Calderwood Trails

(Calderwood Preserve in yellow (its accessible portion in orange), Chase Reserve in green, East Freeport trails in blue, road section in red.)

As of 2025, the Calderwood Preserve, with frontage on Maquoit Bay, has a 0.3-mile accessible loop of packed gravel with several benches and a picnic table. The portion of trail on the bay runs along a high, forested bluff, with views through trees. You can make your way down to the ledgy seaside via a non-accessible side trail and stairs.

The Calderwood land is part of the East Freeport trail network protected by the Freeport Conservation Trust. After you do the seaside loop, you can go for a longer walk across the road, linking up with the the East Freeport trail network or the adjacent Chase Reserve.

Note: if you do head off to hike the East Freeport trails, you will have to do some of your walking on dirt and paved roads. When you come onto Moose Crossing, take a left to walk a quarter mile or so to Litchfield Road, and go right. You can catch the trail again shortly, at the end of the street on the left.

Directions: Calderwood is on Flying Point Road near the Brunswick town line. Park in the large parking lot on the south side of Flying Point Road. There’s also a parking area at the Chase Reserve trailhead.