Things To Do

Bars & Restaurants

Bad Martha Farmers Brewery & Pizzeria

Our favorite spot to grab a beer and a pizza! Fun fact: this is where Aidan told the Bosworths of his plan to propose!

Town Bar and Grill MV

A great casual spot to grab dinner or sushi and catch a game!

The Newes From America

One of the coziest spots for October on the Vineyard and one of the best to grab a pint!

Alchemy Bistro & Bar

We especially love the cozy Back Bar upstairs

Rockfish

One of our favorite spots for dinner and drinks downtown!

19 Raw Oyster Bar

A great spot for delicious seafood and steaks! We love the lobster pappardelle

l’étoile restaurant

A beautiful spot downtown for a more fine dining experience. Make sure you try their famous Startini!

Bettini Restaurant

The restaurant at the Harbor View Hotel -- we love to grab a drink on the porch and admire the view of the lighthouse!

The Port Hunter

Probably our favorite restaurant downtown! Definitely go if you can

Pelican Club

A cute outdoor spot with great cocktails!

The Wharf

A very fun bar downtown and, famously, where the Bosworths and Cassidys went dancing the night the two families met

Things to Do

Edgartown Harbor Lighthouse

Easily walkable from downtown and open to the public on weekends!

Edgartown Memorial Wharf

We love walking around the harbor and going up onto the Memorial Wharf, where you can see beautiful views of Edgartown and Chappy

Morning Glory Farm

Morning Glory is a farm stand on the island where we love to grab baked goods and is beautiful in October

Beaches

Even in October, the beaches are beautiful to go for a walk! We love South Beach and State Beach

Hikes & Walks

We love to take advantage of the natural beauty of the island! Some of our favorite walks close to downtown are Sheriff's Meadow and the Caroline Tuthill Preserve

Bike to Chappy

Chappaquidick (Chappy) is a small island across the harbor from Edgartown, accessible by a very short ferry ride. It's a gorgeous spot to explore by bike

Oak Bluffs

While most of our suggestions are in Edgartown, we love to check out the other towns on island. We love going to Oak Bluffs to window shop, walk through the park, and check out some of the island's most fun bars!

Old Sculpin Gallery

A gorgeous gallery with local artists

The Carnegie Heritage Center

A museum of Martha's Vineyard history!