October in Billings is one of my favorite seasons. The air crackles, the colors pop — and every hike feels like a gift before snow covers the world. Here are a few trails I’ve been enjoying lately (ones I haven’t featured before), plus cozy stops for warming up afterward.
A shorter but beautifully rugged trail with great views, especially toward the cliffs and canyon.
A peaceful riverside stroll in crisp air, with golden leaves mirrored in water and the sound of the river ever-present.
Skyway Drive Trail
Easy, quiet, and perfect for low-stakes walks when you want fresh air without a big effort.
Pictograph Cave State Park Trail
Short, family-friendly, and full of story — walk through history and beauty in one go.
Coulson Park Trails
More of a “connect with nature” walk than a mountain scramble. Trees, river views, and calm pacing.
Black Dog Coffee House — A familiar, cozy spot with good brews and a friendly vibe.
Marble Coffee Co. — Sleek, comfortable, just the kind of place to linger with a latte.
Maple Moose Coffee & Pop Shop — If you’ve got grandkids or want something playful, this spot combines retro soda shop flair with good coffee.
Rail Line Coffee — Great little downtown spot, strong coffee, and a mission behind their work.
Mazevo Coffee — Clean, modern, with plenty of space to rest, chat, or plan your next hike.
Layer up. Mornings can be frosty; afternoons might warm up.
Good boots + microspikes. The trails can get slick or muddy.
Bring a snack + thermos. A little hot chocolate or soup in a thermos feels heavenly post-hike.
Invite the grandkids. Even a short loop is a perfect mini adventure for little legs (and huge hearts).
Take your time. One of the best parts of fall hiking is soaking in the silence, the gold, the quiet shift before winter.
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