The Ultimate Guide to Downtown Nantucket

It can be difficult to choose where to start in a place that offers the best of everything. Plan your trip like a local to the best of Downtown Nantucket. Discover the finest restaurants, nightlife, retail, and activities located right here on our cobblestone streets. 

Everything You Need to Know About Downtown Nantucket

Our tiny island boasts some of the most sought-after eateries, shopping, and recreation in the country and we’ve found the best of the best. Discover your favorite spot on our neighborly Atlantic town. 

  • Where to Eat
    • Something Natural

If you haven’t engulfed a sandwich from Something Natural, have you really even been to Nantucket? The country setting makes for an ideal summer lunch stop with its picnic tables, tall trees, and gravel roads. Snag one of their protein-packed sandwiches, an all-natural, housemade tea, and a tasty treat from their bakery—yum.

  • Via Mare

Via Mare is one of Nantucket’s newest and most popular dining concepts. The Venetian-style restaurant offers carefully crafted small plates and an extensive wine list. The trend-setting restaurant is the place to get the freshest and most creative seafood dishes in town. 

  • The Proprietors Bar & Table

You are sure to feel right at home at The Proprietors Bar & Table. The restaurant casually combines the simplicity of Nantucket with all of the flavor you would expect from a downtown, five-star restaurant. From the mason jar glassware to the intentionally mismatched tableware to the chef-crafted shareable plates, every detail of Proprietors is thoughtfully designed. 

  • Discover the Nightlife
    • The Nautilus

Located in the heart of downtown is one of the town’s most popular restaurant bars. The Nautilus is a cozy spot to unwind with some sake or a glass of wine. Order some their top-rated small plates to share and stay awhile in this classic Nantucket lounge. 

  • CRU Oyster Bar

If shucking and shelling is your specialty, you’ll want to plan a night at CRU Oyster Bar. Its waterfront location provides the salty sights and smells of fresh Atlantic cuisine. Bask in a night of caviar, half-shells, and champagne at this trendy island restaurant.

  • Ventuno’s

The front of Ventuno’s represents a prim and proper, chic Italian eatery. The restaurant is known for exquisite meals and tempting cocktails. Venture to their back bar and be thrust into a quaint Italian bar— ci vediamo lì.

  • Where to Shop
    • Nantucket Looms

Nantucket Looms is one of the oldest shops on Main Street. The home good store supplies an array of handmade throws and woven gifts, but it’s so much more than that. Find that special something to commemorate your beach vacation during your next trip to Nantucket Looms. 

  • Milly and Grace

Forgot a beach wardrobe essential at home? No worries. Stopover at Milly and Grace. The ivy-covered entrance along with the chicly designed interior is elegantly simple and inviting. It’s, by far, one of the most adorable boutiques in town.

  • Murray’s Toggery Shop

If you’re searching for the dapper “Nantucket reds,” look no further than Murray’s Toggery Shop. The Main Street shop is the ideal stop for casual beachwear for men, women, and kids alike. Uncover your unique Nantucket style at Murray’s Toggery Shop.  

  • Things to Do in Downtown Nantucket
    • Young’s Bicycle Shop

Discover the city on two wheels with a bike rental from Young’s Bike Shop. Pick up your bike from the Broad Street shop and ride straight to ‘Sconset where you’ll spot one of the island’s many lighthouses, pristine beaches, and the rose-covered cottages.

Did you know? You can also rent Jeeps from Young’s. Experience island life at its finest with the top down and the ocean breeze in your hair.

  • Nantucket Culinary

Catch a cooking class at one of Nantucket Culinary’s exclusive events. We already know the island is the best place to spoil your inner foodie, so why not join in the fun? Current classes include summer salad staples, eating well, sip and stir, fundamentals, and much more! 

Revel in the Luxuries of Greydon House

After a long day of exploring Downtown Nantucket, you’ll want to kick your feet up in the crisply chic Greydon House. Book your stay in The Federal Suite and enjoy a private, ground-level entrance, queen-sized bed, and the finest soaps and lotions from MALIN+GOETZ. 

Greydon House spares no expense to provide the top amenities. Enjoy freshly made coffee each morning, minibars stocked with water and soda, laundry and dry cleaning services, and beach bags complete with everything you’ll need for a relaxing day at the beach. We can’t wait to welcome you to Greydon House!

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