Cheltenham Jazz Festival - Day two free events

Why not make the most of your weekend by exploring the dozens of local and national artists who will be popping up in pubs, clubs and vibrant spaces around Cheltenham.5.45 – 6.45pmPoppy Baker, Yamaha Free Stage, Montpellier GardensPoppy Baker’s unique jazz-infused songs straddle soul, R&B and indie with melodies that cut straight to the heart. Her influences include Eva Cassidy, Laufey and Stacey Ryan.7 – 8pmKevin Davy White, Yamaha Free Stage, Montpellier GardensAs of January 2026, Kevin Davy White is in the Netherlands preparing for an upcoming theatre tour portraying B.B. King, a role that resonates deeply with his blues roots and performance style. Alongside the tour, he is launching a new chapter of original music, beginning with the release of his new single Far From You at the end of February 2026.
Kindly supported by Yamaha.8 – 10pmLinley Hamilton, The MerryfellowLinley Hamilton is an Irish trumpeter, broadcaster and educator. He’s recorded with artists including Paul Brady, Van Morrison and Jacqui Dankworth and leads his own projects whilst co-running the internationally renowned Magy’s Farm venue in County Down.8.15 – 9.30pmThe Scribes, Yamaha Free Stage, Montpellier GardensA hip hop act bringing block-party vibes, genre-spanning sounds and incredible improvisation to the Free Stage. Blending head-nodding beats, mind-blowing beatboxing and off-the-cuff freestyling, The Scribes create a show unlike any other on the scene today.