What makes a good resort for a multigenerational vacation? It starts with a location that’s relatively easy to get to and desirable to visit. Accommodations need to appeal to both parents traveling with young children or teenagers and grandparents and other adult family members who might want different room features.
To keep everyone content, dining choices should have something on the menu for serious foodies and the pickiest of kids. And the resort’s activities and amenities must keep everyone from octogenarians to toddlers happy and entertained.
These resorts have all that and more to help multigenerational family groups enjoy a vacation to remember, whether you’re celebrating a major milestone, gathering for a family reunion, or just want to bring the grandkids and grandparents together for a special trip. Here are my picks for 10 hotels and resorts that every generation of travelers in the family will love.
1. Grande Lakes Orlando
Orlando, Florida
You’re not far from the Central Florida theme parks at Grande Lakes Orlando, but you might not know it once you’re amidst the resort’s 500 acres at the headwaters of the Florida Everglades. You’re more likely to encounter roseate spoonbills, wood storks, and other birds and wildlife here than superheroes and cartoon characters. But that’s not to say the whole family won’t have a ton of fun at the resort, which includes the 582-room Ritz-Carlton Orlando, Grande Lakes and the 1,010-room JW Marriott Orlando, Grande Lakes.
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No matter which property you choose, you’ll have access to amenities like the Grande Lakes Waterpark with waterslides and a lazy river, an 18-hole Greg Norman–designed golf course, multiple restaurants, and the 40,000-square-foot Ritz-Carlton Spa with 40 treatment rooms. Grande Lakes Sports leads guided canoe and kayak eco tours, fishing excursions, and other outdoorsy adventures, and walking and bike paths make it easy to explore the natural setting on your own. Grande Lakes also offers lots of seasonal fun for families, with an annual fall festival and a Winter Wonderland Market and new ice rink for 2025 at Christmastime.
2. The Shore Club
Providenciales, Turks and Caicos
Situated along Providenciales’ Long Bay Beach, The Shore Club checks all the boxes for a dreamy tropical island getaway for the whole family. Stay in an ocean-view suite or splurge on one of the six luxury villas to enjoy a private heated pool with the kids and the grandparents. You can also make a splash at the four resort pools and the gorgeous beach, where guests can enjoy complimentary use of snorkels, sea kayaks, and paddleboards.
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A complimentary kids club for ages four to 12 will keep the little ones entertained while the adults head to the spa, fitness center, tennis court, or adults-only pool. Four restaurants and five bars help ensure everyone’s well fed and refreshed. And for some special family time, book a snorkeling, fishing, or sunset luxury yacht charter through the resort.
3. Sensira Resort & Spa
Riviera Maya, Mexico
Family members young and old can find their bliss at Sensira Resort & Spa. The property offers wellness experiences for all ages, from playful kids’ massages and teen facials to family hydrotherapy rituals and guided aromatherapy sessions. Family treatments can sometimes even take place side by side in private spa cabins.
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If you’re looking for action you can find that here too, with amenities like a rock-climbing wall and zipline, mini-golf, the resort’s Aquapark, and nightly family-friendly shows and entertainment. The all-inclusive resort also has an extensive activities program and kids programming for babies and toddlers, elementary schoolers, and teens. Family suites provide separate spaces for adults and children, and the adults-only section is an option for grandparents and other adult family members who might crave some quiet time during the multigenerational vacation.
4. The Inn at Stonecliffe
Mackinac Island, Michigan
Open seasonally from late April through October, The Inn at Stonecliffe gives off all-American vacation vibes. It starts with its setting on a quieter portion of car-free Mackinac Island, where guests can really slow down and spend time together. Rent bikes to pedal around the island, take a leisurely horse-drawn carriage ride to the downtown area, or just relax by the pool or in a hammock at the recently renovated inn. Finish the day by admiring the sunset views over Lake Huron and the Mackinac Straits.
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Pizza-making classes and movie nights on the Straits Lawn will be hits with the kids, and adults will appreciate the peace and quiet of the setting and meals enjoyed while taking in the view. Families can stay in traditional guest rooms, suites, or one of three new cottages, which all have three bedrooms, two and a half bathrooms, fully equipped kitchens, and charm galore.
5. Zemi Miches Punta Cana All-Inclusive Resort, Curio Collection by Hilton
Miches, Dominican Republic
Opened in June 2025, Zemi Miches Punta Cana All-Inclusive Resort, Curio Collection by Hilton occupies a prime spot on Playa Esmeralda beach in the Dominican Republic’s up-and-coming Miches region. You’ll be only 90 minutes north of Punta Cana but feel far away from more-crowded spots for some quality family time.
