The Harborside Inn

Bright hotel dating from 1742, offering classic rooms, an outdoor pool & free refreshments. A 2-minute walk from the waterfront on Martha's Vineyard and 0.2 miles from the tip of Chappaquiddick via ferry, this historic hotel has been open since 1742. The traditional, homey rooms are spread across 4 buildings and feature minifridges, cable TV and free Wi-Fi. Some have kitchens or kitchenettes, and private porches with views of the harbor. Free amenities include morning coffee and tea, evening milk and cookies, and guest parking. There's a seasonal outdoor pool and a poolside bar, and biking and jogging trails are accessible from the property.

The Christopher is a chic boutique hotel in Edgartown offering bright, stylish rooms, warm hospitality, and a lovely courtyard fire pit just steps from local shops.

Elegant hotel featuring stately rooms & suites with antique furnishings, plus free breakfast. Less than a mile from downtown Edgartown, this elegant, upscale hotel is set in a 19th-century Gothic Revival home. It's 1 mile from Lighthouse Beach. The stately, plush rooms have private bathrooms and antique furniture, as well as iPod docking stations, flat-screen TVs and free Wi-Fi. Suites add living rooms with pull-out sofas; 1 also features a kitchenette. Full organic breakfast and afternoon tea are free. Public spaces include a drawing room, garden room and a porch for guest use. Bike rentals, trips on a private boat and treatments at the on-site spa are available for a fee.

A French-inspired, locally sourced menu served in a classy dining room & wine/cocktail bar.

Step into this charming diner for a nostalgic vibe and hearty American eats, from chicken and waffles to veggie options, all served with friendly smiles.

Spiffy indoor-outdoor venue for steak & seafood boasts a yacht-club vibe with Nantucket Sound views.

A menu featuring seafood towers & contemporary bistro fare in a renovated home with patio seating.

Nestled in Edgartown, The Sydney offers a cozy boutique experience with stylishly appointed rooms, delightful breakfast baskets, and a welcoming vibe that makes you feel right at home.

Seasonal New American fare & a big wine list star at this chic, romantic venue with outdoor dining.

Port Hunter is the vibrant Edgartown eatery where fresh seafood meets lively ambiance, and fabulous cocktails flow alongside local artistry and music.