The Times Vintage

Upscale boutique hotel with a cafe, a chic restaurant/bar & a rooftop terrace, plus harbor views. With views of Greenport Harbor, this posh boutique hotel is 7 minutes' walk from Greenport train station, and 3 minutes by foot from the East End Seaport Museum and Marine Foundation. Airy, sophisticated rooms, some with harbor views, offer free Wi-Fi, smart TVs and coffeemakers. Complimentary amenities include an area shuttle, loaner bikes and limited parking. A furnished rooftop terrace features a bar and fire pits. There's also a cafe and a chic restaurant/bar.

A cozy gem with a globally inspired brunch menu, refreshing drinks, and a friendly vibe, perfect for a relaxed meal on the patio or inside.

Anker is a chill seafood spot in downtown Greenport with a great rooftop deck, where fresh catches meet excellent cocktails and friendly service.

This charmingly retro 1950s hotel boasts minimalist rooms, a vibrant pool, and an unbeatable location just steps from Greenport's eateries and beaches.

At this lively BBQ spot, you can dig into comforting brisket and pulled pork while sipping on drinks, all in a charming indoor-outdoor setting.

Claudio's serves up traditional Italian pizzas by the slice in a laid-back atmosphere, though its charm has seen better days amidst management changes.

Shucked oysters & local beers served in a snug harborside cottage with a market & outdoor seating.

Nestled in a charming mint green Victorian, this cozy bistro offers delicious seasonal New American dishes and a welcoming vibe, perfect for family dining.

Preston's is your go-to marine supply haven, brimming with everything from fishing tackle to chic boating apparel, paired with super friendly, knowledgeable staff.

New American small plates emphasizing local ingredients plus a raw bar in a modern storefront space.