Like all of Martha’s Vineyard, Menemsha Hills was crushed, carved, and shaped by thousands of years of glacial advance and retreat. Today an array of mini-environments comprise a rugged, pleasant landscape: low wetlands, woodland groves leading to a hilltop, wind-blasted coastal plains, a rocky ocean edge, and 308-foot Prospect Hill.

Hike three miles of trails past holly, high-bush blueberry, and more than a few boulders and glacial erratics. Follow the Harris Trail to the top of the hill, which affords spectacular views of the Menemsha harbor entrance, the Elizabeth Islands, and Gay Head Light. Descend through the woodlands and hardy seaside groundcover to coastal bluffs overlooking Vineyard Sound to the rocky north shore beach—possibly one of the quietest seaside landscapes on the island—and enjoy the view or cast a line. Continue your hike to the historic Brickyard.

FREE to all.

Open year-round, daily, sunrise to sunset. Allow a minimum of 1½ hours.

We welcome school and youth groups for experiential educational programs. Please visit our Education Page for details and to initiate a visit request.

North Road
Chilmark, MA 02535
Martha’s Vineyard
Telephone: 508.693.7662
Email: longpoint@thetrustees.org

Get directions on Google Maps.

From State Rd. in West Tisbury, turn right onto North Rd. west toward Chilmark and follow for 4.7 mi. Entrance and parking (20 cars) are just past Tabor House Rd. on right.

The property offers a portable toilet, bike racks, and benches along the trails.

To view or download a trail map, click here.

• Bikes and horseback riding not permitted, year-round.
• Our trail system runs through several unique and fragile habitats. Please help us preserve these valuable ecosystems and hike only on designated trails.
• Poison Ivy and ticks are abundant along trail edges.
• Authorized seasonal hunting is allowed on this reservation with written permission for a limited number of hunters through a deer management program administered by The Trustees. Per MassWildlife regulations, hunting is permitted from the first Monday in October through December each year, from ½ hour before sunrise all day until ½ hour after sunset, Monday through Saturday. Hunting is not allowed on Sundays. Signage is posted at the property listing safety precautions and requirements. Learn more about hunting on Trustees properties. Any questions may be directed to The Trustees at info@thetrustees.org.
• PHOTOGRAPHY: We ask that photographers or their clients become Contributing Level Members before conducting portrait sessions at this property. Click here for more information, and to request permission for any portrait sessions. The Trustees of Reservations reserves the right, and may give permission to its designated photographers and videographers, or to outside media, to photograph or video visitors and program participants at all its facilities and properties.