City Guide: Toronto, Ontario, CA

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I have had a very odd obsession with Canada ever since I can remember. It started when my Dad traveled there on a business trip and brought me back a t-shirt, and I have been intrigued and obsessed with it ever since. After 24 years I FINALLY made it to Canada when my mom and I went to visit some friends, and it did not disappoint. New York has made it so easy to take quick, affordable weekend trips. We hopped on a plane at LGA and landed in Toronto late Friday night.

Hotel & Accommodations


I stumbled upon The Anndore House browsing on the hotel tonight app, and got a two night stay for less than $300. Not only was the price more than resonable booking through hotel tonight, but upon arrival they upgraded us to a double room. I thought it looked cute and eclectic when I was researching it on trip advisor, but that did not even do it justice. This eccentric revamped hotel is located right in the heart of the city. Each room is open concept and includes a small living space with two chairs. All of the decor is the perfect balance of cozy and eclectic with so many intricate details from the record player and collection to the Goodbye written on the back of the door. I was blown away by how much detail was put into each little corner of the room to make your stay as homey as possible.

Enjoy a cocktail with breakfast lunch or dinner at Constantine, or pop into the hidden coffee/barbor shop, the scarlet door, for a coffee. You can’t go wrong with either one. There are also plenty of quaint local spots right around the area that are great to pop into for a quick bite as well.


7 West Cafe  $

A late night flight of course called for late night food. This Cafe is open 24/7 and has an unbelievable menu. A laundry list of breakfast foods to decadent deserts, they have it all, but of course we had to try the famous poutine.


Blue Bloods Restaurant $$$$

What an experience. This castle atop a Toronto hill has been turned into a gorgeous restaurant bar and venue for a meal you’re sure not to forget.

Constantine $$

This restaurant is located in The Anndore House. Although the food is great, the menu is limited and they don’t stay open very late considering they are located in a hotel. If you are just in need of a little sustenance to kick start your day or a some apps & fizz pre-dinner this is a great option.


Wish  $$

Cottage turned cozy eatery this little spot is perfect for brunch. Eggs benny with canadian bacon and a turkey burger the size of my face with the aroma of carrot cake pancakes wafting through the air, your day is instantly made better even on the cloudiest of days.

Tim Hortons  $

You haven’t really experienced Canada until you make a pitstop at Tim Hortons. Grab a box of timbits and a coffee for the road to cap of your Canadian adventure.

Additional Recommendations :

  • Lee’s
  • Planta
  • Figo
  • Oretta
  • School
  • Portland Variety

Sites & Activities

Yorkville & Bloor St.

We spent all day Saturday carousing the streets of Yorkville. All of the buildings are older, with tons of character and charm. It is another addition to my “Hallmark Movie” list of towns. Although it is close to the center of Toronto, you do not feel like you are in such a big city when you are walking down Bloor street. If you are a shopper like myself, you should definitely fit an afternoon in Yorkville into your agenda. all of the major designers have beautiful townhomes and flagship stores longing the streets that are wonderful to pop in and explore even if you aren’t looking to buy anything.

Her Majesty’s Pleasure 

I have never felt so pampered in my entire life. This downtown spa is the best way to treat yourself. From the moment you walk in you are instantly greeted and catered to like royalty. Start at the bar and order juice or coffee to sip on while enjoying your mani, pedi, or blow out. They also offer other services including massages, facials, & much more. You can’t go wrong with any of them. My manicure was the best I have ever had in terms of artistry and quality. Not only was my artist extremely friendly, but she was outrageously talented. I mean just look at my nail art on my instagram… which she hand painted. The best part is to be such a luxury and exclusive experience, it is extremely affordable compared to anything in NY. Do your self a favor and make an appointment the second you plan your trip, I promise you will be glad you did.


Casa Loma

Casa Loma is the castle that Blue Bloods, the restaurant I mentioned, is located in. In the summer they have a concert series on the lawn overlooking the city skyline. You can come visit the property and explore the history of the castle enjoy a drink and then head back into town. I highly recommend making a visit at least just to see the property, because it will take your breath away.

Additional recommendations:

  • CN Tower
  • AGO Art Gallery
  • Rom
  • Distillery district
  • Queen St. West
  • Kensington Market

Toronto was a wonderful little escape from New York. If you are in the city its an easy hop skip and jump over the boarder, not to mention a an insanely cheap plane ticket 95% of the year ($69 one way). For those of you who have to make a little more effort to visit, track prices and book a long weekend or make a road trip out of it. No matter where you are, Toronto should be added to your travel agenda.