Your leaf-peeping road trip does not need to begin with 47 open tabs.
 
Whether you have five days or two full weeks, this guide gives you a thoughtfully mapped starting point for chasing fall color through cozy towns, mountain roads, covered bridges, national parks, and the Maine coast.
 
Choose the 5-day coastal route from Boston through Portsmouth, Portland, Camden, and Acadia National Park, or take the 14-day adventure through the Catskills, Berkshires, Vermont, the White Mountains, coastal Maine, and Boston. Follow the routes as written or build your own trip around the places that excite you most.
 
Inside, you’ll find scenic drives, charming towns, memorable hikes, cozy stays, local food, coffee stops, coastal detours, and the hidden gems that deserve their own place on the itinerary.
 
🍁 Two Fall Itineraries — A 5-day coastal route and an expansive 14-day New England adventure.
🏘️ Small Towns Worth Visiting — From Woodstock and Stowe to Portsmouth, Camden, and beyond.
🥾 Hikes & Outdoor Adventures — Waterfalls, mountain trails, scenic overlooks, and Acadia favorites.
☕ Food & Coffee Stops — Diners, bakeries, lobster shacks, cider mills, and memorable local restaurants.

🏡 Places to Stay — Inns, hotels, cabins, campsites, and unique stays across the region.
🗺️ Hidden Gems & Scenic Detours — Covered bridges, pottery studios, vintage shops, ferry rides, farms, museums, and coastal towns.
🎵 Road Trip Playlist — A curated soundtrack to press play on before you hit the road.
🔗 Helpful Planning Links — Park passes, reservations, camping resources, trail tools, and more.
 
Why This Guide?
Saves you hours of research and dozens of open tabs.
Combines iconic fall destinations with local stops you may not find through a basic search.
Gives you structure without turning your vacation into a rigid checklist.
Helps you build a trip around your timeline, energy, and favorite kinds of stops.
 
How It Works
Add the guide to your cart and check out.
Instantly receive your downloadable PDF.
Choose your route, start booking, and make the trip your own.
 
$20 — Instant Download
Spend less time planning where to go and more time deciding which sweater to pack.
 
Note: These guides will be reviewed annually to keep recommendations and planning information as current as possible.
 
Adventure Kindly!