31 Reasons to Visit Nantucket This Fall

An ever-evolving menu crafted by Chef Gabriel Frasca offers a twist on coastal classics. Just be sure to book ahead.

Regarded as the best Thai food on the island, Siam to Go operates out of a small countertop hidden inside the Nantucket Ice Rink. Crispy spring rolls and chicken satay are the ideal addition to a cozy night in.

The house eatery for the sprawling White Elephant Inn, this watering hole boasts a sweeping view of Nantucket Harbor and their own fleet of Hinckley Yachts. For a break from town, visit the hotel’s sister restaurant, Toppers at The Wauwinet Hotel, overlooking Nantucket Bay.

Usually a bustling hub for young islanders to congregate after a day at the beach, the fall season brings mulled wine and cider to the menu and a more relaxed atmosphere to the outdoor enclave. This year, the brewery will also be breaking into the whisky business with their own Notch Single Malt.

The Morning Bun is the must-have pick-me-up for the early riser at this breakfast boîte.

This picturesque farm stand is a great spot to pick up homegrown eggs, honey, vegetables and flowers—and, in the winter months, Christmas trees. Those taking an extended stay on-island can also opt for a membership to the farm for a weekly box of goods.

The family name you’ll see on many menus on the island, Bartlett’s has been a trusted purveyor of farm-grown vegetables and flowers for decades. During the fall season, expect to find an array of seasonal treats including apple cider and in-season cranberries.

The more casual sibling restaurant to Straight Wharf, this fish market-style hangout serves up simply prepared local catches alongside a top-notch wine selection. No blazer required. 

Located across from one another on the unmistakably shell-covered Old South Wharf, these small shingled boîtes compliment each other with O Bar serving as a quick stop for cocktails and bites while awaiting a dinner reservation, and Bar Yoshi as the main event. 

The awning outside may read “Boarding House,” but it’s now known as The Pearl. The Nantucket mainstay was recently reimagined to offer a wider array of cocktails and fusion dishes. Make sure to order the off-menu burger.

Additional Activities

With over 9,000 acres of protected land, the island has no shortage of stunning, low-impact hikes. Among the favorites are Sanford Farm and Tupancy Links, both of which end with breathtaking seaside views. Also worth noting is Altar Rock, which culminates at one of the island’s highest points. Guided maps for all trails are accessible through the Nantucket Conservation Foundation app, ACK Trails.