and live music from Sabor Latin Band.
  • Saturday, October 4 – Nightmare on Beerie Street: Raise a pint and rock out to Justin Raisbeck.
  • Sunday, October 5 – Tart & Soul Butter Tart Festival (11am–3pm): A full-on butter tart takeover. Sticky fingers guaranteed.

🔮 Weekend Two

  • Friday, October 10 – Scavenger Hunt: Think spooky clues, fun prizes, and live music by Hutcch.
  • Saturday, October 11 – Interactive Ghastly Art Lab: Our friends at Art Lab are setting up hands-on art activities for kids AND grown-ups. Live tunes by Eryk Musyk.

🕯️ Weekend Three

  • Friday, October 17 – Tarots & Mystics: Sarah’s Oracle will be reading tarot from 6-10pm. Find out if you’re cursed or just thirsty.
  • Saturday, October 18 – Spooky Paint Night: Come and buy into a spooky themed interactive paint activity led by Windsor-based artist, Niku Koochak, all while Leighton Bain sets the vibe with live music.

🩸 Weekend Four

  • Friday, October 24 – Pain & Blood: Tattoos on-site from Heather Thibert, plus live music from Andrew MacLeod.
  • Saturday, October 25 – Pumpkin Carving/Painting: Family-friendly fun during the day, live music by Indiana Drones at night.

👹 Halloweek

  • Thursday, October 30 – Devil’s Night Comedy Show: Windsor Comedy Club takes the stage for a night of laughs (and probably groans).
  • Friday, October 31 – The Big Halloween Party: DJs, dancing, drinks, and costume contests. Free entry. Get weird.

💀 Bonus: Day of the Dead

  • Saturday, November 1 – Día de los Muertos Party: Family-friendly fun during the day, then Sabor Latin Band returns to bring the heat at night.

🕐 What Time Does It All Go Down?

  • Fridays & Saturdays: evenings (typically 6pm–late).
  • Sunday events & family activities: daytime hours listed (like Butter Tart Festival from 11am–3pm).
  • The Halloween Party (Oct. 31) kicks off in the evening and goes until close.

🍹 What Can I Eat & Drink?

  • The WindsorEats bar will be shaking up seasonal cocktails (yes, there will be pumpkin spice margaritas). They’ll also have some pretty fantastic alcohol free beverages and cocktails.
  • Food trucks & local chefs will rotate through the Food Hall, plus special eats for certain events (Tacos on Oct. 3, butter tarts on Oct. 5, pumpkin fun on Oct. 25).

👨‍👩‍👧 Is It Family-Friendly?

  • Yes, but it depends on the event.
    • The Butter Tart Festival, Art Lab activities, and Pumpkin Carving are all perfect for kids.
    • The Halloween Party and tattoo nights? Maybe get a babysitter.

🎭 Do I Need to Wear a Costume?

Not mandatory—but let’s be real, costumes make everything better. Definitely suit up for the Halloween Party on October 31.


👉 Bottom line: Whether you’re here for the butter tarts, the bands, or the tarot cards that tell you your ex is texting someone new, the Halloween Town Pop-Up at WindsorEats has something for everyone.

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