The Long Wind in the Willows Walk, Maidenhead

🥾 Walking route

The Long Wind in the Willows Walk, Maidenhead

Windsor and Maidenhead

  • 📏 6.2 km · 3.9 mi
  • ⛰ +277 m
  • ⏱ 1 hr 45 min
  • 🐕 Dog friendly

Walk stats

  • Distance6.2 km · 3.9 mi
  • Elevation+277 m
  • Duration1 hr 45 min
  • DifficultyModerate
  • Route typeLinear
  • TerrainWoodland paths and hillside tracks with a steady climb onto Winter Hill
  • Best seasonSpring for bluebells, autumn for beech colour
  • DogsDog friendly, though woodland tracks can be muddy and some sections cross open ground where livestock may graze

About this walk

Starting in the riverside village of Cookham, this linear walk climbs steadily onto Winter Hill, one of the finest viewpoints above the middle Thames, where the land drops away to a broad sweep of the river valley below. The route pushes on through Water Orbs and into the beech-clad slopes of Quarry Wood, a name that will be familiar to anyone who knows its literary associations with Kenneth Grahame.

From Quarry Wood the path threads through High Wood and into the wider expanse of Bisham Woods, an ancient woodland complex draped across the chalk hills. Expect leaf-strewn tracks, dappled light between tall beeches, and occasional glimpses out towards the Thames as the trail undulates south.

The walk finishes in Bisham, close to the river and within reach of Taylor Island, Pigeonhouse Wood, Inkydown Wood and Hardings Green Common if you fancy extending the day. At 6.2 km with a respectable 277 m of ascent, it is a compact but properly hilly outing, best tackled at an unhurried pace to enjoy the woods and the views.

Route map

Route line drawn from OpenStreetMap footpath data. Numbered markers are waypoints on the route; amber star markers are points of interest a short detour away.

Waypoints along the route

7 waypoints along the way

  • 1

    Start: Cookham

    • Start

    The start of the route.

  • 2

    Winter Hill

  • 3

    Water Orbs

  • 4

    Quarry Wood

  • 5

    High Wood

  • 6

    Bisham Woods

  • 7

    Finish: Bisham

    • Finish

    The end of the route.

Worth a short detour

Points of interest just off the route, look for the amber markers on the map.

  • Kenneth Grahame

    ~212 m off the route

  • Taylor Island

    ~283 m off the route

  • Pigeonhouse Wood

    ~414 m off the route

  • Inkydown Wood

    ~493 m off the route

  • Hardings Green Common

    ~266 m off the route

Route & waypoint data © OpenStreetMap contributors (ODbL).

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The Long Wind in the Willows Walk, Maidenhead · Great Scenic Journeys