Posted on March 7, 2020 and last updated on March 07, 2020

Waynflete Athletic Fields, Portland


  • Preserve Size: 35 acres
  • Trail Mileage: 1 mile in network
  • Pets: yes
  • Difficulty: easy
  • Sights: Fore River, tennis courts, playing fields

Waynflete trails in red; Fore River Trails in blue

When the gates are opened to the private school’s playing fields and tennis courts on the Fore River, the public is welcome to walk along the school’s small but pretty trail system. Dogs are allowed, too, as long as they don’t go on the fields. I tried to find out information about when the gates are opened, but was unsuccessful! From the gate to the view of the river and Thompson’s Point, it’s just over .5 miles.

Additionally, the trail system here is very close to the Fore River Trail.

Directions: The address is 283 Osgood Street in Portland. Turn onto Hobart Street from Congress Street. In .3 miles, turn right onto Osgood Street and drive to the gates.


Let me know if you have any trail updates or corrections!