Henderson began her cycling journey in 2015 after a promising start in alpine skiing. She represented Great Britain at the 2015 European Youth Olympic Festival in Liechtenstein. However, a leg fracture led her to switch sports. By 2016, she had fully committed to cycling.

Henderson's debut came in 2018 at the Drentse Acht van Westerveld in Dwingeloo, Netherlands, where she finished 105th. Since then, she has achieved several milestones. She won a bronze medal in the mixed team relay at the 2019 Road Cycling World Championships in Yorkshire.
In 2022, Henderson secured a silver medal in the time trial at the Commonwealth Games in Birmingham. She also won the opening time trial stage of the 2023 La Vuelta Feminina. Her performance at the World Championships has been noteworthy, with a fourth-place finish in the Women's Individual Time Trial in Stirling, Great Britain, clocking 48:14.85.
Henderson is currently ranked second in the Women's Individual Time Trial category. She participated in the Women's Road Race and Women's Individual Time Trial events. Her recent schedule included competing at Pont Alexandre III on 27 July 2024.
In April 2024, Henderson broke her left collarbone during stage two of La Vuelta Feminina. She underwent surgery in The Netherlands and returned to racing by early June at the Tour of Britain.
Henderson graduated with a Bachelor's degree in Sport and Exercise Science from the University of Birmingham. She is supported by her parents, John and Janet. Fluent in English, she is affiliated with Team Visma | Lease a Bike since 2021.
Looking ahead, Henderson aims to continue competing at high levels and achieving more milestones in her cycling career. Her dedication and resilience have made her a notable athlete representing Great Britain on international platforms.
Anna Henderson's journey from alpine skiing to becoming a top-ranked cyclist showcases her determination and adaptability. Her achievements highlight her as a key figure in women's cycling today.Henderson began her cycling journey in 2015 after a promising start in alpine skiing. She represented Great Britain at the 2015 European Youth Olympic Festival in Liechtenstein. However, a leg fracture led her to switch sports. By 2016, she had fully committed to cycling.