East Coast Vacations: Easy Summer Escapes from Memorial Day to Labor Day Weekend

Fresh lobster rolls, colonial cottages, sea breezes at sunset: there is a certain magic about summer on the East Coast. Whether you prefer the beach or the country—or a mix of the two—the Northeast has it all for families, friends and couples alike. The following are a few of our favorite destinations for easy East Coast vacations, whether you’re planning a long weekend getaway or an extended escape. These stylish properties—a mix of Indagare favorites and buzzy new openings—are all within driving distance of New York, Boston and points East, and they still have rooms available to book now, before the end of the season; plus, they’re perfect for a festive Labor Day getaway. With reduced occupancy rates, enhanced disinfecting protocols, reservation systems for the private enjoyment of shared amenities and thoughtful social-distancing practices, these hotels offer greater peace of mind, so that you can savor that last taste of summer (did someone say ice cream?).

The Indagare team is in close contact with all of our hotel partners to confirm that they are creating experiences that are as safe as possible. Additionally, when you make a reservation at one of these properties through Indagare, you may have access to preferable cancellation policies and special amenities. Contact our team for more information on individual properties’ policies for making your stay safe and seamless—and to start planning your end-of-summer East Coast vacations!

On Our Radar: Gurney’s Newport, Rhode Island

For a seaside getaway that combines New England traditions with historic glamour, look no further than Newport. The summer destination of choice for families like the Vanderbilts, this idyllic town is especially suited to architecture lovers, who can explore the extravagant mansions on the three-and-a-half-mile Cliff Walk trail. Those seeking a younger scene will find one at Gurney’s Newport, an outpost of the popular Montauk establishment that opened in 2017, just outside the town center (a 10-minute taxi ride away), on its own island. Bringing a dose of trendiness to this classic-conservative summer escape, the property’s seaside Pineapple Club, with its splashy restaurant and bar, is currently seating all guests outside and works during the day, while its Scarpetta restaurant welcomes families and couples alike for an upscale and delicious dinner (currently from Thursday to Sunday). Guests can also avail themselves of the property’s 22-foot marina, sailing school and indoor/outdoor pool. Read more and contact us to book your stay.

Related: Newport, RI: Where to Stay, Eat and What to Do

Indagare Adored: Ocean House, Watch Hill, Rhode Island

Those looking for a cozy, luxurious seaside escape with classic New England charm will find it at Ocean House, looking out over the bluffs of Watch Hill. In its early days, this iconic resort, which opened in 1868, was the playground of aristocrats and members of the East Coast elite, who appreciated its prime location on the Atlantic, subdued glamour and discreet privacy. Parasols have given way to blue and yellow beach umbrellas, and the sand is now dotted with cabanas equipped with butler service, but the past is still present in the Victorian-style main building, despite the modern amenities that have been added to ensure a five-star experience (the classic wraparound porch remains one of our favorite features—it’s the perfect spot to enjoy a morning coffee or afternoon cocktail on a summer day). For a more privatized experience, we recommend staying in one of the six freestanding cottages, which range from cozy two-bedroom bungalows to stately seven-bedroom homes (some of which are also equipped with their own swimming pools or hot tubs). Read more and contact us to book your stay.

Related: Our Favorite U.S. Hotels with Private Cottages or Villas

On Our Radar: Hotel Pippa, Nantucket, Massachusetts

Spicing up the unassuming, weathered charm of an old whaling community with a healthy dash of elegance and style, Nantucket is a knockout destination for a long-weekend escape in the Northeast. In 2018, a local couple launched Hotel Pippa off Centre Street, providing a more contemporary, more accessible, boutique alternative to the iconic White Elephant and classic Greydon House. In between sailing, shopping and lounging on the beach, make time for meals at Indagare’s favorite restaurants—including Straight Wharf, Cru and Galley Beach—which are within easy walking distance, thanks to the hotel’s convenient downtown location. Contact us to book your stay.

