Winnick Woods & Cross Hill

These trails travel through scenic woods and wetlands, and include many bridges and boardwalks.
Trail Activity
Hiking Mountain-biking Snowshoeing
5.9 miles, Network
Cape Elizabeth
Dirt/Forest Floor, Boardwalk/Bog Bridging


The town-owned Winnick Woods includes extensive woodlands, wetlands, a pond, and a meadow. Grades on the trails can be steep. Many bridges and boardwalks have been constructed. A large portion of these trails were recently machine-built primarily for mountain biking use and are a favorite destination for local mountain bikers.

The trail network includes the Cross Hill Trails, on land owned by the town and protected by an easement held by CELT. The Cross Hill Trails offer additional access to the network, including off of Wells Road, Cross Hill Road, and at the end of Hawthorne Road.

Trail Manager

Visit the Town of Cape Elizabeth online for more information or contact:

Town of Cape Elizabeth

Town of Cape Elizabeth
PO Box 6260
Cape Elizabeth, ME 04107
Phone: (207) 799-0115
View website

Cape Elizabeth Land Trust

Cape Elizabeth Land Trust
330 Ocean House Road
Cape Elizabeth, ME 04107
Phone: (207) 767-6054
View website

Nearby Events


Trail Tips

Leave What You Find
Avoid the introduction or transport of non-native species. Use local firewood from within 50 miles and clean, drain, and dry water equipment when moving between water bodies.
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Trailhead Information

From the intersection of Sawyer Road and ME-77 in South Portland, follow Sawyer Road south 1.3 miles and look for the parking area and trailhead on the left. Coming from the South, follow Sawyer Road nor from its intersection with ME-77 in Scarborough for 2.1 miles and look for the parking and trailhead on the right.

Street parking is also permitted near trailheads in the Cross Hill neighborhood except where otherwise signed.

Click on a parking icon to get custom directions
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January 11, 2021
Beautiful day in the 20*s-30*s F. Icy and muddy . Good trail system, main trails marked with colored diamonds....., side trails, cut-off trails not marked...confusing without studying map. MT bikers, hikers and dogs (including ours). Varied terrain through woods with exposed roots, rock, ledge, mud, boardwalks and soft forest floor. Mostly single track from what we did but some woods roads. Moderately easy trail. Back Cove is easy, you can't push a baby carriage on this trail without difficulty.
September 22, 2020
This is a go to walk for me. Nice trail with lots of variety. It can get a bit busy with hikers and bikers. No real signage on the trails but using the emap in Maine Trail Finder and GPS is sufficient.
September 03, 2018
The trail map at the trailhead looks a bit different from what's on this site (will post a pic for reference), and it's not marked as well as some other trails I've been on, but it's otherwise a great trail. Passed maybe eight or nine bikers- trail is very well packed down and good for that activity. Lots of people on it on a Friday evening, but the parking was ample. There aren't any spectacular views but it was bugless and still a pleasant forest walk for me.
April 30, 2018
Great little loop of a trail. Easy to get lost so be sure to make note of the trail markings. Nice field opening at the beginning of the trail so bring a picnic! Surprisingly quiet on a Saturday mid-day in April.
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