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Winthrop

Best Hiking Trails near Winthrop, Massachusetts

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Overview

Explore hiking trails around Winthrop, Massachusetts. The best hike near Winthrop is Hancock Hill via North Skyline Trail, a 2.9 mile oneway in .

  • Hiking Trails (974)
  • Parks & Forests (36)
  1. 1
    Hancock Hill via North Skyline Trail
    ★ ★ ★ ★ ★ EASY 2.9 mi
  2. 2
    Great Blue Hill via Summit Road
    ★ ★ ★ ★ ★ EASY 2.0 mi
  3. 3
    Breakneck Ledge Loop via North Skyline Trail
    ★ ★ ★ ★ ★ EASY 3.5 mi
  4. 4
    Puds Pond Loop via Pond Walk
    ★ ★ ★ ★ ★ EASY 2.9 mi
  5. 5
    Babson Farms Quarry
    ★ ★ ★ ★ ★ EASY 1.4 mi
  6. 6
    Lake Cochichewick Loop via Edgewood Farm Trail and Stevens Trail
    ★ ★ ★ ★ ★ EASY 2.5 mi
  7. 7
    Wachusett Mountain Loop via Bicentennial Trail
    ★ ★ ★ ★ ★ EASY 1.7 mi
  8. 8
    Melrose Rock Loop via Rock Circuit Trail
    ★ ★ ★ ★ ★ EASY 4.5 mi
  9. 9
    Quarry Spring Loop via Quarry Road and Skyline Trail
    ★ ★ ★ EASY 1.2 mi
  10. 10
    Bellevue Pond via Skyline Trail
    ★ ★ ★ ★ ★ EASY 1.3 mi

Cape Cod National Seashore
Pachaug State Forest
Douglas State Forest
Leominster State Forest
Harold Parker State Forest
Lowell Dracut Tyngsborough State Forest
Borderland State Park
Freetown-Fall River State Forest
Nickerson State Park
Boston Harbor Islands National Recreation Area
Douglas State Forest
Great Meadows National Wildlife Refuge
Lincoln Woods State Park
Natchaug State Forest
Maine Coastal Islands National Wildlife Refuge
Blackstone River and Canal Heritage State Park
Airline State Park Trail (Northern Section)
Great Meadows National Wildlife Refuge
Colt State Park
Great Meadows National Wildlife Refuge
Old Furnace State Park
Roger Williams National Monument
Bradley Palmer State Park
Fall River Heritage State Park
Haines Memorial State Park
Killingly Pond State Park Reserve
Killingly Pond State Park Reserve
Lynn Heritage State Park
Lynn Heritage State Park
Massasoit National Wildlife Refuge