Related: Summer Road Trip Ideas: The Best U.S. Hotels You Can Drive To

Indagare Adored: Greydon House, Nantucket, Massachusetts

Greydon House has managed to honor Nantucket’s steadfast spirit with thoughtful design. In a tide of sameness, few properties reflect the essence and history of this tiny island as lovingly as Greydon House does.” — An Indagare member

This intimate 17-room hotel opened in the fall of 2016 and is now one of the best properties on the island for a classic Nantucket weekend. Housed in an 1850’s Greek Revival building whose renovation was entrusted to dynamic design team Roman and Williams, the downtown property celebrates Nantucket history while having its own high-end accents, such as hand-painted Portuguese tiles lining the showers, gorgeous lacquered accent walls, dark wood paneling, beachy linens and original art throughout. Other traditional yet playful touches include complimentary beach bags (packed with towels, beauty products and Bose speakers) and an excellent seasonal Michelin-starred restaurant. Read more and contact us to book your stay.

Related: Summer Recipe Ideas from Our Favorite U.S. Hotels

On Our Radar: Hero Beach Club, Montauk, New York

For the New York weekender, there’s no place like the Hamptons. Although each of these beach towns has its own personality (and its own dedicated set of fans), the East End and Montauk have in recent summers seen a flurry of hotel openings that aim to honor the area’s traditions while also bringing fresh perspectives to the mix. Nowhere is this balancing act more evident than at Hero Beach Club, which debuted in Montauk in 2017 as the hip yet tranquil rejoinder to the formerly quiet town’s growing social scene. In addition to unwinding in the relaxed atmosphere, Hero Beach Club guests can participate in surfing lessons, fishing, horseback riding and biking—as well as day trips to places like the Wölffer Estate vineyard, for tastings and meals at one of its many restaurants. Contact us to book your stay.

Related: The Best New Hotels and Restaurants in the Hamptons: Summer 2019

On Our Radar: Marram Montauk, New York

Last August, Montauk’s most promising boutique hotel opened its doors to welcome in surfers, yogis, creatives and stressed-out New Yorkers in need of a restorative beach vacation. Here, the ethos is barefoot-luxury, manifested in the warm and beautiful (and irresistibly chic) décor, the minimalist design concept that emphasizes the 96-room property’s direct beach access, and the entertainment program, which encourages guests to immerse themselves in the hotel’s natural surroundings, through meditation and yoga sessions, creativity/art workshops (temporarily suspended due to COVID-19) and an on-property surf school. Don’t miss a meal at the restaurant, Mostrador Marram, a South America-inspired creation whose menu manages to be health-focused and locally-sourced, without sacrificing indulgence (we see you, molten chocolate cake). Plus, don’t miss Mostrador’s collaboration this summer with New York City’s Il Buco (from restaurateur Donna Lennard)! Contact us to book your stay.

Related: The Indagare Guide to Armchair Travel: Films, Playlists, Recipes and More from Around the World

Indagare Adored: Shou Sugi Ban House, Water Mill, New York

The 13-room Shou Sugi Ban House is a Japanese-inspired destination spa that opened last summer, in between Southampton and Water Mill. A zen escape with a ryokan-esque sense of place, it offers packaged wellness retreats and is perfect for travelers looking to rest, reset and take a holistic approach to their health. The beautiful property will appeal to design lovers and foodies, too—Mads Refslund, co-founder of Copenhagen’s Noma, is behind the spa’s popular culinary program, and the hotel is located next door to the acclaimed Parrish Art Museum. The property itself has Japanese gardens, winding rock pathways and an eight-ton buddha sculpture from Bali, and the facilities and rooms feature a neutral color scheme and minimalist aesthetic. The rooms are centered around a small pool, and have floor-to-ceiling windows, sleek furnishings, gas fireplaces, indoor and outdoor showers and either a hinoki ofuro (Japanese soaking tubs) or regular bathtub. Read more and contact us to book your stay.

Related: Health and Wellness Tips from Our Experts: Indagare Global Conversations

On Our Radar: Valley Rock Inn & Mountain Club, Sloatsburg, New York

Just an hour’s drive north from Manhattan, the newly opened Valley Rock Inn is a charming and historic property nestled in the foothills of the Ramapo Mountains, with 70,000 acres of parkland (filled with lakes and trails) surrounding. Focused on wellness and organic farming, the property provides a quiet retreat, with the accommodations currently available including four private guesthouses, each equipped with three-to-five bedrooms and a private pool and dining area. There is also an on-property gallery and several lovely gardens, where guests can reserve an atmospheric lunch or dinner. Contact us to book your stay.

