- Presumpscot River Trail, East Bridge Street — A lovely, quiet 1.4-mile trail along the river. From here you can cross the bridge to Riverton Trolley Park.
- Mill Brook Preserve — This trail follows a beautiful brook—an important migratory route for alewife fish—with some deep-looking pools. The trail has a few steep ups and downs.
- Mill Brook South Preserve — Just a bit south of Mill Brook Preserve is this 32-acre parcel that protects land along the brook. You can go for a 1.5-mile loop through old forest here.
- Conant trails — This is a small preserve with a granite memorial in a clearing and swings under an oak tree. The mown paths bring you along the Presumpscot River.
- Westbrook Rive Walk — A mostly paved and very pleasant trail brings you along the river in downtown Westbrook.
- Pride Preserve — 188 acres of forest (some relatively recently harvested) and streams, with many trails following wide, old, flat woods roads.
- Westbrook Schools/Animal League trails — You can walk about 2 miles from the dog park to Spring Road along mostly footpaths. Be careful around the animal league, though, as volunteers may be taking some of the dogs out for walks.
- Rivermeadow Nature Preserve — Explore 44 acres of riparian habitat and shady forest along boardwalks and narrow paths, with nice views of the river.