A Jolly Holi-date Night!
Tag along with Roxana from MyTravellingBackpack as she embraces the holiday spirit for a festive date night in Windsor!
Note: please contact event planners prior to visiting. Events change frequently and as this blog was posted in 2023, they may not be occurring this year. This blog should be used for inspiration, and you can check out our Holiday Event Guide for current event listings.
Starting things off with a Holiday Tour of Willistead Manor to experience the breathtaking beauty of one of Windsor’s most elegant mansions decked out in its holiday finest.
From Willistead Manor, head to Windsor Eats Holiday Market: with local vendors, live music, food, hot drinks and more, toast the season at Windsor’s only full licensed weekly holiday market. Enjoy a fun holiday-themed cocktail menu while shopping and enjoying the holiday vibes.
A date night wouldn’t be complete without great food, and what better place to enjoy a delicious meal than Nico Taverna at their new Walkerville location. Nico Taverna is fun, romantic and friendly serving pizza, pasta and spectacular appetizers (just watch the video to see!). Nico was the perfect spot for Roxana before heading to Bright Lights Windsor.
Bright Lights Windsor runs Friday November 28, 2025 to Wednesday January 7. Lighting up Jackson Park with twinkling lights, perfect photo ops and fun interactive activities PLUS don’t forget to browse the W.E. Made It: Bright Lights Market every Friday & Saturday with your chance to support local and shop from artisans and makers each week.
For more holiday date-night ideas check out our Holiday Event Guide and plan a perfect night out with your special someone this holiday season. Great ideas include taking in a holiday show at The Colosseum at Caesars Windsor and the Windsor Symphony Orchestra Holiday Pops performances.
Original vlog post by Roxana Rangel of MyTravellingBackpack
