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10 Reasons To Get Dressed Up And Have Fun In Toronto

10 Reasons To Get Dressed Up And Have Fun In Toronto

Published Date: 5 May 2022

Toronto, we’ve missed you. With COVID restrictions lifting and many activities returning to this great city, it’s time to once again get out there and safely experience all that Toronto has to offer on your next visit. We’ve rounded up the best events and activities worth getting dress-up and leaving the house for – whether that means lacing up your sneakers and hitting a concert or putting on your Sunday best for the city’s ultimate drag brunch – there is always something for everyone. A fun day out in Toronto is just around the corner!

Enjoy A Concert By Candlelight


Photo Credit: Julie Limont
From Bach to Beyoncé, ABBA to Adele, Candlelight Concerts by Fever brings live classical music by candlelight to some of Toronto’s most unique spaces. Dust off your favourite shirt and get dressed up to hear a tribute to Elton John in an east-end community church. Listen to classic movie scores performed live at Toronto’s historic Paradise Theatre, accessible from UP Express Bloor Station. Check the schedule to find out what performances and venues are being added on your next trip to Toronto.

Get Your Drag On Over Brunch


You won’t find a better reason to put on your Sunday best! Head over to Toronto’s Gay Village to the world’s oldest queer bookstore, Glad Day Bookshop, for Canada’s longest-running drag brunch. Hosted by drag star Erin Brockobić every Sunday, each ticket includes the show and an all-you-can-eat brunch, complete with vegetarian and vegan options. Dress to impress at one of the most unique and fun year-round experiences the city has to offer, easily accessible from UP Express Union Station.

A Day At The Museum


Photo: Courtesy AGO
Did you know Toronto has over 60 museums? Take a day and explore one, or two, or more! Get dressed up for the Art Gallery of Ontario to peruse works from the famous Group of Seven artists. Here, you can take in the building’s stunningly innovative architectural design by world-renowned architect Frank Gehry while discussing art over cocktails in the AGO Bistro. Next, head to Yorkville to the Royal Ontario Museum where you can explore more than 6,000,000 items on display in 40 galleries. As Canada’s largest museum it’s impossible to see it all in a single visit, so extend your visit with an overnight stay at one of Toronto’s great downtown hotels.

Live Music Is Back


It’s the ultimate summer experience – a concert at Toronto’s Budweiser Stage! Live music is once again back at this open-air concert venue that plays host to Rod Stewart, Keith Urban, 5 Seconds of Summer, Backstreet Boys and more in 2022. Put on your dancing shoes and your best concert t-shirt and get to your next concert on time. Leave the stress of parking behind by connecting to GO Transit’s Exhibition Station via UP Express Union Station so you can get more time enjoying the sounds of summer. Find the current 2022 concert schedule here.

Sip Tea In Style


Now, this is an occasion to really get dressed up for! Slip into something fancy and sip a spot of tea in style at one of Toronto’s top tea purveyors. Choose from 68 blends of tea at the Shangri-La Hotel’s contemporary and stylish Lobby Lounge, indulge in an elegant and classic high tea at the Windsor Arms in Yorkville or at the Omni King Edward Hotel near UP Express Union Station.

Another of the city’s long-running tea services can be found at the Old Mill Inn And Spa. Located a few minutes’ walk from UP Express Bloor Station, it’s the perfect excuse to get dressed up and enjoy an afternoon tea menu of finger sandwiches and scones.

Get Immersed In Art


You’ll want to look your best as you become one with the classic works of art that come alive all around you with Lighthouse Immersive experiences, located steps from UP Express Union Station at 1 Yonge Street. Blending state-of-the-art technology with breathtaking imagery and animation of works by Vincent Van Gogh, Gustav Klimt, and Frida Kahlo, this multi-sensory rotating exhibition space gives viewers the chance to experience famous works of art like never before. Be sure to check the website for a current list of exhibits before planning your trip.

Escape From A Castle


Put your minds together at an escape room at Toronto’s Casa Loma. The perfect rainy day activity for friends and family, the Casa Loma Escape Series features several themed and immersive escape rooms with incredible props, real actors, and unique puzzles. Do you have what it takes to solve the Murdoch Mysteries-themed escape game with the budding detectives in your life? Or will your family begin a mythical quest to save dragons from extinction? With five themed escape rooms for groups of up to 10, there’s some puzzling fun for everyone here and you can make the experience even more thrilling by dressing the part.

Take In Some Theatre


Get dressed up and head out the door for a return to the theatre. The curtain is being raised on Toronto stages in 2022, making it the best time to head to the city and take in a stage production on your next trip. There are plenty of performance experiences to be had in Toronto: Crow’s Theatre anchors the arts in the east-end with intimate and transformative plays, Soulpepper brings diverse and exciting voices to Toronto stages, while large-scale Mirvish Productions return to the historic Princess Of Wales and Royal Alexandra Theatres on King Street West.

Once again, Canadian Stage returns with the outdoor pay-what-you-can summer series Dream In High Park, one of Canada’s largest and longest-running theatre events at High Park’s amphitheater. Give some well-deserved applause to our city’s great performers on your next Toronto visit.

Try A New Restaurant


There’s no denying the past two years have been tough on everyone, but despite the odds, Toronto’s restaurant scene continues to grow. Support local businesses and enjoy a bite to eat at one of the many new eateries that opened their doors during the pandemic. Kick back with casual Middle Eastern-inspired pizzas at Levant Pizza and tasty vegan bites for lunch at Kensington Market’s Eat Nabati, enjoy cool late-night cocktail hangouts like Dzô Viet Eatery where you can dress-to-impress – whatever the vibe, your new favourite restaurant is waiting for you. Head here for some inspiration on the top 10 new Toronto restaurants to try.

Coffee, Oysters, Champagne, And Secrets


Photo Credit: Sarjou Faour
Three not-so-simple things - coffee, oysters, and champagne – dominate the menu at this elegant resto-bar in the heart of King Street West’s Entertainment District. A short stroll from UP Express Union Station, the aptly-named Coffee Oysters Champagne gives you more than three very good reasons to get glammed up for a night on the town. Act like an insider to get let in on a big secret: this champagne bar doubles as a vintage speakeasy with a hidden 1920s Parisian-themed back room featuring an expanded menu. Put your best-dressed foot forward and ask to check out the champagne selection for access.

THINGS TO DO