Upside of Maybe is an award-winning, family-friendly roots-based folk/rock group from Stratford, Ontario, celebrated for their uplifting energy, strong harmonies, and heartfelt songwriting. Blending the warmth of folk with the drive of rock and the accessibility of pop, the band has carved out a unique space in the Canadian music scene, appealing to audiences of all ages. Known for their engaging live performances, Upside of Maybe has toured extensively across Canada, playing festivals, community events, and intimate venues, while building a reputation for shows that leave listeners inspired and connected. Their music often weaves themes of hope, resilience, and togetherness, making them a natural fit for audiences seeking meaningful yet fun entertainment. With memorable tracks like Rainmaker (featuring Okama) and albums such as Sinners & Saints, the band continues to evolve while staying true to their roots, offering songs that resonate deeply both on record and in person.
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Upside Of Maybe will be in Waterloo, ON at Emmanuel United Church on Oct 18, 2025
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