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Martha’s Vineyard is one of the best places to visit in Massachusetts. It’s known for its New England influence, seafood, pristine non-industrial buildings and ability to take visitors away from the real world. It falls into the category of escapes like the charming Mackinac Island or picture-perfect Kennebunkport. Hotels aren’t really “hotels”, they are like big cozy homes where guests are treated to homemade breakfast and baked treats. When booking a trip to Martha’s Vineyard, it’s not too challenging to find a dreamy place, but these hotels rank at the top.
Vineyard Square Hotel and Suites
Classic blue-grey shingles and white trim take Vineyard Square to a harmonious blend of cottage and hotel. A roofed porch sits at the top of multiple levels opening up the views of the famous vacation island. Breakfast is on the house and quite impressive with petite homemade quiche, ham croissants, overnight oats, quinoa and so on.
Winnetu Oceanside Resort
With that same cottage appeal and some interesting angled rooflines, rooms are light yet cozy, with some featuring fireplaces and classic New England style. Private cottages are onsite as well. Visitors will always have something to do, from lounging by the two heated pools or in the hot tub, joining the free yoga class, hitting the tennis courts to just relaxing on the porch and playing giant chess.
Mansion House Inn on Martha's Vineyard
The name says it all—it’s a stunning clapboard mansion with historic roots. Decor stays consistent not only with the area, but with the past, as gorgeous wood floors span through the massive estate, and soaking tubs along with fireplaces up the cozy factor. But the most exciting room features would have to be the balconies that peer toward the water on the sound and the rooftop lounge area. A mineral spring-fed indoor pool resides inside the health club.
Harbor View Hotel
Water views truly take any hotel to another spectrum of awesome, as it does with this Victorian cottage hybrid escape. All the rooms have their own delicate style, from hints of nautical to a touch of the countryside. Imagine looking out the window toward the sparkling water and possibly even catch a glimpse of a lighthouse. An on-site pool, dining and fitness center are among other perks.
The Dockside Inn
While it doesn’t strike you from an outside glimpse, once entering this small inn, the welcoming nature is immediately captivating. Rooms feature unexpected color patterns and elegant wallpaper, while others have bay windows extending outward from the building. Sitting right in Oak Bluff Harbor, it’s fun to just sit back and watch the docks. During warmer seasons guests are treated to free ice cream, and of course, when it’s colder cookies fill in. Given its location, the beach is a short walk away, and the hotel will even provide the chairs. As an added bonus, this one sits on the lower end of the price scale.
Kelley House Hotel
Right within lovely Edgartown, the Georgian style inn was built in the 1700s, and although now polished, the antique nature shines through. While the rooms are simple, they’re nice, and little extras like night time milk and cookies, along with tea and coffee are part of a pleasant stay. The outdoor pool is accented by a convenient bar, which operates in the warmer months. And don’t forget to taste the delicious muffins served fresh in the morning!
Ashley Inn
Like coming to visit grandma, except a bit more elegant, this bed and breakfast has a warmth about it that just feels incredibly homey. Rooms are quite traditional with “period” furniture and wallpaper—bathrooms are a bit small but private. English influence adds to the quaintness, whether it be the seasonally offered breakfast to the afternoon tea served in the tea room of course, with light refreshments. Spend your spare time in the courtesy library or take a short one-mile walk to see Lighthouse Beach.
Lambert’s Cove Inn, Farm and Restaurant
Another precious establishment that will have you feeling like you’re at a friend’s house, Lambert’s Cove is located on several acres complete with chickens laying fresh eggs for delicious meals, gazebos, a locally fueled general store and flower gardens. Things here are sustainably focused, right down to the island sourced ingredients used in the restaurant. A private beach is steps away and you’ll also find a curved pool accompanied with a hot tub, and other generally beautiful surroundings.
Summercamp Hotel
Immediately the towering building will grab your attention—its 19th-century structure is truly unique, as each of the various rooms have tailored decor and architectural details thanks to its age-old construction. Lights from the hotel reflect off the water at night, and the porch is a serene spot to soak it all in. It’s a good pick for travelers with kids or pets, and there’s even an on-site game room.
