The Green Mountain Adventure Challenge is a multi-day, self-guided puzzle quest across Southern Vermont’s Green Mountains. Start at the West Dover Inn and expect a mix of hiking, local history, and clue-solving over 2–3 days.
More ways to explore the area's outdoor wonders
A thin mist lifts off a side valley as you sign in at the West Dover Inn; the first clue feels like a dare from the mountains. The Green Mountain Adventure Challenge moves you through forested slopes, old stone walls and quiet village streets where every mailbox or mile marker could be a piece of the puzzle. Nature here nudges you onward — a brook edging the trail, cold and insistent; the ridgeline pushing views out toward distant peaks.
Difficulty
moderate
Duration
2–3 days
Fitness Level
Moderate — regular hikers who can handle uneven trails, short steep sections, and multi-hour days will do best.
Wildlife
History
The challenge weaves local 18th–19th century settlement history and Indigenous Abenaki presence into its clues, using actual sites and stories from Southern Vermont.
Conservation
Stick to established trails and public rights-of-way; practice Leave No Trace and avoid disturbing historic sites or private properties during the quest.
Reserve your spot on the Green Mountain Adventure Challenge Passes today and enjoy a trusted, highly rated experience designed to help you make the most of your adventure.
Start at the West Dover Inn
Check in at the designated desk in West Dover to receive registration details and your first clues before heading into the field.
Bring navigation backups
Carry a paper map and a charged phone or GPS device; cell coverage can be intermittent on ridgelines and in valleys.
Dress for variable weather
Layered clothing and a waterproof shell will keep you comfortable through sudden Vermont showers and temperature swings.
Respect private land
Follow posted signs and stay on public rights-of-way; many clues sit near private properties—ask permission if needed.
Sturdy hiking shoes
Provide traction on wet roots, rock and uneven forest paths found on route.
Water bottle or hydration system
Multiple hours of walking and puzzle stops require regular hydration—carry at least 2 liters per person for longer days.
Portable phone charger (power bank)
Keeps devices powered for digital clues, navigation, and emergency calls when away from services.
Headlamp or flashlight
Useful if you’re solving clues into dusk or navigating trail sections after dark.