25 Magical Places In Toronto To Go On A Date During The Holidays

Holiday SZN starts now!
25 Magical Places In Toronto To Go On A Date During The Holidays

With the chilly weather here to stay and holiday season slowly creeping up, it's time to start brainstorming some holiday dates to go on with your partner! While some may argue it's too early to celebrate Christmas season already, I say it's never to early to celebrate the best time of the year! From shopping for Christmas gifts, Christmas tree lightings and tons of other activities, it's clear that Toronto doesn't skimp when it comes to celebrating the holidays. So whether you are looking to get in the Christmas season early or find events in December that make for the perfect way to hype up the season, look no further!

From options that won't break the bank to pricier options for the more boujee couples (and everyone else in between), we've got the perfect activities for every couple to get their Christmas on. It's practically guaranteed that these magical spots will get in the holiday spirit you've been craving since last boxing day, so get ready to get in the ultimate holiday spirit! 

What Are You Looking For?






For 'Free,' click 'Next.' 

Tobogganing at Riverdale Park 

The minute the snow starts to fall, this becomes the perfect date for you and your partner to channel your inner kid! It doesn't matter how old you are, nothing beats the thrill of tobogganing down a massive hill, so grab your old toboggans out of the back of your garage and get ready for the ultimate thrilling ride! 

Dj Skate Nights: Harbourfront Centre // 235 Queens Quay W

Dj Skate Nights are back at the Harbourfront and make for the perfect excursion if you want to skate around while enjoying a view. Not only do they play music and have tons of lights on display to amp up the Christmas ambiance, but being right by the harbourfront you are near tons of great views! 

Evergreen's Winter Village // 550 Bayview Ave 

If you have already been to Distillery's Christmas Market or are just looking to expand your bucket list, look no further than Evergreen's Winter Village! It's a great time with a skate trail and lively crowd that are just as obsessed with the holidays as you and your bae are! 

Snowball fight at Trinity Bellwoods Park 

Competitive couples rejoice! The perfect way to pump up your adrenaline and have some fun in the Winter without spending any money is as simple as having an impromptu snowball fight in the park! 

New Years Eve at Nathan Phillips Square // 100 Queen St W 

What is more romantic than ringing in the new year with the person you love?! If you and your partner are looking to celebrate the new year in a big way, look no further than the biggest new years celebration in the city at Nathan Phillips Square! From live performances to fireworks, you are sure to have a great time! 

For '$5-$15', click 'Next.' 

Skating at Nathan Philips Square // 100 Queen St W 

The ice rink at Nathan Phillips Square is the perfect place to take your partner out to get into the holiday spirit. Once the rink is open and the tree is up in the square, the area transforms into a gorgeous and super romantic spot! While you can rent skates for $9/pair, if you have your own then the date won't cost you a dime! 

Go on a Christmas light hunt! 

Toronto hosts some pretty spectacular light displays when it comes to the Christmas season. If you and your partner love a good light show and want to check out all that Toronto has to offer when it comes to the holiday themed spectacles, go on a Christmas light hunt by using this map

Distillery Christmas Market // 55 Mill St 

Of course Distillery's Christmas Market is on this list! While this is arguably one of the most popular and mainstream Christmas attractions that Toronto has to offer, it's for good reason! The entire area is completely decked out for the holiday season and hosts tons of fun attractions like carollers and other Christmas performers, just make sure to bring a pair of gloves- it gets pretty chilly! 

Christmas Fair In the Square // 100 Queen St W 

Once you are finished skating around the Nathan Phillips Square rink, why not check out the Christmas Fair? The event is back for another year from December 1st-23rd and will be jam packed with Christmas themed activities, shopping and treats for you to enjoy!

Gage Park // 45 Main St S 

This notable attraction at Gage Park is back for another year! While skating along these paths will involve a bit of a road trip outside of the city to Brampton, it is well worth it considering you can't get anything like this in the city. For more information click here

For '$15-$30,' click 'Next.' 

Gifts of Lights // 425 Bingemans Centre Dr

While this event may involve a bit of a drive outside of the city, it's safe to say that you won't get a more Christmas-y themed drive in your life! The Gift of Lights is an event organized by Bingemans which involves a tunnel that is filled with Christmas lights and displays. It'll run you $18 to drive through with up to 8 passengers! Plus, you aren't going to have to wait until December to check this out if you already have the Christmas bug, the event starts November 17th and will run up until January 6th.

