Multi-Gen Getaways

3 perfect spots for 3 generations of travelers from Offmetro senior writer Allison Tibaldi.

Article & Photos courtesy of Well Rounded NY

Not so long ago, vacationing with your parents or in-laws might not have been high on your wish list. But along came baby and suddenly, traveling with a few adoring helpers doesn’t seem so bad. If your extended family is spread out across the globe, vacationing together can be a fundamental step towards building strong intergenerational relationships. Even if you see the grandparents frequently, it’s a great way to spend quality time together. The rhythm of a vacation can facilitate memorable moments and encourage meaningful conversations. It’s no wonder multi-generational travel is trending in a big way. Here are three resorts to consider for your next “all-in-the-family” summer beach getaway.

Madison Beach Hotel, Madison, Connecticut

If you’re looking for the perfect cocktail of saltwater, sand and family time, you’ve found it at this Connecticut shoreline hotel. Located a speedy 2-hour drive or train journey from NYC, this property exudes easy elegance and seaside charm. It sits on a peaceful stretch of sand on the shores of the bucolic Long Island Sound. The tiny cove-like beach is completely protected, the waves almost always gentle, making it ideal for families with very young children. The beach is just steps from your hotel room, for speedy feedings, diaper changes or naps. Summer evenings feature family-friendly films screened on the lawn and kid-appropriate live music under the stars.

Spruce Point Inn, Boothbay Harbor, Maine

Few towns are as quintessentially New England as Boothbay Harbor, Maine. Its picture-perfect harbor is brimming with lobster boats, schooners and Windjammers, and at the nostalgic Spruce Point Inn, time seems to have stood still. After a day of fun in the great outdoors, kids (and kids at heart) still gather around the fire circle to toast marshmallows. Set on 56-acres of pine-scented woods and glorious waterfront, you can get back-to-nature without missing a single creature comfort. They’ll even crack your lobster for you at the on-site restaurant, leaving you free to enjoy the spectacular view. Accommodations include modern suites, roomy townhouses and cozy cottages, so you’re sure to find the perfect place to rest your heads.

JW Marriott Guanacaste Resort & Spa, Costa Rica

Don’t come here expecting the cookie-cutter experience that you get at some chain hotels. The JW Marriott Guanacaste is located within a functioning hacienda, so the colonial feel is intact, the sense of place authentic, the food locally sourced. Guest rooms and common spaces utilize luscious, dark-hued wood from the area with authentic regional handicrafts as colorful accents. The rambling grounds are a hotbed for adorable frolicking monkeys and a rainbow of tropical birds. Have a dip in the largest swimming pool in Central America before heading to the breathtaking beach. Active families can horseback ride and golf, and adults can work out post-exercise kinks at the first-rate spa. A free kid’s club for children 4-12 and top-notch private babysitters are available. Non-stop flights from NYC to Liberia make getting here a breeze, so get the passports ready.

This article is by Allison Tibaldi, courtesy of Well Rounded NY.  Conceived with love by former magazine editors Jessica Pallay and Kaity Velez, Well Rounded NY aims to be the singular pregnancy resource for city-savvy moms-to-be. Through reviews, profiles, expert Q&As, local guides and more, Well Rounded curates the New York City pregnancy and helps its readers come to terms – and term! – with pregnancy in the city.