Martha's Vineyard Hiking Trails: The Complete Guide (2026)

Martha's Vineyard has 220+ miles of trails across 114 properties managed by five conservation organizations. Roughly 40% of the island is permanently protected. No towering peaks, but an astonishing diversity: coastal bluffs, salt marshes, pitch pine forests, freshwater ponds, and glacial meadows packed into 87 square miles. Every trail is accessible to families and beginners. Here's the complete 2026 guide.

When to Hike + Tick Safety

September–October is ideal: pleasant temps (65–74°F), fewer crowds, lower tick activity, fall color. Ticks are the #1 safety concern: alpha-gal positive tests at the island hospital (from Lone Star tick bites) surged from 2 in 2020 to 523 in 2024. Non-negotiable: permethrin-treated clothing, DEET repellent, full-body tick checks after every hike, dryer on high 20 min. Download the free TrailsMV app. Works offline (critical for up-island where cell coverage fails).

Best Hikes by Area

Menemsha Hills: The Island's Best Hike

AllTrails 4.8/5 (349 reviews). 211 acres, about three miles of trails. Prospect Hill (308 ft): panoramic views of Menemsha Harbor, Elizabeth Islands, Gay Head Lighthouse. Harris Trail to the summit, continuing down to the rocky beach past 19th-century ruins with 45-ft brick chimney. 383 ft elevation gain. Most strenuous hike on MV. ~20 car parking off North Rd. Free. Dogs on leash. Allow 90+ min.

Cedar Tree Neck Sanctuary, West Tisbury

400 acres. White Trail (1.7 mi) through oak/beech/cedar forest to coastal bluffs with Cape Cod views. Waterfall, cranberry bogs, stone walls. ~2.5 mi total network. Free, 8:30 AM–5:30 PM, year-round. Dogs on leash. No swimming at beach.

Felix Neck Wildlife Sanctuary, Edgartown

194 acres, 4 mi of trails along Sengekontacket Pond. 100+ bird species, active osprey nests. $4 adults, $3 kids. Old Farm Road is stroller-friendly. No dogs.

Long Point Wildlife Refuge, West Tisbury

632 acres. 2-mile trail to Atlantic beach + freshwater Long Cove Pond. Advance reservation required mid-June–Sep. Parking $25 non-members. Walk/bike free. Free library passes available. No dogs ever.

Peaked Hill, Chilmark

Island's highest point: 311 feet. 1.7-mile loop with panoramic south shore/Atlantic views. WWII Army Signal Corps remnants at summit. Off Tabor House Rd.

Waskosim's Rock, Chilmark/West Tisbury

185 acres. 3 miles through meadows and ridgelines to a 14-foot glacial erratic split down the middle. Marked the colonial-era English/Wampanoag boundary. 17th-century homestead remnants (cellar holes, stone walls). Free.

Aquinnah Headlands

South Head Trail (0.9 mi, year-round) descends to Moshup Beach beneath the 130-ft Gay Head Cliffs. North Head Trail (~1.0 mi) with lighthouse views, open Sep 15–Jun 14 only. Summer parking $35/day. Do not climb cliffs or remove clay.

Manuel F. Correllus State Forest

5,300 acres, island's largest conservation area. 14 miles of trails through pitch pine woodland. Fire Road Loop (3.0 mi) and Red Trail (3.6 mi). Best shade on hot days. Free. Dogs on leash. Easy to get disoriented; carry a map.

Chappaquiddick

Cape Poge: 516 acres, 7-mile barrier beach. 3.5 mi one-way through soft sand to lighthouse. Walk/bike free. Poucha Pond: 2.1 mi out-and-back through grasslands. Cross-Chappaquiddick Trail: 6 mi connecting multiple preserves. All free. Full Chappy guide.

Quick Picks

• Best ocean views: Menemsha Hills (Prospect Hill 308 ft panorama)
• Best birding: Felix Neck (100+ species, osprey nests)
• Best for families: Sheriff's Meadow (0.6 mi, flat, free, walkable from Edgartown)
• Best sunset: Sepiessa Point (west-facing over Tisbury Great Pond)
• Best near a beach: Long Point (trail + ocean surf + freshwater pond swimming)
• Best solitude: Fulling Mill Brook (quiet Chilmark woodland along a 1694 mill brook)

By Difficulty

Easy: Sheriff's Meadow (0.6 mi), Mytoi (0.5 mi), Priester's Pond, Fulling Mill Brook. Moderate: Felix Neck (2.2 mi), Cedar Tree Neck (2.5 mi), Sepiessa Point (2.5 mi), Peaked Hill (1.7 mi), Trade Wind Fields (3.0 mi). Challenging: Menemsha Hills full loop (about 3 mi, 383 ft gain), Cape Poge beach walk (3.5 mi soft sand), Cross-Chappaquiddick (6 mi).

Practical Info

Maps: TrailsMV app (free, offline), Land Bank map at mvlandbank.com, "Walking Trails of MV" pocket guide at Bunch of Grapes or Alley's. Dogs: Varies by property. Land Bank mostly allows dogs, Sheriff's Meadow requires leash, Trustees prohibit at Long Point/Mytoi, Felix Neck prohibits all pets. Parking: Free at most trailheads but lots are small (15–20 cars). Arrive early in summer. Hunting season (Oct–Dec, not Sundays): wear blaze orange.

For getting around: car-free guide and VTA schedule. For beaches at trail's end: every beach ranked.