Autumn is a beautiful time to travel in New England. The leaves turn, the air is crisp, and the crowds are gone. Martha’s Vineyard is a different place in the Fall than it is in the Summer, which is why it is one of our favorite times to visit. We put together the perfect itinerary for an autumn trip to Edgartown, Martha’s Vineyard, so read on to get some ideas for your next New England weekend getaway.

Getting to Edgartown, Martha’s Vineyard

If you’ve been following along on our summer adventures over the past few months, you know that we are huge fans of Cape Air. Cape Air is a local carrier that offers daily flights from Boston to Martha’s Vineyard, Nantucket, Provincetown and many more places. We love their convenient routes and quick flight times, and when that is combined with the fact that it will most likely be just you and the pilot onboard, it is the only way to fly in a socially distant fashion these days. Cape Air flies to Martha’s Vineyard year-round, so it is a great option for anyone living in downtown Boston who wants to optimize their weekend getaway for maximum time on the island.

Why Visit Edgartown

Edgartown is our all-time favorite town on Martha’s Vineyard. It feels the most removed from the hustle and bustle of daily life and is filled with gorgeous historic captain’s homes and its location on the East end of the island gives it sweeping water views and not to mention the quaint Chappaquiddick Island is just a three-minute ferry ride away.

The scenery, the shopping, the dining and the overall ambiance make Edgartown a very special place to be and we keep coming back year after year.

Where to Stay in Edgartown, Martha’s Vineyard

The grand dame of Edgartown has always been the Harbor View Hotel. And a few years ago, this grand old hotel got a much-deserved facelift by its new owners. Bernard Chiu and his team gave this historic property a chic top to bottom update, implemented some amazing new amenities and revamped the food and beverage program significantly.

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The Harbor View Hotel is a must for the luxury traveler looking for that classic New England experience, when you arrive at the property, it feels as if you’ve stepped into an old friend’s family summer home, it’s familiar, glamourous and comfortable all at the same time. The rooms are luxuriously appointed with excellent linens, toiletries and technology. The views are impeccable no matter where you are situated, with either pool, ocean or town views. And the staff are incredibly well trained, attentive, and courteous.

Be sure to enjoy breakfast each morning at their main restaurant, Bettini. Everything is cooked to perfection and presented well. Indulge in some eggs, avocado toast or some pancakes for a luxe start to the morning.

Then afterwards, take out one of the complimentary Mercedes vehicles for a little exploring around the island. And when you come back be sure to save some time for a bike ride around Edgartown in the hotel’s photogenic bikes.

Dining in Edgartown, MVY

Edgartown has lots of dining options, with everything from pizza, to pub fare to seafood to fine dining. Here are a few can’t miss recommendations:

Bettini

If you are staying at the Harbor View Hotel, you have to book a dinner at their signature restaurant as well. Bettini’s menu is New England inspired, with an international flair. Again, just like breakfast, expect perfection in every dish. From the freshly shucked oysters to the roasted salmon, not one bite will disappoint.

19 Raw Oyster Bar

If you are looking for more of a “scene” head to 19 Raw Oyster Bar for some oysters and some drinks. With lots of patio space, enjoy a night out with friends at the ever-popular spot. Stick to the raw bar and their cocktails you will have a great time.

The Newes From America Pub

Pretend you’re a sea captain, just returned from a long voyage and head to the Newes From America for classic Yankee pub fare. Whether you go for a burger, a sandwich or some clam chowder, your taste buds will thank you. Everything is exactly as it should be at this historic pub, the classic interior and the friendly service is what makes restaurants like these the classics that they are.

For more ideas on where to go on Martha’s Vineyard check out our posts about visiting Vineyard Haven and a last minute trip to MVY.