Celebrating a special occasion – or looking to make some memories with someone special? You don’t have to go far to find an epic experience for two. From fine dining to exciting performances, you can find the perfect place for a romantic rendezvous right here in Milton. Whether you love the nightlife or live for a thrill, plan the perfect date with our top 10 picks.
Romantic Milton Restaurants
For top-notch dining experiences, perfect for foodies, plus elegant ambiance, bring your date to these Milton restaurants for a romantic evening.
Marquee Steakhouse & Piano Lounge

204 Main St E, Milton, ON L9T 1N8
Since reopening in its new Main Street space, Marquee Steakhouse & Piano Lounge’s upscale lounge has certainly been a main attraction. Bedecked in velvet and brick set against dim candlelight, the date night ambiance is unmatched. Classical and jazz pianists are fixtures, adding to the sophisticated atmosphere. The new tapas menu makes for a more intimate meal that’s made for sharing.
Pasqualino

248 Main St E, Milton, ON L9T 1P1
One of Milton’s most renowned restaurants, Pasqualino is the perfect spot to bring a foodie with a refined palate. Pasqualino’s Scarpariello Pizza was touted in the Globe and Mail by Executive Chef Jason Bangerter of Langdon Hall as the best bite he’d eaten in 2024. The menu spans authentic comfort foods like Italian wood-fired pizzas to elevated antipasti and mains. Pasqualino also boasts an expert sommelier and an award-winning wine list so you can impress the connoisseur in your life.
Chef Sanjeev Kapoor’s Khazana

1185 Maple Ave, Milton, ON L9T 0A5
Foodies can enjoy a world of flavour with Khazana’s elevated Indian fare while enjoying an opulent setting. With an extensive menu spanning dozens of meat and vegetarian choices, the three-course tasting menu is a popular pick for a special evening out, allowing for a choice of multiple dishes.
Local Live Entertainment
For a night to remember, with music, theatre, and more, plan an evening out at one of Milton’s pubs and entertainment venues.
The Eighth Note

243 Main St E, Milton, ON L9T 1P1
With its revolving calendar of talented performers playing everything from pop to grunge, music lovers are sure to find a show they’ll love at The Eighth Note. Plus, with special events all year round ranging from Valentine’s Day Drag Shows to Paint Your Partner classes and games nights, there are plenty of entertainment options for the less musically inclined.
Ned Devine’s Irish Pub

575 Ontario St S, Milton, ON L9T 2N2
From trivia Tuesdays to comedy nights, DJs, and live bands, Ned’s has something for everyone. Most weeks you can catch an array of special events Thursdays through Saturdays.
Keenan’s Irish Pub

51 James Snow Pkwy N, Milton, ON L9E 0H1
Enjoy some tasty comfort food and some live entertainment at Keenan’s every Thursday and Saturday night. On Tuesdays and Fridays, you and your date can join in the fun with karaoke.
FirstOntario Arts Centre

1010 Main St E, Milton, ON L9T 0J4
This year, Milton’s premiere theatre, FirstOntario Arts Centre, will bring classic bands, circus acts, Bollywood artists, and tribute shows to its stage. Step into an African circus with Cirque Kalabante, join a crowd rocking out in an epic Queen singalong, or see the iconic Canadian band Finger Eleven.
For more live music, theatre performances, and entertainment, explore upcoming events in Milton.
Cool Couples Experiences
Whether your date style is more crafty, cal,m or competitive, here are some of the best Milton spots to spend some quality time together.
Champs Family Entertainment Centre

300 Bronte St S, Milton, ON L9T 1Y8
For the fun-loving couple, Champs is the place to be! The entertainment complex has grown from its earliest days as a bowling alley and is now home to tons of exciting activities, including escape rooms, axe throwing, billiards, an arcade, and karaoke. Check out the packages and build the perfect bundle while saving on your night out.
Utopia Spa & Boutique

1009 Maple Ave, Milton, ON L9T 0A5, Canada
Treat your sweetheart to a relaxing escape with Utopia’s Romance packaging, including a relaxation massage and a luxurious pedicure. Enhance your escape with some individual treatments.
Barn Door Studio Café

158 Main St E #156, Milton, ON L9T 1N6
Get hands-on with a workshop at The Barn Door Studio and bring home a keepsake of your time together. Plant stands, signs, beer bottle openers, and bookshelves are just a few of the many projects available. No need to be an artist – with stencils, easy instructions, and helpful staff to provide guidance, your memento is in good hands.
Need some more inspiration? Explore some Milton events and activities.