Winter evenings in Vaughan glow with possibility. From cozy restaurants to playful experiences, this city knows how to set the mood for connection. Whether you’re on a first date, celebrating an anniversary or simply a night away together, Vaughan’s mix of charm, activity and warmth makes every couple’s night out memorable.

Begin your evening outdoors, where crisp air and sparkling lights create the perfect prelude to the night ahead. Vaughan offers plenty of winter walking trails and outdoor ice rinks, including the outdoor skate path at The Sports Village, where you can skate under twinkling lights, and the Carrville Outdoor Skate Trail, a new 600-foot loop of excitement!

Note: Outdoor skate trails are weather dependent, and visitors should always check the status online prior to visiting.

Then, warm up and wander through one of Vaughan’s seasonal artisan or winter pop-up markets, where you can sip hot cider, browse handmade gifts and stroll beneath glowing string lights. It’s a charming way to slow down and soak up the season together.

For couples who bond over ambiance and flavour, start with dinner at Buca Vaughan, where refined Italian cuisine meets contemporary atmosphere – perfect for lingering over handmade pasta and wine.

If you’re craving modern flair, Essence Bistro offers elevated comfort food and creative cocktails in a relaxed, yet stylish, setting. Seafood lovers can head to Perla Oyster Bar and Grill, where fresh catches and shareable plates make for a memorable dining experience.

After dinner, enjoy a live performance at the City Playhouse Theatre, featuring music, comedy and local talent. Prefer something more casual, yet lively? Get hands-on with a cooking class at The Chef Upstairs, a unique way to make lasting memories through a passion for food and fun.

Add a spark of fun with a little friendly competition at GameTime Social, Vaughan’s newest indoor entertainment hub. This massive space combines bowling, arcade games, billiards and sports simulators with a full bar and dining area. Perfect for couples who love a little friendly rivalry! From neon-lit lanes to classic pinball and digital golf, every corner invites laughter and connection.

Looking for something more mysterious? Try to escape together at TRAPPED Vaughan, an immersive escape-room adventure that tests teamwork and creativity while guaranteeing a few memorable surprises.

End your evening on a sweet note at Sweet Spot or Symposium Café, where rich coffee and indulgent desserts create the perfect finale to your night. If you’re still feeling the glow, take a late-night walk through Woodbridge Village, with lamplit streets, boutique windows and crisp winter air providing a romantic backdrop for ending the night together.

From skating trails to candle-lit dinners, Vaughan transforms winter evenings into stories worth sharing.

Explore dining, attractions and seasonal events at visitvaughan.ca and start planning your next unforgettable night out in the city.

As you explore all that Vaughan has to offer, don’t forget to tag us at #VisitVaughan and follow us on Instagram at @visitvaughan!