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T+L's Definitive Guide to Martha's Vineyard


Photo: Gabriela Herman


The island has no shortage of charming seaside inns. Here, five that top our list.

Beach Plum Inn: There’s a lot to love about this seven-acre hilltop retreat overlooking Menemsha Harbor, from its clutch of country cottages, where interiors are artful studies in pastels, to the restaurant’s panoramic water views and alpaca pen. Bonus: free passes to the private Lucy Vincent and Squibnocket beaches. Chilmark. $

Charlotte Inn: Towering linden trees frame the clapboard façade of this 1864 merchant’s house. The lobby is full of 19th-century oil paintings and Edwardian objets d’art; upstairs you’ll find 19 intimate rooms done up with plush canopy beds, grandfather clocks, and vintage steamer trunks. $$$

Dockside Inn: At this seaside Victorian Revival, a stone’s throw from the Oak Bluffs ferry terminal, wide wraparound porches are ideal for watching boats sail in and out of the harbor. The backyard garage is stocked with beach necessities, from ice chests to sand toys and loungers, and a 1956 Rolls-Royce is on hand for a spin around the island. Oak Bluffs. $

Hob Knob: Playful elements—dog-shaped lamps; chintz wallpaper—make the Hob Knob ideal for travelers seeking a whimsical alternative to the island’s old-school inns. Take a fishing trip around Vineyard Sound on the hotel’s 27-foot Boston Whaler—and bring back your catch for dinner. Edgartown. $$$

Winnetu Oceanside Resort The 54-suite Winnetu is as close as the Vineyard gets to a mega-resort, with a library, fitness center, and vast lawn outfitted with a nine-hole putting green and a turtle pond. The hotel is just a 250-yard walk from South Beach. $$

Hotel Pricing Key
$ Less than $200
$$ $200 to $350
$$$ $350 to $500
$$$$ $500 to $1,000
$$$$$ More than $1,000


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