Related: COVID-Travel: Dispatches from Around the World

Indagare Adored: Glenmere Mansion, New York

Glenmere is a lovely, quiet, adults-only weekend respite just a 90-minute drive from New York City. For those who want a more active getaway, I recommend exploring the Hudson Valley by car, with a stop at Storm King Art Center (a 30-minute drive away).  In the afternoons, guests can enjoy the spa, read a book by the pool, walk the grounds, or play a game of bocce in the back garden.” — Indagare’s Lizzie McGirr

Opulent but tasteful, Glenmere is a romantic retreat on the western side of the Hudson River with a spa and restaurant. Built like an Italian villa, the grounds are distinguished by well-clipped garden paths and marble fountains, while the interiors have Gilded Age details such as moldings and grand fireplaces, plus custom Loro Piana curtains and plush beds for sleeping in. Guests can explore the sprawling 150-acre grounds and take advantage of the resort’s pool, two Har-Tru tennis courts, championship croquet court and spa services. In addition to the formal Supper Room restaurant, guests should not miss a meal at Frog’s End, a tavern on-property that was modeled after one of F. Scott Fitzgerald’s haunts on the Cote d’Azur. Read more and contact us to book your stay.

Related: A Great American West Road Trip Through Idaho, Montana & Wyoming National Parks

On Our Radar: Miraval Berkshires, Massachusetts

The brand-new sister property to Miraval Arizona and Miraval Austin, the Miraval Berkshires opened this summer in rural Massachusetts to much anticipation. With access to the surrounding area’s spectacular New England scenery, Miraval Berkshires is the iconic wellness brand’s first East Coast property, and it offers all of the things that make Miraval such a leader in the health spa sphere: a serene setting; a “life in balance” philosophy that incorporates eating well, exercising, spending time outdoors and simply having fun; an enormous range of (socially distanced) fitness classes and adventure excursions; and a warm and friendly staff. With this latest installment, however, visitors can expect to see modern, minimalist design schemes that feel fresh, chic and Scandinavian-inspired—thanks to the New York-based firm Clodagh—as well as a fantastic equestrian program, a golf course, an organic farm and the brand’s largest Life in Balance Spa (where you should not miss the Thai-inspired water yoga). Contact us to book your stay.

Related: The Top 10: Prettiest Beaches in America

On Our Radar: Canyon Ranch Lenox, the Berkshires, Massachusetts

First built around a grand, turn-of-the-century mansion that was a “summer cottage” for a late 19th-/early 20th-century robber baron, the (partially) newly renovated Canyon Ranch in the Berkshires has become an antidote for the busy and stressed in the Northeast, a place to heal, motivate, refresh, and refocus. Popular with groups of ladies and wellness-focused couples who come for a three- or four-day retreat, Canyon Ranch Lenox is a highly goal-oriented spa that focuses as much on fitness and lifestyle as it does on spa treatments, spiritual and holistic healing, Eastern medicine, and medical lab work. It is a year-round destination with plenty to do in the expansive fitness facilities inside, as well as the nature walks and hikes on property and nearby. Contact us to book your stay.

Related: Our Favorite U.S. Summer Escapes: Where the Indagare Team Loves to Vacation, From Nantucket to Jackson Hole

Indagare Adored: The Point, the Adirondacks, New York

Located on a 75-acre peninsula on Upper Saranac Lake, this 11-room retreat (which once hosted the Rockefellers) is now a popular destination for well-heeled families looking for an authentic camp-style property with all the amenities of a luxury hotel and an elegant five-star atmosphere. Guests stay in the property’s original log cabins with rustic-chic décor and cozy fireplaces. Although each of the 11 rooms possess their own unique charm, the most popular to book is the “Boathouse,” an airy space with a canopied bed that sits right on the water. In summer, the peak season, days are spent hiking, playing croquet or boating on the lake, followed by fantastic dinner services, which have been reimagined for private (and safe) enjoyment around the property. Contact us to book your stay.

Related: The Reinvention of The Point, The Classic Adirondacks Resort

Indagare Adored: Mayflower Inn & Spa, Auberge Resorts Collection, Connecticut

“The Mayflower Inn & Spa is such a wonderful and easy trip for a romantic weekend or Mother-Daughter getaway. We always have a great time there, and the spa services are amazing.” — Indagare member Leigh Johnson

Located in Litchfield County (just a two-hour drive from New York City), this classic, 30-room hotel celebrates the surrounding landscape and New England heritage while encouraging its guests to truly relax and indulge themselves. Offerings include wine tastings, private meditation sessions, a full range of exercise classes and a 20,000-square-foot spa, plus, in summer months, a pool, tennis court and putting green. Guests can also hike the property’s 58 acres of landscaped gardens—on their own or accompanied by an expert naturalist—and picnic on a cliff overlooking Lake Waramaug. Read more and contact us to book your stay.

