Hinckley Park via Winnick Woods loop
Hinckley Park via Winnick Woods loop
2.9
(2)
91
runners
00:40
6.26km
40m
Running
Jog this 3.9-mile (6.3 km) moderate loop through the varied terrains of Hinckley Park and Winnick Woods, gaining 125 feet (38 metres).
Last updated: February 26, 2026
Waypoints
Start point
Parking
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3.95 km
Highlight • Parking
Tip by
6.26 km
End point
Parking
Way Types & Surfaces
Way Types
2.59 km
1.62 km
1.22 km
828 m
Surfaces
2.44 km
2.35 km
1.21 km
240 m
< 100 m
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Elevation
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Weather
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Today
Sunday 5 July
27°C
16°C
0 %
Additional weather tips
Max wind speed: 21.0 km/h
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This route was planned by komoot.
No, the 'Hinckley Park via Winnick Woods loop' is not a formally recognized single trail. Hinckley Park is located in South Portland, and Winnick Woods is in Cape Elizabeth, Maine. They are distinct trail systems, each offering its own network of trails for jogging and other activities. This Komoot route connects sections of both parks to create a longer experience.
You can find parking at Hinckley Park itself. The Highland Avenue parking area is a common starting point, especially if you plan to explore the trails that gain elevation towards Stillman Street.
Yes, both Hinckley Park and Winnick Woods are popular destinations for dog walkers. However, please ensure you observe local leash laws and clean up after your pet to maintain a pleasant experience for all users.
Both parks offer enjoyable jogging experiences year-round. Spring and fall provide beautiful foliage, but some areas can become quite muddy, so appropriate waterproof footwear is recommended. Summer is pleasant, especially in the wooded sections, and winter jogging is possible with proper gear, though trail conditions may vary.
No, there are no permits or entrance fees required to access the trails in either Hinckley Park or Winnick Woods. Both parks are open to the public for recreational use.
The terrain in both parks is varied, offering an easy to moderate difficulty level. Hinckley Park features woodland stretches, shoreline paths around two ponds, and open pastures, with surfaces including dirt, rock, grass, and gravel. Some sections have uneven, climbing paths and stairs. Winnick Woods offers woodlands, wetlands, a pond, and a meadow, with dirt paths and numerous boardwalks over wet areas. While some sections are flat, grades can be steep in places, and paths go up and down small hills.
In Hinckley Park, you'll enjoy diverse scenery including two scenic ponds fed by Kimball Brook, mini-falls, wooded areas, and open fields. Winnick Woods offers serene woods, wetlands, and an open meadow, with many bridges and boardwalks traversing these natural features. Both parks are home to abundant wildlife, making for a rich natural ambiance.
In Hinckley Park, look for picturesque overlooks of the ponds and brooks from various bridges and benches, as well as mini-falls at the outlet of each pond. Winnick Woods is known for its extensive network of boardwalks and bridges that wind through scenic wetlands and dense forests.
Yes, both Hinckley Park and Winnick Woods offer sections suitable for beginners and families. While some areas have moderate climbs or uneven terrain, both parks have multiple loop options of varying lengths and difficulties. Winnick Woods, for example, has machine-built trails like the Winnick Wander that are beginner-friendly with consistent grades.
Given the varied terrain and potential for muddy sections, especially in spring and fall, we recommend wearing appropriate trail running shoes with good grip. Layers are advisable, as conditions can change. Bring water, especially on warmer days, and consider insect repellent during warmer months. If jogging in winter, dress warmly and be prepared for potentially icy or snowy conditions.
Yes, the route also passes through sections of the Ocean St Bike Route and the Highland Avenue Bike Route, offering connections to other local pathways.
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