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Best Hiking Trails near Orleans, Massachusetts

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Overview

Explore hiking trails around Orleans, Massachusetts. The best hike near Orleans is Myles Standish State Forest Loop via Bentley Loop, a 3.5 mile loop in .

  • Hiking Trails (83)
  • Parks & Forests (26)
  1. 1
    Myles Standish State Forest Loop via Bentley Loop
    ★ ★ ★ EASY 3.5 mi
  2. 2
    Duck Harbor Road Loop
    ★ ★ ★ ★ ★ EASY 3.5 mi
  3. 3
    Myles Standish State Forest Loop via East Head Loop
    ★ ★ ★ EASY 2.4 mi
  4. 4
    Herring Brook via Harry and Mary Todd Trail
    ★ ★ ★ ★ ★ EASY 2.2 mi
  5. 5
    The Merry Dam Loop via Pond Loop
    ★ ★ ★ ★ ★ EASY 3.4 mi
  6. 6
    Park Road Loop
    ★ ★ ★ ★ ★ EASY 1.7 mi
  7. 7
    Huckleberry Lane Loop
    ★ ★ ★ EASY 1.3 mi
  8. 8
    Hight Heron Pond Loop
    ★ ★ ★ EASY 2.2 mi
  9. 9
    Walker Point Deck Loop
    ★ ★ ★ ★ ★ DIFFICULT 10.3 mi
  10. 10
    North River Loop via Cranberry Road
    ★ ★ ★ ★ ★ EASY 3.4 mi

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