Brown bears like Velcro in Katmai National Park tend to stay with their moms for at least their first two and a half years of life. They hibernate with their moms as cubs during their first winter, and then again the next winter as young adults.
"Katmai's bears generally separate from their cubs in May or June of a cub's third summer," the National Park Service writes. "The female probably uses threats or aggression to cause the young to disperse. Some females, however, will keep their cubs through a third summer before pushing them away the next spring."