Hikes near Middletown, New York

Ambleway maps 778 hikes within 60 miles of Middletown. The wildest is Caumsett State Historic Park Preserve Peak–Caumsett State Historic Park Preserve Beach, 6 beaches at 74% wild, 20 miles out in Caumsett. Nothing within 5 miles of the centre scores as wild; the nearest that does is Fresh Pond & West Perimeter Trail via Fishermans Drive, 19 miles out.

173 sunset spots near Middletown →

Hikes

A short drive · 5–25 miles

Worth the drive · 25–60 miles

Show 8 less-wild hikesHide 8 less-wild hikes

Nearby Trailheads