The African American Heritage Trail of Martha's Vineyard: Sites, Stories and Tours (2026)
Shearer Cottage, Dorothy West, the Inkwell and 30 marked sites across the island: how to walk or tour the African American Heritage Trail of Martha's Vineyard.
Walk around the Gingerbread Cottages in Oak Bluffs on this virtual tour. Starting in the early 1800’s a group of Methodists started holding regular meetings on this site. It grew into a seasonal community of fancifully ornate summer cottages centered around a tabernacle that still operates as a meeting place and holds church services. The Cottages are home to an annual “Illumination Night” every August, an event dating back to the late 1800’s in which all of the homes are covered with japanese lanterns, and every home lights them simultaneously. The lighting is preceded by a performance from a big band in the tabernacle and is a piece of Americana straight out of a Norman Rockwell painting.
Location: Gingerbread Houses Oak Bluffs Walking Tour Martha's Vineyard , Massachusetts, USA
Keep Reading
Continue Exploring Martha's Vineyard
Exploring the town? Start with our complete Oak Bluffs guide: food, beaches, parking 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.
