Plan a Girlfriend Getaway to Martha’s Vineyard in 5 Steps or Less

Friendships are like scoops of Mad Martha’s ice cream — you can never have just one, and you probably have a few that are especially near and dear to your heart. They’ve played the part of your shoulder to cry on, suave wingwoman, and steadfast supporter, but if your closest girlfriends haven’t donned the title of “best vacation pals” yet, start coordinating calendars and plan a Vineyard-style girlfriend getaway.


A 5-Step Guide to Planning Your Martha’s Vineyard Girlfriend Getaway


Women cheers cocktails during a girlfriend getaway


1. Plan to Visit During an Annual Vineyard Festival

If the last big event you attended together was senior prom, it’s time to add some new memories to the Facebook photo album. Soak up summer sunshine on the harborfront at the Oak Bluffs Harbor Festival, or watch the paper lantern-lit Gingerbread Cottages glow on Grand Illumination Night. Arts and culinary delights are far from forgotten — feed your souls with the sound of saxophones at the Martha’s Vineyard Jazz & Blues Concert or clink glasses and sample your way through a Martha’s Vineyard Food & Wine Festival event. No matter what hooks the interest of you and your besties, you’re bound to find an island event for it.


2. Indulge in the Island’s Best Tastes

Fresh seafood is reason enough to become the latest ladies to lunch on Martha’s Vineyard, but the island’s culinary offerings go well beyond fried clam baskets. Start your day with a plate of avocado toast topped with a soft boiled egg, crumbled bits of bacon, and spicy greens at Behind the Bookstore in Edgartown (and grab a round of iced mint lattes to go while you’re at it). Stop for lunch with a waterfront view at The Seafood Shanty (home of the “best and biggest” lobster rolls) and make reservations for the tastiest farm-to-table dinner fare at State Road  — and don’t be embarrassed to return again for brunch!


3. Embrace the Art of Grown-Up RecessGirls jumping on beach in the summer

It’s rumored that girls just want to have fun, and if you’re going to tumble off a standup paddleboard in front of anyone, it may as well be your closest companions. Whether you’re collectively into kicking back on the beach or getting adventurous on the water, Martha’s Vineyard is far from short on places to play.


4. Know Where Your Cocktails Are

What are friends for, if not to help drain an Escorpion Bowl from Sharky’s Cantina? Girl talk and cocktails are as classically paired as surf and turf, and Edgartown’s walkable downtown is the perfect spot to make bar hopping a safe and enjoyable outing. Try the Famous Mojito from Alchemy or wake up your tastebuds with their Spicy Mango Margarita. We never met a martini we didn’t like from The Wharf Pub, plus, their Back Bar is an Edgartown go-to for live entertainment every night throughout the summer. And of course, you can’t go wrong with a drink on the porch from our neighbors at Chesca’s — their wines by the glass and unique Signature Cocktails are a guaranteed group-wide success.


5. Pick a Sleepover Spot at the Center of it All

Don’t let our beach chic rooms and suites or those Instagrammable balcony views fool you — we’re more than just a pretty place. Whether it’s pointing you in the direction of the nearest mani-pedi (right through our lobby) or giving you an overview of the best shopping spots to hit, bring your girlfriend getaway plans to Vineyard Square Hotel and we’ll help you create memories to last a lifetime.

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