We’re decking the halls once again with the voices of local rising stars, headlined and hosted by Chase Morgan and Brettyn Rose. Enjoy an evening filled with festive music, light snacks, a prize raffle, and a beautiful centerpiece silent auction — all in the spirit of giving.

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November 30, 2025

Heritage Inn in High River
6:00 pm - 9:00 pm

Meet the Performers

  • A man wearing a large black hat and beige trench coat shopping in a vintage clothing store.

    Chase Morgan

    Chase Morgan is a rising country singer-songwriter from High River, Alberta, blending modern influences with classic country roots to create a timeless, heartfelt sound. His breakout single “Home to Me” earned national radio play and “Rising Star” recognition, marking him as one to watch in Canadian country music.

    Meet the Artist
  • A woman with long curly dark hair, wearing a white shirt and brown leather vest, rests her arm on a wooden chair against a pink background.

    Brettyn Rose

    Brettyn Rose is a rising Indigenous country artist from Alberta, known for her honest lyrics, powerful vocals, and acoustic-rooted sound with a hint of sparkle. With chart-topping releases like “Making Progress,” national radio momentum, and standout performances at events like the Country Music Alberta Awards and Big Valley Jamboree, she’s cementing her place as one to watch in Canadian country music.

    Meet the Artist
  • A young man with brown hair sitting on a fallen tree beside a river, holding an acoustic guitar, wearing a checkered shirt, with a cloudy sky and trees in the background.

    Grady Bakken

    High River-based singer-songwriter Grady Bakken brings local live-music energy with heartfelt performances and a growing presence in the Alberta scene.

    Meet the Artist
  • A young woman sitting against a wall with a collage of torn paper and a handwritten phrase 'we know this' in the background.

    Sidney May Weich

    Calgary-based singer-songwriter Sidney May Weich blends folk-pop storytelling with radiant melodies and heartfelt lyricism. Since her 2020 debut single ‘We Know This’, she’s followed with 2022’s ‘Back To It’ and 2025’s ‘Heart On The Market’, performing across Western Canada and steadily building her reputation as an artist to watch.

    Meet the Artist
  • A young woman with long brown hair, wearing a black sleeveless top, sitting in a grassy field at sunset, playing an acoustic guitar.

    Charlotte Donovan

    Charlotte Donovan is a graduating student of Highwood High, and originally from the small hamlet of Mossleigh. She started performing at Mossleigh's annual slo-pitch tournament on Labour Day weekend 2024, which struck her passion for sharing her voice. Charlotte gained her love for guitar at the young age of 11, and hasn’t set it down since.  

  • A man wearing a cowboy hat and dark jacket playing an acoustic guitar outdoors with sky and clouds in the background.

    Brent Corrigan

    Brent Corrigan from High River has been playing music all his life. He is honoured to be asked once again to sing at Wintersong along with his two daughters and all the other great performers .

    Meet the Artist
  • A young woman with long red hair wearing a white hat and casual plaid shirt playing an acoustic guitar while sitting on a gray couch near a window.

    Marley Corrigan

    Marley Claire is a rising Alberta singer-songwriter whose soft-felt vocals and thoughtful storytelling bring a fresh, soulful touch to modern country-folk. With growing recognition across local stages and streaming platforms, she continues to build momentum as one of Alberta’s emerging voices to watch.

    Meet the Artist
  • Young woman with wavy blonde hair standing outdoors in a field with a fence in the background, wearing a brown jacket over a black top and blue jeans.

    Alandra Corrigan

    Alandra Corrigan is an Alberta-based singer-songwriter whose country and bluegrass roots shine through her honest storytelling and vibrant live performances. With her new single “Swearing at the Sky” now streaming and a growing presence in the Western Canadian scene, she is poised to make a lasting mark in the country music world.

    Meet the Artist