The Movie Bar Room at The Gallery Hotel
Greenport
Art lovers will feel right at home at The Gallery Hotel, located on Greenport’s lively Main Street. With 10 rooms in total, the eccentric getaway is part hotel, part contemporary art gallery, featuring a collection of works from a slew of artists. Think of it as a post-hipster hideout with a mid-century modern flair. The hotel’s colorful KonTiki restaurant, open Memorial Day through autumn, serves up eclectic Asian fare, and is the perfect spot to order a coconut cocktail or tropical tiki-inspired drink. Film buffs won’t want to miss the onsite Movie Bar Room, complete with a stocked bar and projector, allowing guests to screen their favorite movies from Netflix or Apple TV.
B-Bar at Montauk Yacht Club Resort & Marina
Montauk
The Montauk Yacht Club Resort & Marina is an award-winning hotel that has been wooing guests for nearly a century. The oceanfront property is revered for effortlessly capturing the ease of Montauk living and translating it into an unforgettable experience. Here, adventure and relaxation are alive and well. Shaking up the essence of “Old Montauk,” B-Bar recalls Montauk’s rum-running past with authentic South Fork accents, sweeping views and delicious cocktails. After spending a day soaking up the sun, pull up a seat at the oval-shaped bar and sip on a refreshing cocktail creation.
The Speakeasy at Jedediah Hawkins Inn
Jamesport
Boutique properties don’t get more charming than Jedediah Hawkins Inn. Nestled on Long Island’s North Fork, the inn once served as Captain Jedediah Hawkins’ home, tracing its roots back to 1863. The inn is surrounded by 22 acres of farmland and lush gardens, the retreat is known for its rustic charm, hospitable staff and delicious fare that pays homage to the East End’s rich agriculture. Hawkins was an abolitionist and used the inn’s legendary speakeasy as a stop on the Underground Railroad. Other stories claim he was a gunrunner, which may justify the space’s secret passages and trapdoors. Whatever the explanation, today The Speakeasy offers guests a cozy spot, featuring flagstone walls and old brick and timber from the barn. Order a glass of wine from a neighboring winery or a concoction mixing some local spirits.
