Boutique Escapes & Iconic Stays: The Ultimate Martha’s Vineyard Hotel Guide

Photo Credit: Amy Lutz/Shutterstock.com

There’s something about Martha’s Vineyard that makes time slow down in the best possible way. Maybe it’s the breeze off the harbor in Edgartown, or the sound of bike tires on cedar-shingled streets. Maybe it’s the way morning light spills over Oak Bluffs or how the cliffs of Aquinnah glow at golden hour. Whatever it is, this island has a rhythm all its own—equal parts classic New England charm and effortless summer glamour. Whether you’re hopping between farmstands and lighthouses, tucking into oysters with your toes in the sand, or checking into one of the island’s newly reimagined inns, here’s how to do Martha’s Vineyard right. 

Harbor View Hotel

Photo Credit: Harbor View Hotel

If you want old-school Vineyard glamour with all the modern bells and whistles, Harbor View is it. This Edgartown icon has been around since the 1890s, but a recent renovation gave it a fresh, coastal-chic glow-up—think Frette linens, Nespresso machines, and sprawling harbor views. It’s polished without feeling precious, with a heated saltwater pool, yacht charters at the ready, and a front porch that feels made for golden-hour spritzes.

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Winnetu Oceanside Resort

Photo Credit: Winnetu Oceanside Resort

There’s something wonderfully nostalgic about Winnetu—it’s the only full-scale resort on South Beach, but it still feels like a summer dream you had as a kid. Families love it, yes, but it’s also luxe in a way that doesn’t scream for attention. You’ve got sweeping ocean views, vintage fire truck rides, clambakes under the stars, and enough space to feel like the entire coastline is yours.

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Faraway Martha’s Vineyard

Photo Credit: Matt Kisiday

Faraway is where historic charm meets boutique cool. It’s a campus of reimagined 18th-century buildings right in the heart of Edgartown, but everything about it feels fresh and quietly elevated—from the courtyard pool to the curated interiors that nod to global travelers and coastal creatives. It’s the kind of place that turns a quick weekend trip into a story you’ll tell over martinis for years.

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The Charlotte Inn 

Photo Credit: The Charlotte Inn/Facebook

The Charlotte Inn is pure storybook romance. It feels like you’ve stepped into another century—where every detail, from the art-lined hallways to the manicured garden courtyards, whispers of quiet luxury and timeless taste. It’s impossibly elegant without trying too hard, the kind of place where you half expect to see a letter on linen stationery waiting at your door. You’re right in the heart of Edgartown, but it feels like a secret. No kids, no noise, no phones at dinner—just grown-up beauty, impeccable service, and a sense that nothing rushed ever happens here.

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Hob Knob

Photo Credit: Hob Knob/Facebook

Hob Knob is that rare kind of luxury that feels personal. Set in a 19th-century Gothic Revival home just a short stroll from downtown Edgartown, it blends historic charm with the kind of quiet, thoughtful touches that make you feel instantly at ease—Frette linens, botanical bath products, and sunlit rooms you’ll actually want to spend time in. Mornings start with farm-fresh breakfast and end on the wraparound porch with a glass of wine and the soft hum of island life in the background. The team here gets it—they’ll book your boat charter, bring your coffee early, or let you linger long after checkout. It’s polished without ever trying too hard. Refined, cozy, and quietly one of the island’s best-kept secrets.

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