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With a flight to Europe costing more than it has in years past due to rising fuel costs, there’s been increased interest in enjoying a vacation a little closer to home. While the appeal of exploring the ancient ruins of Greece or sipping spritzes against the backdrop of the Amalfi Coast can’t necessarily be recreated stateside, that doesn’t mean there isn’t still plenty to do if you’re choosing to travel domestically, particularly in New England.
The northeastern region, which includes Massachusetts, Rhode Island, Connecticut, Vermont, New Hampshire, and Maine, has long been a summer respite. In recent years, thanks in part to the resurgence of preppy style, it’s enjoyed a renewed wave of popularity. Beyond the fashion associations, the region itself is rich with history, with many of its towns beginning as humble fishing villages before blossoming into beloved summer destinations.
Whether you’re spending a long weekend on Cape Cod, hopping between Martha’s Vineyard and Nantucket, or venturing farther north to the picturesque coast of Maine, below are seven outfits that will effortlessly take you from the beach and hiking trails to sunset cocktails and a night out.
Sunset Watching at Menemsha Beach on Martha’s Vineyard
Part of the allure of Martha’s Vineyard is the journey it takes to get there, whether by plane, ferry, and automobile, or some combination of all three. Yet once you arrive, there’s an immediate sense of calm that erases whatever stress it took to reach the island. Made up of six distinct towns, each with its own personality, nearly twenty beaches, both public and private, and beloved August programming like the Martha’s Vineyard African American Film Festival, your time on the island is really what you make of it. Dressing, meanwhile, is refreshingly uncomplicated, because wearing anything other than a swimsuit is considered suitable. Head to Menemsha Beach to catch the sunset in a ribbed tank and pleated chino shorts. And because this is still New England, evening temperatures can quickly drop, so it’s always wise to keep a lightweight sweater or jacket within reach.
Cocktails Beachside on Nantucket
Nantucket, Martha’s Vineyard’s sister island, sits a bit farther out to sea and feels even more intimate, consisting of just a single town. Settle in for a pre-dinner cocktail overlooking one of its many beaches in an effortless summer dress, barely there sandals, and a small straw basket that can be seen as an homage to the island’s iconic lightship baskets. Finish the look with accessories that make an impact without weighing you down, like a pair of wire-frame aviator sunglasses and a charm necklace.
Lobster Roll Lunch on Cape Cod
For many, no summer is complete without at least one lobster roll, whether you’re partial to Connecticut or Maine style. Stop by Seafood Shanty to pick up a few before crossing the bridge to whichever Cape town you’ve set your sights on, from Falmouth and Chatham to Provincetown or anywhere in between. While grabbing a lobster roll isn’t exactly a grand occasion, it’s still an opportunity to look pulled together. Try a linen shirt in a saturated orange paired with a pleated skirt in a softer shade of yellow for a subtle contrast. An espadrille, especially one with a metallic upper, adds a playful touch, while summertime staples like a crisp white T-shirt and an oversize straw hat round out the look.
Mansion Tours in Newport, Rhode Island
With the latest season of The Gilded Age shining a spotlight on Newport, Rhode Island, perhaps it’s inspired you to see the storied mansions for yourself. Since the day will involve plenty of walking, sensible sneakers are a non-negotiable. Pair them with dependable favorites like straight-leg jeans and a striped rugby shirt, which feels especially fitting given this summer’s sporty mood. Complete the look with a roomy shoulder bag like Prada’s Bonnie bag, which has a beautiful worn-in look.
Concert at The Music Hall in Portsmouth, New Hampshire
Like Nantucket, Portsmouth’s charm lies in its quaintness. Many of the town’s best restaurants, shops, and attractions are just a few blocks apart, making it wonderfully walkable. Spend the evening at the historic Music Hall, a downtown institution that has welcomed audiences since 1878. For the occasion, an all-black outfit accented with touches of gold is an easy way to strike the right balance between understated and sophisticated. A dramatic cape-style top echoes the grandeur of the venue, while straight-leg drawstring pants and thong sandals keep the look feeling grounded. Finish off the look with cheeky accessories like a shell-shaped clutch and sculptural seashell earrings.
Whale Watching Tour in Bar Harbor, Maine
One of the greatest perks of a New England summer is access to maritime adventures that feel uniquely tied to the region. Spend the day on the water with a chance to spot whales in their natural habitat. Practicality comes first, so reach for a hooded anorak to fend off sea spray and sturdy rubber Wellington boots for secure footing on deck. Underneath, keep things sporty and casual with a lemon yellow set, and then finish with a reliable pair of sunglasses.
A Leisurely Hike on Mount Mansfield in Stowe, Vermont
Rather than tackling an ambitious trail, opt for a leisurely walk through the woods of Stowe, Vermont. A classic workout tank and leggings provide the foundation, while a lightweight jacket is worth bringing along if you’re greeted with a crisp morning. Sporty sandals offer breathability and plenty of support, and a belt bag is a more practical option compared to a tote.
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