Ice Skating Trail at Arrowhead Provincial Park

If you love the outdoors, Winter and the perfect opportunity to enjoy both- look no further than the ice skating trail at Arrowhead Park! The provincial park unveils an ice skating trail in the Winter season that runs 1.3 km and makes for a great way to enjoy the surrounding nature and chilly weather without breaking a major sweat! Vehicle admission will run you $17, as well as a skate rental, will run you $10, but if you've got your own skates then you've got nothing to worry about! 

Chicopee Tube Park // 1600 River Rd E

Who says you need to be a kid to work in a toboganing trip or two this Winter? Though, this is definitely a step up from the old toboggan in the back of your garage considering this involves a massive hill dedicated to snow tubes! The tube park is a great spot for any thrill-seeking couple who are looking to go past just skiing and snowboarding this Winter! 

Ice Skating Trail // 1074 Cranberry Road

The more ice skating trails, the merrier! For $20 you can get yourself access to this skating trail and a pair of rental skates in Bala! While it might be a bit of a trip, the Bala area is gorgeous during the Winter and full of wildlife you might see while skating through the trails! 

Catch a Christmas movie at Hot Docs Cinema // 506 Bloor St W 

While the list of Christmas movies that will be shown at Hot Docs Cinema hasn't been released yet, we are sure that they will be serving up the staples they have shown in the past. From holiday favourites like Home Alone to Elf, it's a great way to get into the Christmas spirit! 

For '$30-$50,' click 'Next.' 

The Tenors Christmas concert // 1 Front St E

If you are looking to hear a killer Christmas album live, look no further than The Tenors! Their voices are incredible and their album of Christmas hits is the perfect way to kick off the holiday season. So get ready to sit back, relax and listen to the songs of your favourite season! For tickets, buy here!

Marlies game // 54 Manitoba Drive 

If you are a hockey fan but don't have the budget to go to a game due to the money you've set aside for Christmas gifts, check out the Marlies! You can get a seat right against the glass for only $40 to watch the Leaf's rising stars in action this Winter! 

Ross Petty's A Christmas Carol // 189 Yonge St

A Christmas Carol is a classic Christmas movie, and what better way to enjoy it then to check out Ross Petty's spinoff in a play format! If you love theatre and anything Christmas oriented, this is definitely something you want to check out! For tickets, buy here!

Home Alone in Concert // 60 Simcoe St

This classic movie is an absolute staple in your Christmas movie "to binge watch" list. The only way the hilarious and festive movie could get any better is by going to the concert version that is coming to Toronto! The event hosted by the Toronto Symphony will be held from November 30th to December 2nd, so act fast and buy here before the tickets are all gone! 

Twelve Day of Christmas // 60 Simcoe St

If you can't get enough of live performances in the spirit of Christmas, look no further than the 'Twelve Days of Christmas' event! The Toronto Symphony Orchestra will be hosting the event on December 9th featuring a pipe band, youth choir and dancers, buy here to make sure you don't miss out! 

For '$50-$100,' click 'Next.' 

Elf The Musical // 244 Victoria St

It's safe to say that there isn't a single person who doesn't love the movie Elf. From kids to adults, it's universally watched and loved by all holiday goers. If you are looking to experience the movie past your television, look no further than the musical version that is arriving at the Ed Mirvish Theatre! 

The Nutcracker // 145 Queen St W

Going to the ballet production of The Nutcracker is an annual Christmas event that tons of Torontonians take part in. If you haven't gone yet, it is definitely something you should experience considering the ballerinas' unbelievable talent and the incredible music! To grab tickets you can buy here.

Skiing at Mount St. Louis Moonstone // 24 Mount Saint Louis Road West

Who doesn't love hitting the slopes during the Winter season!? Whether you are a skiier or snowboarder, beginner or intermediate, it's a foolproof date idea! You get to enjoy the outdoors, spend some time with the person you love and make some great memories on the slopes! 

OPG's Winter Festival of Lights // Niagara Falls, ON

While this event is actually free, the cost of gas is considered when it comes to making the road trip to Niagara. The Winter Festival of Lights is definitely something you want to check out if you are obsessed with all things Christmas and have already experienced all the activities that Toronto has to offer, so be prepared for a road trip that will take you to a magical Christmas celebration! 

Wreath Workshop // Crown Flora Studio 

If you and your partner have a green thumb and are looking to put it to good use this holiday season, look no further than Crown Flora Studio! The notable succulent and plant spot in the city is bringing back their wreath workshop again for the holiday season! During the workshop you get to make your own holiday wreath from scratch using the fresh flowers and plants on site. The workshop will run you $145 but considering you get a great experience and gorgeous wreath out of it, it's definitely worth it!

Recommended For You