Cheshire Cat Loop

Cheshire Cat Loop in Squamish is a short, fun forest wander that feels more like exploring a hidden corner of the woods than tackling a big mountain objective. At 4.7 km with about 182 m of gain and a high point around 356 m, it’s an easy loop that most walkers can finish in around an hour and a half, with time to stop and look around. It’s usually quiet too, so you get that “alone in the forest” vibe without having to drive far from town.

The trail winds through classic Squamish rainforest, with roots, moss, and enough little ups and downs to keep your legs awake without ever feeling intense. People often compare the mood to something out of Jurassic Park, and on a rainy day it really does feel like that: big trees, dripping ferns, and mushrooms everywhere if you hit it in the right season. The loop is shared with mountain bikers and can get narrow in spots, so it pays to stay aware and step aside when you hear bikes coming.

Recent hikers report the Cheshire Cat Loop trail is in good shape, even in wet weather, though it can be slick and muddy in places after rain. It’s easy overall, but finding the start can be confusing; you’ll want to head under the bridge near campsite 5 and watch for the carved face by the maintenance road to know you’re on track. May through September is the most popular window, but the loop can be enjoyable year-round with proper waterproof footwear, extra care on roots, and a headlamp if you’re starting late on those classic gloomy Squamish evenings.