winter weekend

Though we love our summers and the folks that they bring, winter weekends on Martha’s Vineyard have their own magic. The busy vibe is replaced with relaxation mode, and the peaceful crash of ocean waves isn’t muffled by the buzz of beach crowds. Compared to the summer, it’s like having the island to yourself! That’s why winter can be one of the best times to plan a romantic weekend.


How can you make the most of a short romantic jaunt this time of year? We have some suggestions to help you enjoy a winter weekend getaway in and around Edgartown.


Bundle Up and Get Outdoors

Edgartown Lighthouse
Enjoy private views of Edgartown Lighthouse.

There are miles of empty oceanside to explore during the winter. Take a romantic walk on the beach to enjoy sunset views or take a drive to Oak Bluffs to try and spot snowy owls. If you have a third wheel in the form of a four-legged friend, Lighthouse Beach in Edgartown also happens to be one of Martha’s Vineyard’s dog-friendly places to unleash your pup during the winter.


Get Pampered at the Spa

Sea Spa Salon Edgartown
Relax at the Sea Spa Salon in Edgartown

Winter temperatures are not kind to our skin, which is partially why we suggest heading to the spa for an afternoon of self-care. Our on-site friends at Sea Spa Salon will leave you feeling totally rejuvenated. The other reason we recommend a visit? No romantic winter weekend getaway to Martha’s Vineyard is complete without a couple’s massage!


Pair an Outing at the Museum with Dinner

Downtown Edgartown dining
Enjoy downtown Edgartown dining.

You can do dinner and a movie anywhere. When you’re spending a romantic winter weekend in Edgartown, go a slightly different route: a trip to the museum followed by dinner and drinks in town. The chillier season is the perfect time to take in the exhibits at Martha’s Vineyard Museum, where curious minds can find plenty of fun facts about the island’s history to discuss over a hot meal.  


Stay Tucked Away Indoors

Vineyard Square Hotel pet friendly suites
Bring furry friends along for a stay in one of our dog friendly suites!

Arguably the most important aspect of a successful romantic winter weekend getaway to Edgartown is having the right space to retreat to. When you want to trade the public for some privacy, our luxury suites are a great place to be. Leave the chill outside and come back to a spacious room where you can get cozy by your own gas fireplace. As for that furry third-wheel we mentioned earlier? Our pet friendly suites also remain open for winter getaways with your pup!


Come to Edgartown for a romantic winter weekend getaway and balance your time exploring the island with some sweet indoor escapes.



Plan a Visit to the Martha’s Vineyard Food and Wine Festival
Where to Get the Best Pizza on Martha’s Vineyard Near Edgartown
Explore Memorable Things to Do & See in West Tisbury
Spend a Day at the Manuel F. Correllus State Forest
See the Next Big Thing at a Martha’s Vineyard Film Festival
A Guide on How to Get to Martha’s Vineyard
A Look at the History of Our Edgartown Hotel
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