United States
›
Massachusetts
›
Boylston

Best Hiking Trails near Boylston, Massachusetts

link Copy Link email Email directions Driving Directions

Seasonal Popularity

Overview

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

  • Hiking Trails (1,061)
  • Parks & Forests (29)
  1. 1
    Hancock Hill via North Skyline Trail
    ★ ★ ★ ★ ★ EASY 2.9 mi
  2. 2
    Mount Watatic Loop via Wapack Trail
    ★ ★ ★ ★ ★ EASY 4.1 mi
  3. 3
    Beauregard Lot via Half Way House Road
    ★ ★ ★ ★ ★ MODERATE 5.0 mi
  4. 4
    Horse Caves Loop via NET/M&M Trail and Robert Frost Trail
    ★ ★ ★ ★ ★ EASY 3.4 mi
  5. 5
    Great Blue Hill via Summit Road
    ★ ★ ★ ★ ★ EASY 2.0 mi
  6. 6
    Beauregard Lot via Dublin Trail / Monadnock-Sunapee Greenway
    ★ ★ ★ ★ ★ MODERATE 4.3 mi
  7. 7
    A hike through Mt. Holyoke Range and Skinner State Parks
    ★ ★ ★ ★ ★ MODERATE 7.4 mi
  8. 8
    Sawyer Lot Loop via White Dot Trail
    ★ ★ ★ ★ ★ MODERATE 5.4 mi
  9. 9
    Breakneck Ledge Loop via North Skyline Trail
    ★ ★ ★ ★ ★ EASY 3.5 mi
  10. 10
    Pack Monadnock Mountain via Raymond Trail
    ★ ★ ★ ★ ★ EASY 2.8 mi

Green Mountain National Forest
Green Mountain National Forest
Douglas State Forest
Borderland State Park
Douglas State Forest
Boston Harbor Islands National Recreation Area
Great Meadows National Wildlife Refuge
Gay City State Park
Blackstone River and Canal Heritage State Park
Bigelow Hollow State Park
Colt State Park
Great Meadows National Wildlife Refuge
Great Meadows National Wildlife Refuge
Airline State Park Trail (Northern Section)
Erving State Forest
Federated Women's Club State Forest
Airline State Park Trail (Southern Section)
Wilderness Lake Campground
Beaver Brook State Park
Bolton Notch State Park
Bradley Palmer State Park
Connecticut River Greenway State Park
Connecticut River Greenway State Park
Connecticut River Greenway State Park
Connecticut River Greenway State Park
Dinosaur State Park
Fall River Heritage State Park
Roger Williams National Monument
Airline State Park Trail (Northern Section)