Romantic Date Ideas this Winter

The Best Winter Date Ideas in Ontario 

Millbrook Valley Chocolates Workshops, Millbrook 

Chocolate lovers are invited to the charming town of Millbrook to experience an impressive variety of chocolate-y gourmet delights. You’ll even find vegan, gluten-free, dairy-free and socially conscious chocolate selections. Be sure to make a reservation for classic fondues and look out for special couples-only chocolate workshops during Valentine’s week. 

Go Off-Grid with Cabinscape, Bayfield 

Embrace the essence of quiet country living at Cabinscape’s first tiny house in Ontario’s southwest, secluded on 30 hectares of forest and rolling farmland. Hike the trails and pause for stunning views and vistas. The rustic cabin is walk-in access only, so you’ll be equipped with snowshoes and a sled to haul your luggage. Choose from other Cabinscape locations. 

Make a Great Escape, Ottawa 

Join Escape Manor to play one of Ottawa’s top-rated escape rooms in Hintonburg, ByWard Market, Nepean and downtown neighbourhoods. Put your heads together to solve puzzles, clues and riddles, working against the clock on a themed adventure. Relationship building has never been so fun. 

The Chef Upstairs Cooking Classes, Toronto and Vaughan 

Be more daring in the kitchen! Sign up for interactive chef-instructed cooking classes because they will always be a fun winter date idea. Sharpen your knife skills and learn savvy ways to whip up mouth-watering and succulent dishes from scratch. Then enjoy your meal together with a glass of wine, beer or a soft drink. 

Retreat at Northumberland Heights, Cobourg 

Book a couples retreat at Northumberland Heights, just an hour east of Toronto and experience service on your own terms. Choose from various packages that include a personal jacuzzi, a steam shower and a private in-room massage. 

Snowshoe with Free Spirit Tours, Collingwood 

Embrace the glorious outdoors together. Take a guided snowshoe hike in the Kolapore Uplands Wilderness Area, part of the Bruce Trails, then make your way to Georgian Hills Vineyards for wine and cider tasting paired with local cheese. You can’t find a better winter date idea than that.  

The Devil’s Workshop Silversmithing Studio, Toronto 

Make your memories last forever with the ultimate romantic souvenir. The Devil’s Workshop on Queen Street West shows you how to make your own wedding bands in silver, white gold, rose gold or yellow gold. 

Rejuvenate at Black River Retreat, Tweed 

Experience an ultra-private couples retreat at this cozy cabin sanctuary in the secluded woodlands of Tweed. Dip into the cedar hot tub steps away from your cabin. Cuddle by the rustic fireplace. Stroll along forest trails set against a tranquil winter landscape. You’ll feel like royalty sharing a romantic meal in this luxurious, intimate setting. 

Follow the Chocolate Trail, Stratford 

Discover pure chocolate bliss in one of Ontario’s prettiest towns! Take a self-guided tour of Stratford’s Chocolate Trail. Sample an assortment of delectable cacao-based treats and chat with local creators about their craft. Choose from a variety of places to stay. 

Fat Biking at Long Point Eco Adventures, Turkey Point 

Winter glamping is a thing! Stay warm and snug in a heated deluxe pod at Long Point Eco Adventures on the shores of Lake Erie. Set out on a fat biking adventure, then over to the beer hall for brews, wine, cider, meats, bread and a variety of cheese. Catch a gorgeous winter sunset over the beach and warm up with s’mores by the bonfire. 

Snowga at Abbey Gardens, Haliburton 

Combine snowshoeing and yoga in Algonquin Highlands. Explore the beautiful nature trails, join a gentle yoga session in the Abbey Retreat Centre and complete the morning with a delicious lunch. Treat yourself to a tour and tasting at Haliburton Highlands Brewery, and pick up a couple of takeaways to enjoy at Sir Sam’s Inn and Spa, a luxury, kid-free resort at the edge of Eagle Lake. 

Cedar Meadows, Timmins 

Just ten minutes from the Timmins airport in Northeastern Ontario, Cedar Meadows is an upscale resort and spa on 70 hectares of forest. Choose from a wide variety of offerings, including the Love and Romance Overnight packages. Experience the health benefits of a Nordic Spa, and don’t miss the Wilderness Tour through the wildlife park to see some of the furry residents. For a fun night out, head to Full Beard Brewery Co. for their themed pop-culture trivia night.

Baking Workshop with Red Hen Artisanale, Priceville, Grey County

Is there anything more inviting than the aroma of freshly baked bread? Hone your baking skills together on an engaging baking workshop in a cozy country setting. Craft the perfect sourdough or buttery croissants! Learn the art of puff pastry or wow your significant other with a decorative pie. Virtual and in-person sessions are available, as well as group or private classes.  

Elora Mill Hotel & Spa, Elora

Rural chic meets luxurious sophistication at this country inn situated in the historic town of Elora, overlooking the picturesque Grand River. Wink, wink, nudge, nudge: if wedding bells are in your future, get a head start on scouting for your big day because this gem is the definitive destination for ‘I DOs’.

Somewhere Inn Calabogie, Calabogie

Get cozy at this four-season, redesigned roadside motel nestled amongst the stunning forests, mountains and lakes of the Ottawa Valley. Make it a basecamp for adventures like fat biking and snowshoeing. Sample local cuisine, discover neighbourhood breweries and snap a selfie at the seasonal Polar Bar at On The Rocks Restaurant. Or just stay in!