There are several miles of trails in the northern part of Worcester, combining a few different conservation areas: Cook’s Pond, Cook’s Woods, and the Cascades Conservation area. This is slightly more rugged trail running in sections, as the trails are not all that well waymarked. Park off Olean St,. on the west side of Cook’s Pond, and enjoy the 1-2 miles of trails around the pond and in Cook’s Woods. Then, connect through Cascading Waters to the trails of Cascades East, Cascades West, and Boynton Park. You can stitch together a few miles on these somewhat rugged trails. See the accompanying trails maps.