Get to know the 14 multi-faceted, and influential women hitting the Boots and Hearts stage this summer! Discover more about these leading ladies, and find out which day they are performing this summer by downloading the Boots and Hearts 2020 app on your apple and android devices now!

Keep up-to-date with their new music by downloading #BOOTS2020 OFFICIAL PLAYLIST! Click on their images below to see our favourite videos!


  • Canadian QUEEN and International Pop powerhouse! With her raw and real take on female identity, body image, and self-love her song ‘Scars to Your Beautiful’ has served as an anthem for I AM THAT GIRL, a national initiative to empower young women. 
  • Alessia Cara is making history at #Boots2020 as the first Canadian Female opener on the main stage. She’s captured the hearts of listeners worldwide opening up for Mega Stars like Coldplay & Shawn Mendes.


  • Is there anything Cam CAN’T DO! Singer-songwriter, fashion icon and now mama! She won the Grammy Award for Best Country Solo Performance for her hit single ‘Burning House’. 
  • Not only is she making waves in her career as a solo artist, but her contemporary pop style has caught the eye of artists across genres. In 2013, composing material on Miley Cyrus’ Bangerz album, with song ‘Maybe You’re Right’.


  • Our very own Boots native Meghan Patrick, has been with us from the very beginning and performed back at our FIRST YEAR in her hometown in Bowmanville! 
  • LEADING LADY: Meghan IS Canadian Country, as the two year reigning CCMA Female Artist of the Year recipient, she recently made history by becoming the first solo female artist to take home the Fan’s Choice Award at the Country Music of Ontario Awards.


  • TREND SETTER ALERT! Jillian Jacqueline was featured on Rolling Stone’s 10 New Country Artists You Need to Know, and was the first Country artist to make it on Vevo’s Artist’s to Watch List.
  • This country-pop rising star has come a long way since her early years performing with her sisters in a group called the ‘Little Women Band’. With her Broadway worthy talent, Jacqueline was featured on Rolling Stone’s 10 New Country Artists You Need to Know.


  • This talented lady does it ALL. Country pop singer-songwriter, reality television personality, fashion designer, entrepreneur, and mom of three. We can’t wait for her to hit the Boots Stage for the 1st time! 
  • We also would just love to add her to our Boots Crew because of her inspiring accomplishments as a best selling author AND Founder & CEO of her own clothing brand!


  • TREND SETTER: Abby Anderson was the first female in her middle school’s history to play on the football team. 
  • This rising star was on CMT’s ‘Next Women of Country’ list and recently made her Grand Ole Opry debut, where she was received by a standing ovation after singing her song ‘Make Him Wait’.


  • Hitting all the major festivals in North America in 2020, Caylee Hammack is one of Nashville’s leading new ladies! Making waves on SiriusXM as one of their top Highway Finds. 
  • Her first EP ‘Family Tree’, describing her family as a cast of characters, now has over 3M streams.


  • Madison Kozak embodies everything we love about Country and our hometown roots at Boots. From rural Ontario, she released her latest single ‘First Last Name’ under the brand Songs & Daughters, a musical home for female creatives to tell honest stories, about real lives, in their own words. 
  • We can’t wait for her to make her debut on the Boots stage this summer!


  • Our very own Canadian Country star Kristin Carter, choir girl turned country troubadour, spent over 15 years training her voice with vocal practice in her local choir since age 5. 
  • First recording a series of YouTube videos that hit over 75,000 views, watch out for this girl!


  • We love Hailey because she embodies all things raw, real, and imperfect. Tired of the pretty and polished way society wants her to be, she’s made her way to the big stage opening for Maren Morris, and has written hits for Little Big Town, Alan Jackson and Martina McBride. 
  • This is the year of Hailey Whitters! Already listed on Pandora & SiriusXM Country Artists to Watchlist for 2020.


  • This Canadian singer-songwriter isn’t new to the Boots stage, she’s always been on our MUST watch list. Now based out of Nashville, she’s making her way in the international country scene. 
  • Her independent EP, “Self Medicine” currently has over 1.1 million streams.


  • Our daily dose of inspiration! Canadian singer-songwriter, Kalsey Kulyk was diagnosed with Hodgkin’s Lymphoma and now as a cancer survivor, she’s pursued music with even more determination than ever and is blowing fans away with her thought provoking lyrics. 
  • FUN FACT: Married to Boots & Hearts Emerging Artist participant & Boots ‘19 Alum, Eric Ethridge, the couple is the epitome of BOOTS LOVE!


  • Sisters by heart but not by blood, Jess Bowen and Taylor Adams will be hitting the Boots stage once again after competing as finalists in the 2016 Boots & Hearts Emerging Artist Showcase. 
  • We’ve been fans since and love fun fresh and can’t wait to see them come back to Boots!