Tucked-Away Coastal Escapes in Long Island, New York

You know that feeling when you’re sitting on your living room floor, to-go coffee abandoned, half-watching true crime, and suddenly the city’s noise feels like it’s pressing in from every side? Truth: sometimes the only fix is a place where the loudest thing is a seagull or your own laughter. That’s what these tucked-away coastal escapes are for: keeping you sane, sun-kissed, and just a little smug about knowing the best-kept secrets in Long Island.

1. Shorecrest Bed & Breakfast, Southold

Shorecrest Bed & Breakfast, Southold
© ILoveNY.com

Picture yourself waking up in a sun-washed room that smells faintly of lavender and old books. Shorecrest Bed & Breakfast is the kind of place where you actually want to linger in the garden before doing anything else. Hydrangeas everywhere, and the bay just close enough to hear when you’re quiet.

The owner leaves homemade scones next to the French press, and somehow everyone at breakfast keeps their voices low, like it’s a secret club. Built in the 1860s, the house still creaks in the friendliest way. You can walk to a tiny private beach, or just sit with a borrowed paperback and pretend you live here.

Southold itself is a bit of a time warp, in the best way. Try the local oysters at lunch, then bike past vineyards nobody back home will ever believe are this close to the city. Don’t miss the Goldsmith’s Inlet; if you know, you know.

2. The Baker House 1650, East Hampton

The Baker House 1650, East Hampton
© www.bakerhouse1650.com

Did anyone ever tell you that luxury doesn’t have to mean cold museum vibes? The Baker House 1650 feels like the kind of retreat you’d find in a Jane Austen novel; if Jane Austen had spa treatments and Wi-Fi. The staff? Effortlessly gracious, but never hovering.

Mornings start with a breakfast so good it almost makes you forgive their croissants for being prettier than your entire apartment. You can wander through their gardens, read by the pool, or have a real conversation with your own thoughts in the quiet library.

East Hampton is all about those little moments: catching the light in old trees, or spotting a celebrity in sunglasses at the bakery. The house itself is history with good bones, tracing back to 1650. A fun fact: rumor has it George Washington once slept nearby. You might not rule a country, but you can at least rule your Saturday.

3. The Menhaden Hotel, Greenport

The Menhaden Hotel, Greenport
© ELLE Decor

What’s the opposite of a chain hotel? The Menhaden, hands down. You walk in and immediately feel like you’ve made a smart choice: think New England chic without the fuss. The lobby almost dares you to Instagram it, but nobody will judge if you just sit and take it in.

Upstairs, the rooms are bright, clean, and surprisingly calming. There’s a rooftop deck with views you’ll want to bottle for winter. Greenport itself keeps things interesting with a carousel, excellent coffee, and enough quirky shops to make you forget your inbox exists.

If you’re into boats, the harbor is right there; grab a dockside lobster roll or watch the sunset with a glass of local wine. The Menhaden may arrange short rides, so treat yourself to an impromptu vineyard crawl. Who says you can’t have it all?

4. Shelter Island

Shelter Island
© Harbor Knoll

Ever fantasized about disappearing for a weekend, no texts, no city horns? That’s Shelter Island. It sits between the North and South Forks and is only available to those willing to catch the ferry, a small inconvenience for a big sense of peace.

There’s a real blank-slate energy here. Rent a kayak and drift through Mashomack Preserve, or bike past weathered fences and wildflowers. If you want, you can hit Sunset Beach, but honestly, the best moments happen when you’re not chasing anything at all.

Locals will tell you about stories from the 1800s, when the island was a summer escape for city dwellers already tired of everyone else. Plus, it’s home to over 20 miles of coastline, most of it so quiet you’ll swear you discovered it yourself. Not bad for a place you can’t even drive straight onto.

5. Fire Island

Fire Island
© Mortons on the Move

Forget what you know about Long Island traffic. Fire Island is car-free, which means the loudest thing you’ll hear is your own flip-flops. The vibe? Think throwback beach town, but with more rainbows and better sunscreen.

You hop on a ferry and suddenly deadlines float away. Stroll to the Fire Island Lighthouse (built in 1858) or watch the deer wander between bungalows. Each community has its own flavor, and the island’s 31-mile stretch promises space for both solitude and spontaneous ice cream runs.

Cherry Grove and Ocean Beach offer people-watching gold. Or keep things quiet in Kismet. Bonus trivia: the lighthouse used to guide whaling ships before guiding slightly hungover weekenders. Make time for the sunsets; everybody claps, and nobody apologizes for it.

6. Cedar Beach, Mount Sinai

Cedar Beach, Mount Sinai
© BeachSearcher

If you ever needed proof that not all beaches require fighting for towel space, Cedar Beach is it. Locals love it for sunrise walks and almost-private stretches of sand. The water stays gentle, the café’s breakfast sandwich is criminally underrated, and the whole place feels like a well-kept family secret.

You’ll see fishermen casting off the jetty, kids building sandcastles, and the rare bold soul braving a dawn paddleboard session. There’s a nature walk nearby, with interpretive signs that make you feel smarter with every step. Parking is easy (miracle on Long Island) and the vibe stays mellow even in July.

Mount Sinai itself isn’t flashy, but that’s kind of the point. The beach has weathered storms and generations of summer gossip since the 1930s. Come for the calm, stay for the cinnamon buns at the stand. It’s the little things.

7. West Meadow Beach, Stony Brook

West Meadow Beach, Stony Brook
© AllTrails

Some places just feel like home; West Meadow Beach is that for people who secretly want to retire at 35. The sand stretches out with tidal pools where kids (and let’s be honest, adults) hunt for tiny crabs.

The historic cottages lining the perimeter date back to the early 20th century, and local lore says moonlit walks here have started more than one romance. There’s a mile-long boardwalk if you need a thinking spot, or you can just let your feet sink into the mud and remember what being grounded actually feels like.

Stony Brook has a low-key energy that’s all about community: think open-air concerts and a science center that lures both kids and the perpetually curious. Best kept for days when you need perspective and salty air. Bring a friend, or don’t.

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