3.1
(19)
86
hikers
01:34
5.94km
50m
Hiking
Embark on the Winnick Woods Long Loop, an easy 3.7-mile (5.9 km) hike that takes you through varied landscapes in Cape Elizabeth. You will gain 157 feet (48 metres) in elevation, typically completing the route in about 1 hour and 33 minutes. The trail winds through dense woodlands before opening…
Last updated: April 23, 2026
Waypoints
Start point
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288 m
Highlight • Trail
3.29 km
Highlight • Trail
Tip by
5.56 km
Highlight • Forest
Tip by
5.94 km
End point
Parking
Way Types & Surfaces
Way Types
5.94 km
Surfaces
5.89 km
< 100 m
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Elevation
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Sunday 24 May
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38 %
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Max wind speed: 14.0 km/h
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This route was planned by komoot.
The full Winnick Woods Long Loop is approximately 5.9 kilometers (3.7 miles) and generally takes about 1 hour and 30 minutes to 1 hour and 40 minutes to complete at a moderate hiking pace. This duration can vary depending on your speed and how often you stop to enjoy the scenery.
The trail offers a varied terrain, including wooded paths, open meadows, and wetlands. You'll encounter dirt and soft forest floor, but also sections with exposed roots, rocks, and ledge. Numerous bridges and boardwalks help navigate wet areas. While generally easy, some grades can be moderately steep.
Yes, the Winnick Woods Long Loop is generally considered easy to moderate, making it suitable for beginners and families. While some sections have moderate grades, the overall experience is accessible. For a particularly beginner-friendly option, look for the 'Winnick Wander' within the network, which has fewer challenging roots and steep inclines.
The trail passes through diverse habitats, including woodlands, meadows, and wetlands. Keep an eye out for red-tailed hawks in the open meadows and various bird species like nuthatches and brown creepers in the forests. You'll also find a wide variety of flora, including berries, trees, shrubs, flowers, and colorful mushrooms throughout the seasons. The route also passes by a small pond.
Yes, the Winnick Woods trail system is popular with dog walkers. Dogs are generally welcome, but please ensure they are kept on a leash and that you clean up after them to maintain the trail's cleanliness for all users.
The Winnick Woods Long Loop can be enjoyed year-round. Each season offers unique scenery, from vibrant spring blooms and lush summer greenery to colorful autumn foliage. Winter hiking is also possible, though trail conditions may vary with snow and ice, so appropriate footwear is recommended.
Parking is available at designated trailheads for Winnick Woods. While specific parking details are not provided in the trail data, local resources like capeelizabeth.gov often provide detailed information on access points and parking facilities for local trails.
Winnick Woods is a preserved parcel of land open to the public. There are no permits required or entrance fees to access the trails. It's part of a community-supported greenbelt system.
Yes, the Winnick Woods Long Loop is part of a larger network of trails. It connects to the broader Cape Elizabeth Greenbelt system, including the Cross Hill Trails, Dyer-Hutchinson Farm, and Leighton Farms, offering extensive exploration opportunities and potentially extending your hike up to 7.7 miles. The route itself also passes through sections of the Davis Parcel Trail, Cross Hill Connector, Dyer Hutchinson Trail, and Davis Forest Trail.
The trail itself is a highlight, offering diverse scenery through Winnick Woods. It also connects to the Winnick Woods Greenbelt Trails and the Cross Hill Trails, which can offer additional scenic elements like juniper, wildflowers, and potential views of the Spurwink Marsh.
While the trails are generally well-maintained, some users have noted that maps posted at the trailhead can be confusing. It's recommended to use a navigation app like komoot, AllTrails, or Maine Trail Finder on your phone to help with wayfinding and ensure you stay on your intended route.