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

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

Every hiking trail on Martha's Vineyard: 220+ miles across 114 properties. Menemsha Hills, Cedar Tree Neck, Felix Neck, Aquinnah, and tick safety tips.

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 mountains, but plenty of variety: coastal bluffs, salt marshes, pitch pine forests, freshwater ponds, and glacial meadows packed into 87 square miles. No trail here is beyond a family or a beginner.

Dirt road winding through wooded trails on Martha’s Vineyard
Mid-island · the woods roadPhoto by MV Vacation

Two hundred and twenty miles of trail across 114 properties, and most days you will have this one to yourself.

Filmed April 2024The island moves on: shops, signs and prices may differ from what you see here. The text of this guide was checked September 2026.

When to Hike + Tick Safety

Hiking trail at Cedar Tree Neck Sanctuary
Cedar Tree Neck · the shaded milesPhoto by MV Vacation

September and October are the hiking window: mild days, thin crowds, and the ticks finally stand down.

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. Every time: 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): views over Menemsha Harbor, the Elizabeth Islands and 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.

Cliffs along the Menemsha Hills trail
Menemsha Hills · the north shorePhoto by MV Vacation

Down from Prospect Hill to the boulder beach, past the 19th-century brickworks chimney.

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.

Full guide: Felix Neck trails, ospreys and kayak tours.

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 views down the south shore to the Atlantic. WWII Army Signal Corps remnants at summit; the Radar Hill site later served as a radar station from 1952 to 1959. Off Tabor House Rd; a 400-foot hardened universal-access trail starts at the Radar Hill lot, the longer walk from the Pasture Road trailhead. 148.9 acres. Dogs leashed April to September.

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. The forest began in 1908 as a reserve for the heath hen; the last one, Booming Ben, was seen here on March 11, 1932, and a plaque and sculpture off the bike path mark the spot.

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.

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The Preserves Most Visitors Never Find

Beyond the famous four, the Land Bank and Sheriff’s Meadow Foundation keep dozens of smaller preserves open dawn to dusk, free, with a trailhead sign and a bike rack and not much else. An old Appalachian Mountain Club guide to the island covers most of them, and its trail notes still hold; its dog rules do not, so the rules below are the current ones from each owner as of September 2026. Every one of these is on the free TrailsMV app.

The beach at the end of the Cedar Tree Neck trail
Cedar Tree Neck · where the trail endsPhoto by MV Vacation

Woods to water in 1.7 miles: the White Trail finishes on a wild Sound beach with Cape Cod across the water.

11 PRESERVES
EDGARTOWN · 150+ ACRESCaroline Tuthill Preserve

Oak and pitch pine, wooded wetland and salt marsh along Sengekontacket, half a mile west of the Triangle on the Edgartown–Vineyard Haven Road. The Garrett Family Trail is a self-guided nature walk; a 1.35-mile purple loop was built for mountain bikes and the other trails link to the Beach Road bike path. No dogs.

EDGARTOWN · ABOUT 20 ACRESSheriff’s Meadow Sanctuary

The foundation’s first property: the meadow and old ice-house pond that Henry Beetle Hough and Elizabeth Hough bought in 1958 with the proceeds of a book, then chartered a foundation to hold in 1959. Planting Field Way, 0.2 miles to the kiosk, a flat half-hour walk from downtown. No dogs.

EDGARTOWN · 27 ACRESQuenomica Preserve

The Land Bank’s 2022 purchase on Edgartown Great Pond, and the newest walk on this list: park at the trailhead 0.45 miles down Meetinghouse Way from the West Tisbury Road and it is about a mile through pasture, meadow and coastal woods to the point, with two thirds of a mile of shoreline on Meshacket and Wintucket coves and a kayak landing on the east shore. A 300-foot universal-access path to a bench has its own parking off Kanomika Road, which is also what islanders call the point. No dogs; archery hunting in season.

OAK BLUFFS · 71.9 ACRESTrade Wind Fields Preserve

Sandplain grassland around a working 2,200-foot grass airstrip the Land Bank has kept flying since it bought the field in 1989; the loop around the runway is the island’s favorite dog walk. Dogs under immediate control year-round. Bikes allowed.

TISBURY · 93 + 91 + 39.5 ACRESTisbury Meadow, Ripley’s Field and Wompesket

Three linked Land Bank preserves off State Road and Lambert’s Cove Road where up-island begins: Tisbury Meadow’s hilltop pasture kept short by the Land Bank herd, Ripley’s Field with 70 feet of ups and downs, and Wompesket’s oval wet meadow loud with birds, reached from the Blackwater Pond trailhead. Dogs leashed at Tisbury Meadow and Ripley’s, under control at Wompesket. Bikes allowed.

WEST TISBURY · 27.6 ACRESChristiantown Woods Preserve

A short loop bought to keep the woods behind the 1829 Christiantown chapel and the Wampanoag burial ground free of houses; Christiantown itself was a mile-square grant in 1659 to four Wampanoag men who had converted to Christianity, the "praying Indians" of the colonial records. Walk quietly here and stay on the paths. Hikers may walk Indian Hollow Road itself despite the signs on the land beside it. Dogs under immediate control.

