Cliff Pond Trail is a 2.8 mile loop trail located near Brewster, Massachusetts and is good for all skill levels. The trail is primarily used for hiking, walking, and fishing and is accessible year-round. Dogs are also able to use this trail.
Best trail on the Cape
Nice trail. Many sandy beaches along the trail, so small parts of the trail on the sand. From other side, you can swim in the middle of the trail.
We have hiked this trail for years, year round, all weather. It goes around the pond, some up and down, on a path that is not well maintained. Through some low brush. Comes upon some beaches, on the pond. In season many campers are using these also fisherman and boaters. Moderate trail for hikers. Beautiful scenery. Nice workout. Be aware this is a wood tick area, take precautions.
Very good in the off season. Fewer people and more dog friendly.