Posted on August 30, 2013 and last updated on June 17, 2019

Winslow Park, Freeport


  • Preserve Size: 90 acres
  • Trail Mileage: ~2.5-mile loop
  • Pets: yes
  • Difficulty: easy
  • Sights: ocean views, sandy beach, playground

In the summer, this is a very  popular town-owned park and campground, and it charges visitors a few dollars to get through the gate. From October to May, hikers, joggers, skiers and showshoers can use the trails for free. I think the off-season is the best time to come — it is still a popular spot on weekends for walkers and their dogs, but is much more serene. The views, the pier, and the sandy beach are gorgeous.

The campground roads are passable for strollers and wheelchairs, and the walking paths are pretty wide and smooth, too.

Directions: Get off I-295 at the Yarmouth/Freeport exit, and then take Route One (North if you’re coming from the south, and Route One South if you’re coming from the north.) Turn onto South Freeport Road at the blinking light, then take a right onto Staples Point Road which will take you into Winslow Park.