While romance may start under the mistletoe, it needs to be fueled with outings and eggnog to keep the flames burning all season. So we rounded up the cutest holiday winter date ideas to try with your significant other—or the guy you met at the punch bowl at your co-worker’s holiday party. Either way, get close, stay warm and soak up the romantic yuletide this season.
Winter date idea #1: Attend a hockey game
The large crowds, the hordes of screaming fans, the body-checking—as inherently unromantic as sitting in a hockey arena appears, there’s something charming (and quite Canadian) about snuggling up to your seatmate and cheering on your team during the game this time of year.
What to wear: This is not a matter to be taken lightly—literally. While your
blue and white dress may be appropriately themed, you won’t survive the frigid ice rink comfortably. (Plus shivering and goosebumps look good on no one.) If you’re a diehard (or want to look like one) don your favourite team jersey and pair with
black leggings and
over-the-knee boots. Otherwise you can’t go wrong with layering your favourite
cute and cozy sweaters.
Winter date idea #2. Have a games night in
Sure, you can get to know someone over coffee or movie dates, but nothing reveals a person’s character better than a Monopoly night bloodbath. Break out your favourite board games, order in and pour a glass or two of wine by the fire, and get to know your partner’s true competitive nature and real-estate swindling skills while battling it out for Park Avenue. Of course, if he lets you win…
What to wear: You’ll want to be comfortable for any situation that may arise, especially while getting knotted up together during a game of Twister. Try your favourite pair of denim with a plain white tee and a leather jacket—you can always remove it, but that touch of
biker chic edge will let him know that you mean business.
More winter date ideas with your significant other on the next page…
Winter date idea #3. Decorate a tree
Your tree needs trimming and it’s always easier to expertly wrap rows of lights and glittering garland with a second pair of eyes. Make a winter romantic day of it—put on Christmas music and sip hot chocolate while arranging your ornaments in order of sparkle preference.
What to wear: For picking up the tree—real or otherwise— don your favourite winter coat (we love menswear and XXL styles this season, and they’re great for layering over sweaters). Pair with flat boots to easily and safely help carry your new evergreen fixture home.
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Winter date idea #4. Build a gingerbread house
Spend an afternoon or date night engineering and then decorating the perfect gingerbread house. Because even if it doesn’t quite hold together in the end, at least you’ll have a sugary cookie mess to eat up.
What to wear: The best part about constructing edible festive houses with your significant other is that you can pretty much wear anything you like—including head-to-toe winter white—as long as you add a cute apron over top.
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Winter date idea #5. Shop a Christmas market
The Bailey’s-infused hot chocolate, chocolate-covered bacon, one-of-a-kind home décor gifts—the gifting possibilities at a Christmas market are endless. And even if you can’t make it to one of the beautiful markets in Europe, a Saturday stroll through one of the colourful, local counterparts will surely add some holiday cheer to your romance.
What to wear: You’ll be outdoors, so opt for your warmest and luxe winter best. Try a chic military-inspired coat and riding boots, plus a plush hat and mitts. Or simply huddle close with your significant other while sipping mulled wine and drinking in the festive cuteness of your romantic outing.
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