Cape Cod Editor Picks

This 19th-century, English-style inn is unmatched on the island for comfort, style, and attention to detail. Each of the 25 richly hued rooms is individually decorated with period furniture (even the tea caddy is an antique) and the staff is both vigilant and accommodating.

For top-tier service without the “top-tier” price tag, head to the Mansion House – their concierges are both knowledgeable and eager to acquaint guests with the island. Casually sophisticated rooms are outfitted with plasma TVs, soaking tubs, and fireplaces. The beach is within walking distance.

Quite possibly the most affordable accommodation on the Vineyard, cottage-style Nashua House is within walking distance of the beach, shops, restaurants, and the Campground cottages. The 17 sunny rooms are clean and cozy – the only downside is the shared bath.

Adding credibility to the island’s name, this winery – owned and operated by the Mathiesen family since 1971 – produces seven types of wines, including the more-than-worthy Chenin Blanc. After a free tour and tasting, pick up a bottle to bring home.

Still in operation after 150 years, the scrupulously maintained Gay Head Lighthouse is a national landmark. Tour it at sunset for impressive views of Gay Head Cliffs and the Vineyard Sound.

Curious about the evolution of Martha’s Vineyard? Over 30,000 artifacts ranging from paintings, sculptures, and costumes to decoys, hunting tools, and fishing boats, provide a comprehensive look at the island’s history.

This 40-mile beach extending from Chatham to Provincetown is the Cape’s most popular summer attraction.

Summer is the prime time to spot whales; tours leave from Hyannis and Provincetown; book in advance to secure your spot.