Whether you’re chasing ocean breezes, forest vibes, or just need a stroller-friendly loop to tire out the kids, the South Shore has a trail with your name on it. From Scituate to Duxbury and beyond, here are 15 of the best walking trails to stretch your legs and clear your head.
Carriage roads, sweeping harbor views, and gentle hills make this Trustees property a local favorite.
Trail length: 4.5 miles
Pro tip: Come at golden hour for epic sunset pics.
A paved oceanside boardwalk perfect for people-watching, dog-walking, and strollers.
Trail length: ~2 miles
Pro tip: Grab a soft serve at Paragon Boardwalk after your stroll.
Start at the historic lighthouse, walk along Museum Beach, and loop through quiet neighborhood streets.
Trail length: ~1.5 miles
Pro tip: Park near Cedar Point and stay for sunrise—it’s magic.
Walk across Powder Point Bridge to reach miles of peaceful shoreline.
Trail length: Varies (2–4 miles)
Pro tip: Stop at Farfar’s for ice cream on your way home.
Endless trails, huge boulders, and serene woodland make this spot feel miles from anywhere.
Trail length: 10+ miles total
Pro tip: Park at Turkey Hill for a scenic overlook before entering the woods.
Paved and wooded trails through 3,500+ acres of forest. Great for longer walks and bikes.
Trail length: 40+ miles total
Pro tip: Visit the old WWII bunkers—super cool (and a little spooky).
Well-maintained paths, quiet ponds, and a tidal river make this perfect for a quick nature escape.
Trail length: ~2.5 miles
Pro tip: Look for turtles sunning on logs at the dock.
Former naval land turned riverside walking path, with paved trails and plenty of benches.
Trail length: 5+ miles
Pro tip: Easy parking off Beal Street; bring a bike or stroller.
Boardwalks, grasslands, and some of the best birdwatching on the South Shore.
Trail length: ~3 miles
Pro tip: Great spot to spot red-winged blackbirds in spring.
A peaceful pond loop with dense woods and open skies.
Trail length: 3.5-mile loop
Pro tip: Mosquito repellent is your friend here in summer.
Flat, open trails ideal for little legs, scooters, or joggers.
Trail length: 1.5 miles
Pro tip: Perfect spot for a low-stress dog walk.
Nature trails meet a working organic farm—kids love visiting the animals!
Trail length: ~1 mile
Pro tip: Check their website for seasonal farm events.
A quick uphill hike to big ocean views—ideal for a breezy afternoon.
Trail length: 1–2 miles
Pro tip: Pack a sandwich and enjoy the view at the top.
Short, quiet, and perfect for solo walks or short family outings.
Trail length: ~1 mile
Pro tip: Hidden gem—never crowded.
A long-distance trail with accessible sections in Norwell, Duxbury, and Hingham.
Trail length: Varies (choose your segment!)
Pro tip: Try the segment through Trout Farm Conservation in Duxbury.
Let me know—we’re always on the hunt for new paths to explore. And if you want more local guides like this, subscribe to the South Shore Rocks newsletter for trails, eats, events, and updates delivered every weekend.
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