It’s that time of year where the air gets colder and suddenly everyone wants to star in their very own holiday rom-com with a cuddle buddy. 🍿
You guessed it — it’s cuffing season. ⛄️
The season where people start to crave connection. Where “looking for something serious” sometimes translates to “I just don’t want to be alone watching holiday movies again” 🙀
The trick is knowing whether you’re choosing connection for the right reasons (shared values, emotional resonance) or just to avoid being alone over the holidays.
🧣 What if there were a place to find connection for the right reasons — and still feel like you’re living your very own Hallmark holiday movie moment? ✨
💗 Enter: Date on Purpose: The Holiday Meet-Cute Edition — a holiday-inspired evening of connection for singles 30-ish to 50-ish who still believe real connection can last beyond January.
We’re rewriting cuffing season — it’s intentional, worth your time and energy, and smells like fresh cookies. 🍪🍪🍪 (Thanks to our friends at The Cookie Bar.)
Come sip something cozy, laugh with people who actually want to be there, and maybe — just maybe — find the kind of spark that doesn’t melt when the snow does. ❄️
PLEASE NOTE: Our sweet spot is 30-ish to 50-ish. If you’re a little younger or older ish and this is your kind of intentional dating experience, still fill out the form. If you align, age is just a number here. :)If you have any questions, please feel free to reach out at
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Here’s what you’ll get:
✔️ A warm, welcoming space in a cozy venue
🍷 ONE complimentary drink (beer, wine, cocktail or mocktail)
🍪 ONE complimentary cookie of your choice
🎁 Gift bag a few goodies!
🙌 Vetted guests (yes, we actually screen people—because safety & vibes matter)
💬 Curated connection prompts that help you skip the small talk and get to the good stuff
💛 Real people, real conversation, and maybe something worth staying out past 9 p.m. for
Good to Know
· Street parking available on Drouillard also parking available in lot across the street.
· Wheelchair accessible
· Dietary restrictions: Please plan for allergies as Cookie Bar makes various cookies in house.
🎟️ Grab your spot — limited tickets, intentionally is capped.
🔥 STEP ONE: Purchase your ticket here 🎟️
‼️IMPORTANT NOTE‼️: WE HAVE LIMITED TICKETS FOR MEN & WOMEN. PLEASE PURCHASE BASED ON YOUR SEX.
** Tickets are NON-REFUNDABLE unless the event is cancelled. **
🔥 STEP TWO: Register yourself for the event (for all paid guests)👇
After you purchase your ticket, you’ll be asked to complete a required registration form.It takes less than 3 minutes and helps us ensure the room feels welcoming, balanced, and aligned. ‼️
EVERY TICKET HOLDER MUST FILL OUT A REGISTRATION FORM IN ORDER TO ENTER EVENT. 👇👇👇
FILL OUT THE REGISTRATION FORM HERE
https://forms.gle/QoZmhucsq9uR9rCe7
*** 👉 FYI: NO REGISTRATION FORM = NO ENTRY. *** (We promise it’s not intense!!)
Ready? Let’s do this. Your couch will still be there tomorrow. This moment? Not so much.
Also check out other Entertainment events in Windsor.