Martha's Vineyard Bike Routes and Cycling Guide (2026)
Cycling Martha's Vineyard in 2026: 32+ miles of bike paths, 5 routes from easy family rides to the 60-mile island loop, rental prices, and e-bike rules.
This ride winds through the wooded hills near Menemsha on Martha's Vineyard, with plenty of twists, turns, and climbs (enough to make you work for it) and shade most of the way. One important note before you pack the bike: the Trustees' Menemsha Hills Reservation does not allow bicycles on its trails at any time of year, so save the reservation itself for a hike. For legal riding with real climbs, head for the quiet up-island dirt roads or the mountain-bike trails of the Correllus State Forest, and use the video below for a feel of the up-island terrain.
Keep Reading
Continue Exploring Martha's Vineyard
⚠️ Safety Notice: Martha's Vineyard roads, especially up-island, can be narrow and heavily trafficked during summer months. We strongly recommend sticking to the island's dedicated bike paths rather than riding on roads shared with motor vehicles. If you must ride on roads, wear a helmet, use lights, and exercise extreme caution. Cycling conditions change seasonally; always check current trail and road conditions before your ride.
Exploring the area? Start with our complete Chilmark guide: food, beaches and the local rhythm, all in one place.
Island Tip of the Day · Timing
The Chappy Ferry has short waits early morning and after 5 PM. Midday summer weekdays: 20–30 min wait. Peak weekends: over an hour. Only 3 cars fit per crossing.
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.
