Best of Boston

2022 Best Family-Friendly Hike

Great Blue Hill Trail, Blue Hills Reservation

Slightly challenging — yet mercifully short — bursts of uphill that give kids a sense of accomplishment. A tower to climb at the top. And, most notably, absolutely killer views of the Boston skyline. This roughly 1.5-mile-long round-trip trail has it all for a family outing — especially when you consider that native wildlife such as river otters and red foxes are just a few steps away from the parking lot at the Blue Hills Trailside Museum.

1904 Canton Ave, Milton, (617) 698-1802,