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Published on Nov. 20, 2025
There's plenty for everyone in the group at Paws Up Montana – Photo courtesy of Stuart Thurlkill / Paws Up Montana
There’s not a single way to describe a family. They come in all sorts of shapes, sizes, and ages, each moving at their own pace. Sometimes choosing a destination for multigenerational vacations can feel like solving a puzzle — until now. These resorts are perfect for groups of all ages, from kids to grandparents, because they offer room to gather, wander, and return with activities and accommodations to suit everyone.
Whether it’s the Montana wilderness or the beaches of Hawaii, the best souvenir a family can bring home is the memory of time spent together.
Families enjoy the firepits at Barnsley Resort – Photo courtesy of Peter Frank Edwards / Barnsley Resort
Barnsley Resort features cottages large enough for the entire clan under one roof in the foothills of the Blue Ridge Mountains. Grandparents can sip tea on the veranda, kids can explore forest trails or practice archery, and adults can unwind at the spa or the golf course, a 10BEST Readers' Choice favorite. The natural beauty and historic gardens create a place where generations can congregate for an unforgettable vacation.
The gorgeous pool at Black Desert Resort is a family favorite – Photo courtesy of Black Desert Resort
Surrounded by red-rock canyons near iconic attractions like Snow Canyon State Park and Zion National Park, Black Desert Resort blends adventure with upscale amenities and one of Utah’s finest golf courses. Beyond golf, activities include a state-of-the-art spa, a year-round heated pool, and exploring the region’s spectacularly beautiful public lands.
When you come back, treat the group to a round of virtual golf and gourmet milkshakes before retiring to a two-bedroom suite for extra space.
Sunsets at Hyatt Regency Grand Reserve Puerto Rico are a highlight – Photo courtesy of Hyatt Regency Grand Reserve Puerto Rico
Hyatt Regency Grand Reserve, Puerto Rico, sits on the beach underneath the lush El Yunque National Forest. Grandparents settle into shaded loungers beside the pools, parents kayak or snorkel along the reef, and kids chase waves or build sandcastles.
Accommodation styles at this resort include villas with two queen beds, separate living rooms with sleeper sofas, and kitchenettes so that groups can stay together.
Some glamping tents at Paws Up have as many as three beds and two baths – Photo courtesy of Stuart Thurlkill / Paws Up Montana
On 37,000 acres of wide-open ranch land, Paws Up Montana invites families to reconnect with the wilderness and live like characters in the series, "Yellowstone." Activities include guided fly fishing on the Blackfoot River, horseback riding, or learning to use a lasso at western-themed Chuckwagon dinners.
The all-inclusive resort offers an array of family-friendly lodging options, including entire homes or luxurious multi-bedroom glamping tents.
Private cabins at Pike's Waterfront Lodge sit on the river – Photo courtesy of PIke's Waterfront Lodge
Perched beside the Chena River, Pike’s Waterfront Lodge in Fairbanks mixes an old-timey charm with comfort and northern wonder. In winter, families play bocce ball, get their thrills on the sledding hill, or walk across an ice bridge. Year-round activities include an intimate on-site movie theater, a whimsical art collection, billiards, and relaxing in the steam room or dry sauna.
Room styles include multi-bedroom suites and private cabins with two bedrooms, living rooms, and kitchenettes for small groups or families.
Ocean Edge Resort caters to every age in the group – Photo courtesy of Ocean Edge Resort & Golf Club
Cape Cod’s Ocean Edge Resort & Golf Club stretches across beaches, pickleball courts, and fairways, showcasing the best of New England from every angle. Grandparents relax on the terrace, kids play by the pool, and parents ride bikes or explore charming downtown Brewster in a place where you can virtually build your own adventure.
The resort’s Bay Pines collection of villas offers full kitchens, multiple bedrooms, and plenty of space for families to relax and spread out a few steps away from the beach.
Aulani's three-bedroom villas are ideal for multigenerational vacations – Photo courtesy of Tor Johnson / Hawaii Tourism Authority
Built with families in mind, Aulani, A Disney Resort & Spa combines Disney storytelling with authentic Hawaiian culture. