Top things to do in Up Island

Top Choice American in Chilmark & Menemsha

Chilmark Tavern

There's only one real restaurant in Chilmark, but it happens to be one of the best on the island. The Chilmark Tavern does upscale New American cuisine with minimal pretention. Each plate, from pork chops with musta…
Top Choice Beach in Chilmark & Menemsha

Menemsha Harbor & Beach

Virtually unchanged since it appeared in the movie Jaws 40 years ago, Menemsha is a relaxing outpost to explore. Basin Rd borders a harbor of fishing boats on one side and dunes on the other, ending at the public Me…
Landmark in Aquinnah

Aquinnah Cliffs

Also known as the Gay Head Cliffs, these clay cliffs, overlooking a 5-mile-long beach, were formed by glaciers 100 million years ago. Rising 150ft from the ocean, they're dramatic any time of day but are at their ve…
Lighthouse in Aquinnah

Gay Head Lighthouse

Built in 1844 with a state-of-the-art Fresnel lens, this red-brick structure on the Gay Head Cliffs is arguably the most scenic lighthouse on the Vineyard. In 2015 it was carefully moved 134ft back from its eroding …
Historic Building in West Tisbury

Grange Hall

The 1859 Grange Hall is a historic meetinghouse, most visited these days for markets and events. This post-and-beam structure is also a venue for concerts, lectures and other events.There's usually something interes…
Market in West Tisbury

West Tisbury Farmers Market

Be sure to head to the Grange Hall in the center of West Tisbury on market days for fresh-from-the-farm produce. The best time to go is Saturday, when it's a full-on community event, with live fiddle music and alpac…
Seafood in Chilmark & Menemsha

Menemsha Fish Market

On a cold day, warm up with some chowder or opt for a super-fresh lobster roll at this rustic, no-frills, year-round fish market in Menemsha. Or go the whole hog for sunset-watching and get a full lobster clambake f…
Nature Reserve in West Tisbury

Polly Hill Arboretum

This 60-acre refuge celebrates woodlands and wildflower meadows, and is particularly pretty in the fall. The visitor center is open from 9:30am to 4pm from Memorial Day to Columbus Day. You can explore on your own o…
Sandwiches in West Tisbury

7a Foods

A purveyor of all things farm-to-table, 7a Foods is run by locals with excellent food and farming pedigrees (co-owner and chef Dan is a Culinary Institute of America graduate). Stop by for coffee, baked goods, sandw…
Antiques in Chilmark & Menemsha

Creekville Antiques

If you're looking to take home a real piece of Martha's Vineyard history, this is the place. The shop is small, but every item is a treasure, especially the extensive collection of historic paintings of the island. …