A Long Weekend in Toronto: Getaway to The Six

Only a 90-minute flight from Washington DC, Toronto makes a perfect destination for a weekend getaway. While preparing for my trip, I kept searching for “black girl things to do in Toronto” on TikTok. Between those initial recommendations and some tips from the locals, I have compiled a Toronto travel guide that should be a good starting place for your upcoming long weekend in Toronto or upcoming girls’ trip. It’s also important to note that I went with two other ladies for a birthday weekend and we are all foodies so the Toronto food scene was thoroughly explored!

I took this trip during the first weekend of December but there are tons of winter activities in Toronto. A weekend getaway was perfect because, like most major cities, Toronto has a very diverse food scene, sightseeing attractions, and some hidden gems all condensed in one area. We were able to get a good feel for the city in four days similar to how you might experience Chicago or New York City in a long weekend as well. It gave us such a good first impression, we are already planning our return in the summer!

Day 1

  • We landed at the Toronto Pearson International Airport and took an Uber to the W Toronto

  • Grabbed a late dinner and drinks at Aera

    • This restaurant has outstanding views of the CN Tower and our food was fantastic

    • I highly recommend ordering the Sablefish and the espresso martinis

Day 2

Dinner at CoNejo Negro

  • Brunch (and lots of tequila shots) at Laissez Faire

    • The brunch menu was limited but everything was delicious and exceeded our expectations

    • Shoutout to Curtis for keeping our glasses full <3

  • Visited the CN Tower

    • Once we were tipsy, we purchased tickets to the observation deck of the CN Tower

    • This is the highest observation deck in North America so it is a must-see when visiting Toronto

  • Grabbed a snack at Living Room in W Toronto

  • Headed to the Black-owned, MICHELIN Guide Bib Gourmand-winning restaurant Conejo Nergo for a cozy dinner

  • Late-night cocktails and celebrity sightings at Mister C

Day 3

  • We woke up early to go to The Distillery District Winter Village for some holiday vibes

    • Pro tip: if you want to avoid buying a ticket or waiting in a long line, go in the morning and check the wait times on their website. We walked right in after seeing lines wrap around the block the night before.

    • This was a must-see for us and we were all very impressed by the food vendors, holiday decor, and shops that are part of Toronto’s unique holiday market.

    • This is where we tried the Toronto staple, poutine, and other holiday classics like a decadent hot chocolate

  • Grabbed delicious brunch and cocktails at Miss Likklemore’s

    • The oxtail burger is a must-try!

  • Walked to Locals Only to keep the party going

  • Went shopping on Bloor Street and got a snack at Tim Horton’s

  • Nightcap at The Hazelton Hotel then more drinks at Silent H

Day 4

  • On our final day, we grabbed an early lunch at Eataly and got some goodies to take home

  • We did some final sightseeing and visited The Royal Ontario Museum

  • Before we headed to the airport, we made one final stop to grab some signature Canadian potato chips, Ketchup and All-Dressed