Related: Summer Spotlight: Block Island

Indagare Adored: Twin Farms, Vermont

“With its classic New England landscapes and private accommodations, Twin Farms feels like your own Vermont country house, with a standout art collection and a caring staff—but the true standout at this retreat is the food. Meals revolve around healthy, locally-sourced, seasonal ingredients, and the chef takes charge every evening with a surprise dinner presentation (there are no menus). While the main dining room is lovely, you can also request to eat in front of the fireplace or on the porch of your suite—or, for a special occasion, reserve the private Wine Cellar.” — Indagare’s Elizabeth Harvey

Located on 300 bucolic acres, this all-inclusive retreat is adults-only, except for two annual family weeks: one each in summer and winter. In addition to beautiful suites and cottages, the property showcases museum-quality art, including works by Jasper Johns and Roy Lichtenstein, plus a much-lauded (and healthy) culinary program. The kitchen’s focus on local and seasonal ingredients is unparalleled. Onsite activities include hiking, canoeing, croquet, tennis, fly-fishing and spa treatments. Indagare Tip: When you go out for a hike, request a picnic lunch, which the staff will prepare for you at the end of the trail. Read more and contact us to book your stay.

Related: The Top 10: Mother-Daughter Trips

On Our Radar: Pickering House Inn, Wolfeboro, New Hampshire

Unlike a Maine or a Cape Cod, New Hampshire has not quite found its spot on the summer-retreat circuit; however, a newly restored inn might change that. Opened in the summer of 2018, Pickering House is located in Wolfeboro, on scenic Lake Winnipesaukee (a two-hour drive from Boston). The property features ten stylish guest rooms and sitting rooms with fireplaces, and the on-site and nearby activities include cooking classes in the beautifully restored kitchen, as well as hiking and boating in this unexplored corner of New England. Contact us to book your stay.

Related: Private Charter Flights: What to Know Now

Indagare Adored: White Barn Inn, Auberge Resorts Collection, Kennebunkport, Maine

“The White Barn Inn was one of my dad’s favorite places. We really enjoyed visiting and remembering why he loved it: you can always get a cup of coffee (essential for early risers), nothing is pretentious and the food is exceptional. Although other properties in New England may offer better activities, outdoor space and updated rooms, the White Barn Inn is so comfortable and has amazing service.” — Indagare member Lynn Thomas

Unlike the Hamptons and Nantucket, the harbor village of Kennebunkport is a New England escape that has remained low-key and laid-back, despite being the summer destination of choice for such figures as the late president George H. W. Bush. The emphasis here is on savoring a slower pace of life, feasting on freshly caught lobster and embracing the peaceful Maine woodlands and coastline, with a handful of lovely shops and excellent restaurants—all of which makes it the ideal getaway for young families and couples. This 26-room historic inn is a charming place to stay while visiting, and it consists of several classic clapboard cottages, a converted carriage house and the main inn, which are linked by flower-lined walkways and gardens. Particularly lovely are the junior suites, which have gas-burning fireplaces and large bathrooms with soaking tubs. Possible activities during your stay include a sunrise picnic breakfast on the beach, a guided bike ride (anywhere from 20 to 80 miles) followed by a deep tissue massage, and private cooking and mixology classes. (We also love Hidden Pond and Cliff House as other options.) Read more and contact us to book your stay.

The Indagare team is in close contact with all of our hotel partners to confirm that they are implementing enhanced disinfecting protocols and respecting social-distancing guidelines to create experiences that are as safe as possible. Additionally, when you make a reservation at one of these properties through Indagare, you may have access to preferable cancellation policies and special amenities. Contact our team for more information on individual properties’ policies for making your stay safe and seamless—and to start planning your end-of-summer East Coast vacations!

– Elizabeth Harvey on August 4, 2020



Whether you prefer the beach or the country—or a mix of the two—the Northeast has it all for families, friends and couples alike.

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