Sepiessa Point Reservation
Easy · Mixed
An easy ~2.5-mile loop through coastal habitats along Tisbury Great Pond's coves. (Local note: AllTrails 100+ reviews rate it easy and family-friendly; wide peaceful paths)
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Moderate · 3 mi · Natural trail
A series of connected Land Bank parcels along Tea Lane in Chilmark offering trails through mature oak forest, stone-wall-lined paths, and open meadows. The area is rich in breeding songbirds and wildflowers. Multiple access points allow customizable loops.
Moderate · Mixed
A network of rugged loop trails over hilly glacial terrain ending at a rocky north-shore Sound beach. (Local note: Beautiful, well-marked but uneven moraine hike; parking is the recurring complaint)
Easy · 1.5 mi · Natural trail
Winding paths through a beloved 70-acre arboretum cultivated over decades by Polly Hill, featuring rare trees, flowering shrubs, and seasonal gardens. Self-guided walking tours meander through formal allées, open meadows, and woodland groves. A living horticultural legacy on Martha's Vineyard.