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Sydney Riley is a Josie-nominated performing songwriter from Wasaga Beach, Ontario, well-known for her heartfelt originals and toe-tapping covers. Her debut EP "Water" released on September 14th, 2021.

Ticket to Tall Pines Contest

Sydney has passed through the first round of 89.1 Max FM's Battle of the Bands contest, but she still needs your help! 

Throughout the next few weeks, "In The Weeds" will play on 89.1 Max FM. While the song is playing, text "Tall Pines" to 705-326-8989.

Follow Sydney on all socials to get updates for when her song will play next! Thanks again for your votes!

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"Hops & Honeycrisps" Tour to Kick off March 30th

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Sydney will be playing at craft breweries and cideries across Ontario for a springtime tour. All shows are free except for the Hamilton show at Clifford Brewing Co, which will have Oshawa punk artist Jules McCools as the opening act, followed by Sydney for $10 at the door.

More information is available on the events page.


In every songwriter, there is a history of reasons to why they write the way they write. There is a thought process created from all our ups and downs and all our experiences.

 I grew up in a beach town. Ever since I can remember I’ve been swimming. Our neighborhood was surrounded by forest until someone decided we needed to clear it out to make room for more people. I picked up the guitar and started singing and playing between the ages of 13 and 14. I spent most of my high school experience in the music room. I had my heart broken at 16, then I broke someone else’s at 20.

My fears often drive my songwriting. I get anxious about the environment, about getting older, about getting sick, and about talking too much. I indulge in my own pain too often. I hang onto my emotions like I’m hanging off a cliff.

In 2021 I released my first collection of songs, a 6-song EP with themes of self-doubt, mental illness, and the overall struggle of being human.

I hope you've enjoyed my works as much as I enjoyed making them.

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