
Sometimes all you need to recharge your batteries is three days and an unforgettable destination. With its salty sea air, charming cobblestone streets, and a slower pace of life, Martha’s Vineyard is the perfect place to head for a weekend getaway. Whether you arrive by ferry or plane, the New England island feels like a world away from ordinary life the minute you arrive. Position yourself to enjoy the best the Vineyard has to offer by booking your stay at Vineyard Square Hotel & Suites. To help you plan a vacation that’s equal parts relaxing and adventurous, we’ve put together this sample Friday to Sunday itinerary.
Friday: Arrive & Explore Edgartown
While you can’t check in to your room until 3 p.m., that doesn’t mean you have to wait until then to start having fun. Stop by to drop off your bags, then set off to explore Edgartown. Treat yourself to some retail therapy at local shops, like The Black Dog and Edgartown Books. Go for a walk to Edgartown Lighthouse, one of the best spots to enjoy golden-hour views over the harbor. Enjoy a delicious meal at Chesca’s Restaurant, which is found right at our Edgartown hotel. We recommend turning in early so you can rest up for a Saturday full of fun.
Saturday: Discover the Magic of the Vineyard
Saturday is likely your only full day on the Vineyard, which means it’s the perfect time to explore some of the attractions and sights the island has to offer. Before you get too far into your adventures, fuel up at a local coffee shop like Espresso Love. Once you’re properly caffeinated, set off on memorable adventures. Popular options include:
1. Seeing the famous colorful clay cliffs in Aquinnah
2. Going on a sightseeing tour with Martha’s Vineyard Sightseeing Bus
3. Fishing with a local charter
4. Going for a ride on the Flying Horses Carousel
5. Exploring the Manuel F. Correllus State Forest
6. Taking in the colorful gingerbread cottages that make up part of the Martha’s Vineyard Camp Meeting Association
7. Taking in the sunset on a cruise with Mad Max Charters
You’re sure to get hungry throughout your adventures. Luckily, there are plenty of incredible places to eat all over the Vineyard. Try some of the best lobster rolls at Square Rigger Restaurant, or stop by a cafe like Rosewater Market. End your day with a nightcap at nearby Rockfish.
Sunday: A Slow Farewell
On your final day, enjoy a delicious breakfast at Edgartown Diner before going for one last walk along the shoreline at Joseph Sylvia State Beach, which was a main shooting location in Jaws. As you head out of town, swing by any of the above attractions you didn’t get to visit on Saturday.
Book Your Martha’s Vineyard Vacation in Edgartown

Before you can create your own perfect Martha’s Vineyard weekend getaway itinerary, you need to book your accommodations. There’s no better place to stay than Vineyard Square Hotel & Suites. Our boutique hotel features well-appointed accommodations that are perfect for groups of all sizes. With fantastic on-site amenities and cost-saving special offers, we have everything you could want from a home away from home. Call 508-627-4711 to learn more.