WEST TISBURY · 173.7 ACRESSepiessa Point Reservation

Two miles of shore on Tisbury Great Pond, a sandy point at the end, a canoe and kayak landing and the best west-facing sunset in the chapter. New Lane off the Edgartown Road, 1.2 paved miles then dirt. Parts of the beach close for nesting shorebirds. Dogs leashed April to September, under control otherwise.

CHILMARK · 100+ ACRESMiddle Road Sanctuary

Two parcels on the terminal moraine joined by a trail easement, with the strenuous yellow trail rewarding you at the King’s Highway end with views over Chilmark Pond, Black Point Pond and Tisbury Great Pond. Small lot on the south side of Middle Road near Tabor House Road. Check the trailhead sign for the dog rule.

CHILMARK · 28.5 ACRESGreat Rock Bight Preserve

A boardwalk and 1,200 feet of trail down to 1,300 feet of Vineyard Sound beach below the great rock, on land once farmed by Rebecca Amos, who was enslaved, married a Wampanoag man and died a free landowner. Parking is tiny and the Land Bank warns you may be turned away in summer. No dogs April to September.

CHILMARK · 66.7 ACRESFulling Mill Brook Preserve

Quiet woodland along the brook where Benjamin Skiffe built a mill in 1694 to pound wool into felt. Trailhead on Middle Road, bike rack at the South Road end. Dogs leashed April to September.

AQUINNAH · 5.4 ACRESEast Pasture Preserve

Small and worth the drive: half a mile into Aquinnah from the Chilmark line on State Road, right on East Pasture Road, right on East Pasture Way, left into the trailhead. A short trail drops with a stream under footbridges and along a boardwalk to the salt marsh, Nashaquitsa Pond opening up ahead, and a signed public landing on Menemsha Pond at the bottom. Dogs leashed year round; no hunting.

Two rules cover almost everything above: the Land Bank publishes a dog policy for every property (immediate control, leashed, or no dogs in the nesting months), and Sheriff’s Meadow allows no dogs at all on most of its sanctuaries, Caroline Tuthill and Sheriff’s Meadow included. Bring a printed map or the app; cell coverage in the middle of the island is thin, and the smaller trailheads have room for four or five cars at most.

Quick Picks

Trail through Felix Neck Wildlife Sanctuary
Felix Neck · the meadow pathPhoto by MV Vacation

A hundred bird species and the island’s easiest wild mile; four dollars at the gate.

06 PICKS
OCEAN VIEWSMenemsha Hills

Prospect Hill, 308 feet, looking out over the Sound.

BIRDING Felix Neck

100+ species and active osprey nests over Sengekontacket.

FAMILIESSheriff’s Meadow

0.6 flat free miles, walkable from downtown Edgartown.

SUNSETSepiessa Point

West-facing over Tisbury Great Pond.

TRAIL + BEACHLong Point

Ocean surf and freshwater pond swimming at the end of one walk.

SOLITUDEFulling Mill Brook

Quiet Chilmark woodland along a 1694 mill brook.

Where to Stay PDF (in-article)

By Difficulty

Menemsha Hills shoreline at golden hour
Menemsha Hills · golden hourPhoto by MV Vacation

Time the descent right and the north shore does this.

03 TIERS
EASY Flat and under a mile

Sheriff’s Meadow (0.6 mi), Mytoi (0.5 mi), Priester’s Pond, Fulling Mill Brook.

MODERATE The classic loops

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 The long ones

Menemsha Hills full loop (about 3 mi, 383 ft gain), Cape Poge beach walk (3.5 mi of soft sand), Cross-Chappaquiddick (6 mi).

Practical Info

Know Before You Go

Practical trail notes

MAPS

The free TrailsMV app works offline; the Land Bank map lives at mvlandbank.com, and the "Walking Trails of MV" pocket guide is at Bunch of Grapes or Alley’s.

DOGS

Varies by property: Land Bank mostly allows them, Sheriff’s Meadow requires a leash, the Trustees prohibit them at Long Point and Mytoi, and Felix Neck bans all pets.

PARKING

Free at most trailheads, but the lots hold 15 to 20 cars. Arrive early in summer.

HUNTING

October through December (not Sundays): wear blaze orange.

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

More outdoors: our guide to kayaking Martha's Vineyard, our mountain biking trails guide, and if you're planning an extended stay, our 3-day Martha's Vineyard itinerary.

Book Martha’s Vineyard Experiences

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Edgartown Lighthouse is climbable daily in summer, roughly 10 AM–4 PM, with the shortest waits right at opening. Small admission ($5 at last check). Staff may close the door a few minutes early.

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Disclaimer: The information in this article is provided for general guidance only and was accurate at the time of writing. Beach conditions, hours, prices, lifeguard schedules, ferry fares, and business operations change frequently and without notice. Ocean swimming carries inherent risks including rip currents, undertow, and cold water shock. Always verify current conditions with official local sources before your visit. MV Vacation assumes no responsibility for any loss, injury, or inconvenience resulting from the use of this information. Swim only where lifeguards are on duty, supervise children at all times near water, and follow all posted safety signs.
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