Oak Bluffs Town Hall & Fire Station // 1882

Located at the heart of Oak Bluffs, this modest, wood-frame building has held some of the most important civic and cultural uses on the island. Built in 1882, the growing town of Cottage City (later renamed Oak Bluffs), which separated from Edgartown, needed a new town hall and fire station with the rapid development caused by summer visitors and increased year-round residents. After WWII, the property was renovated and expanded to allow space for a small police department in the building as well. In 1966, a new town hall was built across from the ferry pier at the waterfront, and the town soon after sold the former, outdated building, and two years later, it was purchased by The Cottagers, Inc. The Cottagers, Inc., is a philanthropic organization founded in 1955 by a group of African-American women who owned cottages or homes on Martha’s Vineyard. The social group provided a safe space for the growing Black community who lived on and visited Martha’s Vineyard. The building remains as an iconic landmark not only for its historical use and architecture, but as a symbol of the diversity and the black community in the small island town.

“Seas the Day” Cottage // 1875

This quaint little summer cottage in Wesleyan Grove was built in 1875 for Hanson Arnold, a merchant and methodist from Woonsocket, R.I. The home is typical of many other summer cottages in Oak Bluffs on Martha’s Vineyard, with its delicate stick work, turned posts, full-length porch, and second story balcony with pierced bargeboards. The home was at one point named “Seas the Day”, a trend of naming the cottages occurred sometime in the 20th century by families who summered on the island, many incorporating the family’s name somehow. The home was restored recently with all new detailing and a reversion back to the original porch configuration.

Aunt Georgia’s House // c.1880

Located on the iconic Circuit Street in Oak Bluffs, this Eclectic Victorian cottage has a storied past related to Black history on the island. Even though Oak Bluffs was a relatively safe place for African Americans to be, there were still limits on their rights. In some parts of Oak Bluffs there were laws that said that certain property could only be owned by whites. The island became a vacation spot for thousands every summer in the 19th century and seeing a lack of options for Black travelers, Mrs. Georgia O’Brien and Ms. Louisa Izett began to operate an inn for people of color. The inn was one of two such residences in Oak Bluffs and has since been listed on the African American Heritage Trail of Martha’s Vineyard. The home has since been named the Tivoli Inn and retains much of the original gingerbread trim. In recent years, Martha’s Vineyard was given the nickname, “The Black Hamptons,” due to its popularity as a place for wealthy African-Americans to vacation, it remains a very diverse island in summer months.

Governor Oliver Ames Summer House // 1878

This stunning Victorian home in Oak Bluffs on Martha’s Vineyard was built in 1878 as a summer home for Oliver Ames (1831-1895), a businessman, investor and Governor of Massachusetts. Oliver Ames was the son of Oakes Ames, who is credited by many historians as being the single most important influence in the building of the Union Pacific portion of the transcontinental railroad. After his father’s death in 1873, Oliver Ames became the executor of his father’s vast estate and business dealings, and spent vast sums of money on properties in the places he lived including North Easton, MA, Boston and Martha’s Vineyard. He summered at this large home fronting the ocean in Cottage City, then a part of Edgartown. He decided to run for state senate in 1879, after he was unsuccessful in securing passage for the separation of the Martha’s Vineyard community of Cottage City, where he owned a summer house, from Edgartown. Winning election, he saw through the incorporation of the town (now known as Oak Bluffs). Ames served as the Governor of Massachusetts between 1887 and 1890, and continued to summer in his beachfront home during that time. The eclectic Victorian home blends many popular styles at the time from the Shingle style with the continuous shingle siding, the Stick style with the delicate stick-work at the veranda, to Queen Anne with its asymmetric massing and square tower.