Winnie-the-Pooh Trail and Goodwill Trail Loop
Winnie-the-Pooh Trail and Goodwill Trail Loop
5.0
(2872)
17,795
hikers
00:17
1.10km
10m
Hiking
Step into the Hundred Acre Wood on the Winnie-the-Pooh Trail and Goodwill Trail Loop, a truly unique and easy hiking experience in Barrington, New Hampshire. This charming route winds through a beautiful forest, offering scenic views of Richardson Pond before immersing you in the world of A.A. Milne. You'll encounter…
Last updated: June 9, 2026
Waypoints
Start point
Parking
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1.10 km
End point
Way Types & Surfaces
Way Types
624 m
456 m
< 100 m
Surfaces
461 m
< 100 m
< 100 m
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Elevation
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Monday 13 July
29°C
14°C
23 %
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Max wind speed: 18.0 km/h
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This route was planned by komoot.
The trail is located within the Goodwill Conservation Area in Barrington, New Hampshire. You can find parking at the designated trailhead for the Goodwill Conservation Area. The trail starts near Richardson Pond.
Yes, this trail is particularly appealing to families with young children due to its whimsical Winnie-the-Pooh theme and generally easy difficulty. It features interactive elements like character 'houses' and signs from the stories. However, the Winnie-the-Pooh Trail itself is not stroller-friendly due to soft terrain, roots, and rocks.
Yes, dogs are permitted on the trail, but they must be kept on a leash at all times.
Warmer months offer the full experience of the whimsical theme and natural beauty. However, be prepared for potentially buggy conditions during these times. In the right season, higher points along the trail offer amazing views. Winter hiking is possible, but conditions may vary.
No, there are typically no permits or entrance fees required to access the trails within the Goodwill Conservation Area.
The Winnie-the-Pooh Trail features soft terrain with some roots and rocks. While mostly flat, there is an easy elevation gain as it works its way up from the water level along Richardson Pond. The Goodwill Trail, which forms part of the loop, also includes some elevation gain and features like an old stone wall.
The primary draw is the unique Winnie-the-Pooh theme. You'll find signs and illustrations from the original books, character 'houses' like Christopher Robin's door, Owl's bell, a Heffalump trap, and homes for Piglet and Rabbit. The natural scenery includes a beautiful forest, many rocks, tree roots, Richardson Pond, Mallego Brook, beaver ponds, and ledges. Higher points can offer great views.
No, this is a distinct trail located in the Goodwill Conservation Area in Barrington, New Hampshire, USA. While it shares the beloved Winnie-the-Pooh theme, it is not the original location that inspired A.A. Milne's stories.
The entire loop is approximately 1.1 kilometers (0.7 miles) long and typically takes around 15-20 minutes to complete at a leisurely hiking pace, not including time spent enjoying the themed elements.
Given its short length and easy difficulty, essential items include comfortable walking shoes, water, and insect repellent, especially during warmer months. If hiking with children, consider bringing snacks and allowing extra time to enjoy the interactive Pooh-themed elements.
Yes, in the right season, the higher points of the trail offer an amazing view. There is also a very steep spur trail off the Goodwill Trail that leads to a ledge outcrop with views, though caution is advised due to its steepness.
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