Toronto Weekend Visitor's Guide // Brittany from Boston

Toronto Weekend Visitor’s Guide

Posted on Posted in North America, Travel

Whether you’re coming to Toronto for the Film Festival, the Pride Parade, the Chihuly Exhibit, the Photography Festival, the Liminato Festival, or the World Cup of Hockey, you have a lot to see and do in Toronto when you’re here! I recently had the pleasure of taking a weekend trip to Toronto (see the travel video of my visit here!), and now I’m sharing with you the perfect weekend itinerary to get the most of your visit to the cosmopolitan city of Toronto!

Toronto Weekend Visitor's Guide // Brittany from Boston

FRIDAY in TORONTO

Fly straight into Toronto on Air Canada, and then take the Union Pearson Express train direct to downtown. If you’re hungry from your travels, grab a bit to eat at the CIBC Upstairs Lounge and a Mill Street beer to relax! From here you’re right next to the Air Canada Center, so you can try to get tickets for a Raptors basketball game or Maple Leafs hockey game that’s going on here tonight! If it’s not the season for that, nearby is the Rogers Centre where the Blue Jays play their baseball games. I suggest staying at the Sheraton Centre Toronto (book your stay here!), it’s a comfortable and upscale hotel right in the middle of the city, perfect as a homebase for your weekend explorations! After the game tonight, stop by a Smoke’s Poutine shop to get a top-rated plate of poutine, Canada’s famous French fry dish topped with cheese curds and gravy. Smoke’s has a ton of different varieties available, so try a few!

Toronto Weekend Visitor's Guide // Brittany from Boston

SATURDAY in TORONTO

Start your day with the free breakfast at Sheraton (only free if you stay here!) on the 43rd floor lounge, where you’ll be tempted to stay longer just to enjoy the views! But keep the day moving because there is a lot to see and do here in Toronto! Make sure you have the Tourism Toronto Attractions Pass (get yours here!), which will get you into all the best stuff around the city. I recommend starting off with the Royal Ontario Museum, it’s got a great and varied collection of exhibits to please all interests! Once you’ve worked up an appetite from soaking up all that culture, head over to Wish on Charles Street East for brunch. It’s a cool modern take on French country style, and the menu is drool-worthy!

Spend the afternoon taking in the shopping options on Bloor Street West and visiting Toronto’s version of Times Square at the Yonge-Dundas Square! And then head over to Dandylion on Queen Street West, voted one of the top new restaurants in Toronto, for their creative dishes mixing Asian and European flavors. Tonight you’ll want to get tickets to a musical or theatre production at one of Toronto’s many venues. I recommend checking the Four Seasons Centre for the Performing Arts and Sony Centre for the Performing Arts.

Toronto Weekend Visitor's Guide // Brittany from Boston

SUNDAY in TORONTO

After breakfast with a view at the Sheraton lounge, head over to the Hockey Hall of Fame. No trip to Canada would be complete without a lesson in hockey history and fame! (Entrance is included on the Attractions Passport!) Walk past the famous flatiron Gooderham Building to the St Lawrence Market where the antiques and flea market is in full swing on Sundays. Then head over to the Distillery District, the hottest instagrammable spot around the city! This former whisky distillery complex features the historic architecture of the original buildings, now filled with every variety of boutique shop and restaurant. Check out the art installments, the theatre, and the museum after stopping in at Mill Street Brew Pub or El Catrin for a tasty lunch.

Round off the day with a trip up the CN Tower to the 360 Restaurant, where your gourmet three-course dinner comes with a side of bird’s eye views over the city. The restaurant rotates so you can see the entire city, and if you make a reservation for sunset time, you’ll be in for a real treat!

There’s so much to see and do in Toronto that one weekend is really not enough, but hopefully this itinerary gets you started on exploring the best of this city. I really enjoyed my visit and I hope you will too! What else do you enjoy about Toronto?

Toronto Weekend Visitor's Guide // Brittany from Boston

Toronto Weekend Visitor's Guide // Brittany from Boston

Toronto Weekend Visitor's Guide // Brittany from Boston

Get your Toronto essentials here:


Toronto Weekend Visitor's Guide // Brittany from Boston

Toronto Weekend Visitor's Guide // Brittany from Boston

Toronto Weekend Visitor's Guide // Brittany from Boston

Toronto Weekend Visitor's Guide // Brittany from Boston

Toronto Weekend Visitor's Guide // Brittany from Boston

Toronto Weekend Visitor's Guide // Brittany from Boston

Toronto Weekend Visitor's Guide // Brittany from Boston

Toronto Weekend Visitor's Guide // Brittany from Boston

Toronto Weekend Visitor's Guide // Brittany from Boston


Thank you to Tourism Toronto, Air Canada, Union Pearson Express, Sheraton Centre Toronto, & Accucom for making this trip possible. All opinions expressed here are my own!


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2 thoughts on “Toronto Weekend Visitor’s Guide

  1. Ooh I’ve never tried poutine, I’d definitely like to! Thanks for this comprehensive guide to Toronto, it sounds fantastic

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