February is the month of love, and if your date nights have started to feel a little routine, don’t worry – we’ve got you covered!
From low-key to adventurous, here are local date ideas for every couple:
Catch a Show at the FirstOntario Arts Centre
The FirstOntario Arts Centre has a fantastic lineup of live shows this February that make for a great date night out! From classic rock‑and‑roll vibes with The Dreamboats to a special Sam Roberts Band performance on Valentine’s Day, there’s something for everyone. You can also catch Beetlejuice Jr., or sing along to all your favourite hits with ABBA Revisited LIVE!
Click here to learn more about ticket pricing and booking.
Snowshoe Through Crawford Lake’s Winter Trails
Bundle up and explore the winter beauty of Crawford Lake Conservation Area on a guided snowshoe tour! Perfect for couples looking for a mix of fresh air, gentle adventure, and scenic views, these tours let you experience the trails in a whole new way while enjoying each other’s company.
For more information and to pre-book your experience, visit their website.
Explore Winterlit at Mountsberg Conservation Area
Experience a magical winter evening at Winterlit in Mountsberg Conservation Area, where the woods are transformed into softly illuminated trails lined with light art installations. Whether you stroll hand‑in‑hand along the Sugar Bush and Winterlit trails, warm up by a fireside lounge, explore the cozy Book Nook, or enjoy special Valentine’s‑themed Enchanted Evenings, it’s a lovely way to share a local outdoor experience together.
Click here to learn more about dates, tickets, and special programming.
Fundraise and Get Active for a Good Cause
Get moving together and make a difference in your community with The Coldest Night of the Year – a family-friendly fundraising walk supporting Milton Transitional Housing. The main event takes place Saturday, February 28th at the Milton Sports Centre. You can join a team, fundraise, or walk together to help raise vital support close to home while enjoying time outdoors together.
Click here to learn more about registration, routes, and how to participate.
Learn How to Roll Sushi at Third Moon Brewery
Shake up date night with a Sushi Making Class at Third Moon Brewery! Learn the basics of rolling your own sushi in a relaxed, social setting, then enjoy the results together – all while sipping on craft beer from one of Milton’s favourite local breweries. It’s hands-on, fun, and delicious.
For more information, visit here.
Dance the Night Away at a Valentine’s Gala
Enjoy a special night out with your partner while supporting a great cause at the Valentine’s Gala at Granite Ridge Golf Club, hosted by the Knights of Columbus. This elegant evening includes dinner, live entertainment, and dancing – all in support of the Townsend Smith Foundation. It’s a lovely way to celebrate Valentine’s while giving back to the community.
For more information, and to purchase early bird tickets, visit here.
Laugh Together at a Comedy Show
Keep the laughs going after Valentine’s Day at Valentine’s Day Hangover – a stand-up comedy show at Ned Devine’s featuring local talent from the Milton Comedy Collective, including headliner Cathy Boyd (as seen on Canada’s Got Talent). It’s sure to be a relaxed, fun night out, perfect for couples or friends.
This is a 19+ event. For more information and to purchase tickets, click here.
Paint Your Date at The Eighth Note
Get creative together at The Eighth Note! Hosted by Cara’s Paintbox, this fun event invites you and your date to paint each other’s portrait – no experience needed, but plenty of laughs guaranteed. It’s the perfect mix of creativity, conversation, and light‑hearted fun.
For more information and to reserve your spot, click here.
