Best hikes in Jockey Hollow Area

Ambleway maps 5 hikes in Jockey Hollow Area, from a 1.9-mile walk to a 3.8-mile day out. 4 of them score as wild, staying clear of roads and development for most of the route; the wildest is Orange Trail. The biggest climb is Cat Swamp Pond–Grand Loop Trail/Patriots' Path Loop, 5 sights, gaining 435 ft, and the network tops out at 725 ft.