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Nantucket might be steeped in history and surrounded by New England practicality, but this island knows how to let loose and have a great time. Most of its bars and clubs are located in Nantucket Town, which means you can hop from place to place, and then walk home. Be aware that many places close in winter.

Nantucket Nightlife

Chicken Box

This rocking, 21+ joint offers everyone with a youthful spirit a cheap cover charge and a chance to dance to great live music.

14 Daves St., MA, 508-228-9717,
Tags: nightlife | swimming pool | great value | dancing | nightclub

Fifty-Six Union

It’s easy to lose yourself in their 150-variety-strong wine list, but don’t forget to spend some time perusing the dinner and brunch menus, both of which offer global, high-end cuisine like curried mussels and spicy fried rice.

56 Union St., MA, 508-228-6135,
Tags: nightlife | smart splurge | trendy | bar | culinary | notable wine list

Rose and Crown

For the past 30-something years, this laid-back bar has been the go-to spot for finger-licking pub food and live music.

23 South Water St., MA, 508-228-2595,
Tags: nightlife | lounge | bar | culinary

The 41

This bar serves – you guessed it – 41 different wines by the glass (“wine-tenders” help you pick the right one, making it perfect for connoisseurs and novices alike). Its charming, romantic décor, with accents like brick walls and oversized photographs, is worth toasting.

41 Main St., MA, 508-228-7001,
Tags: nightlife | smart splurge | trendy | notable wine list | wine bar

The Atlantic Cafe

A popular local hang-out – to really fit in, refer to it as the “AC” – this cafe is usually abuzz with regulars. After a few visits, you’ll be greeted by name and treated like family.

15 South Water St., MA, 508-228-0570,
Tags: nightlife | great value | local favorite | bar

The Summer House Restaurant

Even if you didn’t have romance on your mind when you arrived, you will when you leave thanks to the bar’s piano music, subdued lighting, and candlelight.

17 Ocean Ave., MA, 508-257-9976,
Tags: romance | nightlife | bar

Theatre Workshop of Nantucket

During the summer months, take the kids to one of the Theater’s engaging productions for children like “Story Time with a Princess,” a past performance. Kids’ products are held mid-July through mid-August.

2 Centre St., MA, 508-228-4305,
Tags: family | nightlife | theater

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