15 Cozy Toronto Winter Date Ideas

Winter is the perfect time for a couples’ weekend in Toronto. Cozy up in a winter wonderland that combines classic Canadiana with big-city excitement.

The best part? Toronto is no one-size-fits-all winter destination. Try these romantic winter date ideas tailored to the love language your companion is most fluent in.

Pro tip: Suss out their style with this Love Languages assessment quiz, based on Gary Chapman’s best-selling book The 5 Love Languages: The Secret to Love That Lasts.

Love language: Receiving Gifts

A thoughtful gift is universally loved, but if gifts are your boo’s love language, they’re not mere tokens, they’re the gateway to their heart! Try these sentimental shopping ideas in Toronto.

• Take them on a #BookTok-inspired shopping spree at Toronto indie bookshops known for literary fiction, cookbooks, graphic novels and other page-turners.
• Browse for unique souvenirs at the Spacing store. One sweet idea? Small-batch honey from hives located in nine Toronto neighbourhoods—all worth visiting on your trip!
• Explore Little Portugal’s eclectic shops and cafes. Don’t miss Souvenir for beautifully curated local treasures. Their candles will conjure vacay flashbacks whenever you light them at home.

Love language: Physical Touch

Loving connections mean the world to lovers of physical touch. Here’s how to get tactile together in Toronto this winter.

• Skate into one another’s arms at these scenic Toronto ice skating rinks. The Bentway’s figure-8 rink is perfect for hand-holding.
• Get close and dance to salsa, bachata and reggaeton at Lula Lounge. It’s okay if you don’t know the moves: instructors are on hand Friday and Saturday nights!
• Hold hands during a water circuit, bliss out with side-by-side massages and hold space together in a sauna. Book a couple’s retreat at these hotels with next-level spas.

Love language: Quality Time

Prioritize distraction-free one-on-one time. Try these unique Toronto experiences together this winter.

• Stroll a practically deserted winter wonderland with your SO. The Toronto Islands are just a 10-minute ferry ride from downtown, but feel a world away.
• Check out the art scene at these locally loved Toronto art galleries. Compare culture notes afterwards over afternoon tea at these tearooms, lounges and hotel bars.
• Discover a new way to get caffeinated together at these Toronto cafés that offer global coffee rituals from Ethiopia, Vietnam, Turkey, Japan, India and Mexico.

Love language: Words of Affirmation

If kind words, whispered compliments and sweet notes are direct paths to your sweetheart’s heart, Toronto has many options for you to woo with words this winter.

• Hype your partner with compliments as you take turns powering up indoor climbing walls. Try Koreatown’s Basecamp so you can refuel with waffles afterwards!
• Marvel at one another’s sleuthing and reasoning skills as you navigate your way out of these Toronto escape rooms for every taste.
• Create something beautiful together at a Date Night Pottery sesh at Clay With Me Pottery Studio. You’ll collab on one piece, encouraging each other every step of the way.

Love language: Acts of Service

If thoughtful gestures fill your loved one’s cup, you’ll find many ways to make their life easier or more wonderful this winter.

• Take a cooking class and wow them forever after: try a hands-on workshop at Eataly, where you can learn to make killer Lasagne alla Bolognese, tiramisù and more.
• Book their furkid in for daycare and grooming while you hit the town. Afterwards, grab dinner on El Catrin Destileria’s heated outdoor patio or in The Well’s food hall, both of which welcome dogs.
• Get hyped about your Toronto getaway by booking a unique guided tour that fits them to a T. Craft beer. Graffiti and street art. Donut tour, you say?