Suggested Walks

Our trail network provides walks for all ages and levels of experience. There are fairly level trails along waterways, ponds, aqueducts and roads that are easy to walk, and there are woodland trails over rougher terrain with elevation gains that are more demanding.

The following are some suggested trails for different age groups and experience levels:

Easy

  • Brook Path
  • Carisbrooke Reservation Trail
  • Longfellow Pond Trail
  • Beard Trail
  • Crosstown Trail from Weston Road along the aqueduct to Route 9 (1.4 miles)
  • Crosstown Trail from Woodlawn Avenue along the aqueduct to Walnut Street (1.2 miles)
  • Rockridge Pond Trail
  • North Forty Trail
  • WCLT Guernsey Sanctuary Trail
  • Guernsey Path
  • Hundreds Path

Harder

  • Charles River Path
  • Boulder Brook Reservation Trail
  • Centennial Reservation Trail
  • Esker Trail
  • Morses Pond Trail

Kids

  • Brook Path
  • Carisbrooke Reservation Trail
  • Guernsey Path
  • Boulder Brook Reservation Trail
  • Centennial Reservation Trail
  • Longfellow Pond Trail
  • Morses Pond Trail
  • Rockridge Pond Trail
  • North 40 Trail
  • WCLT Guernsey Sanctuary Trail

ADA Compliant Trail

  • Brook Path
  • Wellesley Office Park - Path along the Charles River

Long Distance

  • Crosstown Trail (6.2 miles, one way)
  • Sudbury Path (4.6 miles, one way)
  • Wellesley Grand Tour (10.8 mile loop)
  • Charles River Link Trail (a 16.5-mile regional trail, one way)