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The kids will love amenities like the four pools, kids and teen clubs, and paddleboards and kayaks available for use at the beach. The adults will appreciate the way the resort draws inspiration from the Taíno, the indigenous people of the Caribbean, in its design, spa, and cultural activities. More than a dozen restaurants and bars provide plenty of choices for meal times, and lodging options include standard guests rooms and beachfront bungalows with private pools. Book a Club Azure room for access to exclusive dining areas, a rooftop pool, and other perks.
6. Sunriver Resort
Sunriver, Oregon
Just 15 minutes from Bend, Oregon, Sunriver Resort makes it easy to plan a multigenerational getaway, with lodging options that include guest rooms, suites, and vacation homes big enough to accommodate the whole crew (including pets in some cases) under one roof. Multiple on-site dining options (some only open seasonally) help answer the question of “What’s for dinner?”
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There’s a lot to keep the whole family busy across the resort’s 3,300 acres, including four golf courses, indoor and outdoor pools, pickleball courts, stables, 40 miles of paved trails for biking, and a marina where you can set out on the Deschutes River by kayak or stand-up paddleboard. During the winter, the fun includes snowshoeing, sledding, and ice skating. No matter how old or young you are, you’ll find something to do here.
7. Hyatt Regency Grand Reserve Puerto Rico
Rio Grande, Puerto Rico
Bring the whole family on a tropical getaway, no passports needed, to Hyatt Regency Grand Reserve Puerto Rico. The resort will please everyone in your crew, with complimentary bike rentals, free paddleboarding and kayaking, a Tom Kite–signature golf course, a full-service spa, two outdoor pickleball courts, kids activities, and three pools, including the largest lagoon-style pool in Puerto Rico. Plus its location at the base of El Yunque National Forest makes it easy to explore the only tropical rainforest within the U.S. forest system.
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With 18 different food and beverage options, there are plenty of places to gather together for a meal. Stay in the Villas en la Reserva section of the resort where you can book a suite with a pull-out couch and full kitchenette, plus have the option to add additional lock-on/off rooms for extended family. Villas en la Reserva guests also get access to their own pool, restaurants, and beach area along with all the other amenities at the resort.
8. Ocean Edge Resort & Golf Club
Brewster, Massachusetts
I grew up taking family vacations to Cape Cod, so I know it’s a destination made for a multigenerational trip. Ocean Edge Resort & Golf Club would make a great home base for one, with accommodations that include two- and three-bedroom villas with kitchenettes and washers and dryers. Adults in your group could also stay at newly renovated adults-only sister property The Charm on Main just down the road.
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Stay here during the summer months to enjoy the resort’s private beach and five pools. Rent bikes to ride the Cape Cod Rail Trail or take a guided walk through local oyster beds. Crafts, games, and other activities are on the schedule for kids and families, while fitness and mixology classes offer fun for the adults. The spa offers signature services like the ocean-inspired Beach House Bliss Signature Treatment, and guests can tee off at Cape Cod’s only Nicklaus Design golf course. When it’s time to eat you have lots of options on-site, and the seasonal poolside Shark Bah is worth a visit for the name alone.
9. Sand Valley
Rome, Wisconsin
If you didn’t know that Central Wisconsin had prehistoric sand dunes, you will after a stay at Sand Valley four-season resort. Cozy cottages can sleep up to eight guests, while estate homes have space for up to 16. (There are also guest rooms and suites available.) Golf is a big a draw here, and there are five courses to play.
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But if you’re not a golfer, there’s plenty to do at the resort, like swimming, kayaking, hiking, and tennis in the warmer months and sledding, snowshoeing, and ice skating during the winter. Make sure to try your hand at sandboarding, a combination of surfing, skateboarding, and snowboarding, if you’re visiting between spring and fall or curling if you’re on a winter vacation.
10. Jekyll Island Club Resort
Jekyll Island, Georgia
I’m a big fan of Georgia’s Golden Isles and have traveled there on a multigenerational vacation myself. If you stay at Jekyll Island Club Resort, the grownups will appreciate its Gilded Age history and the tours that tell you all about it, and the kids will keep busy in the pools, at the beach, or on the bike trails.
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You can stay in classic style in the recently enhanced guest rooms at the historic Jekyll Island Club or bunk right by the beach at the newer Jekyll Ocean Club. A complimentary shuttle runs between them, making it easy to access the restaurants and amenities at both properties. For some memorable family time, gather for a game on the croquet lawn or roast s’mores by the firepits. And the resort’s a truly magical place at Christmastime when the annual Holly Jolly Jekyll event lights up the property.
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