Share this starter pack

The Christopher Hotel

A beautifully restored inn in the center of Edgartown. I stayed here because I wanted to explore Martha’s Vineyard on foot, and nearly everything I wanted to see was within walking distance. The wraparound porches, black shutters, and historic details make it feel deeply connected to the town rather than separate from it.

Old Whaling Church

One of the most memorable interiors I visited on Martha’s Vineyard. The church’s remarkable restoration brought back its original trompe l’oeil painted details, creating the illusion of elaborate classical architecture where there is no carved woodwork. The result is both grand and surprisingly serene. Tours are offered through the Vineyard Trust and provide a wonderful opportunity to learn about the building’s history and restoration.

Shirt Tales

The best souvenirs become part of your everyday life. Shirt Tales has been making classic Martha’s Vineyard apparel for decades, and the simple designs feel just as relevant today as they did years ago. Several people told me I’d still be wearing this sweatshirt ten years from now—and I believe them.

Lennox & Harvey: General Goods for Home, Beach & Body

I stopped in for a quick look and left with a green striped tea towel that somehow made it all the way home with me. Lennox & Harvey is a thoughtfully curated general store with a mix of home goods, clothing, books, and everyday objects. The kind of shop where even the practical things feel special.

The Christopher Hotel

A beautifully restored inn in the center of Edgartown. I stayed here because I wanted to explore Martha’s Vineyard on foot, and nearly everything I wanted to see was within walking distance. The wraparound porches, black shutters, and historic details make it feel deeply connected to the town rather than separate from it.

Old Whaling Church

One of the most memorable interiors I visited on Martha’s Vineyard. The church’s remarkable restoration brought back its original trompe l’oeil painted details, creating the illusion of elaborate classical architecture where there is no carved woodwork. The result is both grand and surprisingly serene. Tours are offered through the Vineyard Trust and provide a wonderful opportunity to learn about the building’s history and restoration.

Shirt Tales

The best souvenirs become part of your everyday life. Shirt Tales has been making classic Martha’s Vineyard apparel for decades, and the simple designs feel just as relevant today as they did years ago. Several people told me I’d still be wearing this sweatshirt ten years from now—and I believe them.

Lennox & Harvey: General Goods for Home, Beach & Body

I stopped in for a quick look and left with a green striped tea towel that somehow made it all the way home with me. Lennox & Harvey is a thoughtfully curated general store with a mix of home goods, clothing, books, and everyday objects. The kind of shop where even the practical things feel special.