Wollaston was born on 4 January 2001 in Auckland, New Zealand.[3] She is the youngest of three sisters; her sister Nina has medalled at a Para-cycling road World Cup in 2019.[4] She grew up in Auckland but later moved to the Waikato.[5] She got into cycling through her family as they were helping out with the St Peter's School cycling team.[6] Wollaston was educated at St Peter's School, and as of 2024 is a part-time law student at the University of Waikato.[7][8]
Wollaston began racing professionally on the road for NXTG Racing in August 2021. In January 2022, Wollaston won the National criterium championships.[10] She then went to join her team in Europe and got her first win for the team at the Grand Prix du Morbihan on 14 May 2022.
Wollaston started the 2024 season in good form and won a stage in the Tour Down Under in February. She developed knee problems, though, that required surgery at the end of March. After having missed the 2022 Commonwealth Games, this brought on fears of also missing the 2024 Summer Olympics in Paris, but the recovery went well. In June, she won two stages of the Volta a Catalunya in Spain.[12]