Check the fruits for ripeness beginning in early September. Ripe hollyleaf cherries develop a deep red to purple-black color. Taste a berry to judge sweetness to help determine ripeness. The berries typically reach harvest quality from mid-September through October.
Put on a pair of gloves and wear a long sleeved shirt. The leaves of the hollyleaf tree are spiked, which can causes cuts, scratches and irritation to exposed skin.
Grasp the fruit stem near the tree branch. Pull down, twisting slightly, until the stem separates.
Place the collected fruits in a bucket or shallow box. Stack the fruits no more than 8 inches deep; otherwise, the cherries on the bottom become crushed.