There's an unmistakable magic to autumn on the trail: crisp morning air, vibrant canopies of crimson and gold, and peaceful paths free of summer crowds. But shoulder season — that unpredictable stretch between late summer warmth and early winter chill — demands respect. Temperatures can swing twenty degrees in a single afternoon, sunny skies can quickly yield to rain or sleet, and shortening daylight hours leave little margin for error.
Getting the most out of fall starts with dialing in the right gear before you step onto the trail. Here's what we're recommending at Bill & Paul's this season.
Layer 1: Moisture-Wicking Base Layers
Ditch cotton. Merino wool and technical synthetics pull moisture away from your skin while retaining warmth even when damp — critical when sweat combined with a cold breeze can quickly become a hypothermia risk. Start with a base layer you'd be comfortable moving hard in, then build from there.
Layer 2: Insulating Mid-Layers
A compressible fleece or grid hoodie traps core body heat during summit stops and shaded descents. The key is packability — you want something that earns its weight in your pack whether you're wearing it or stashing it. Look for zip-neck designs that let you vent heat quickly when the climbing starts.
Layer 3: Weatherproof Outer Shells
Your shell is your last line of defense against sudden cloudbursts, biting wind, and wet foliage. Look for breathable waterproof membranes — you want protection without cooking yourself on the climb. A packable shell that stuffs into its own pocket is worth its weight ten times over on a shoulder season day hike.
Footwear: Grip, Waterproofing, and Ankle Support
Autumn trails are often slick with wet leaves, deep mud, and early morning frost. Grippy outsoles with deep lugs and waterproof linings aren't a luxury in shoulder season — they're essential. Pair your boots with thick merino wool socks and trekking poles to handle tricky footing with confidence.
One More Tip: Start Cold
The best shoulder season advice we can give: begin your hike wearing just enough to stay comfortable while moving. You'll warm up fast, and it's far easier to add a layer than to wring sweat out of one. Pause at viewpoints to adjust layers, keep a hot drink in your pack, and never leave the trailhead without a puffy and a shell stashed at the bottom. With the right kit, fall is the best time of year to be outside.

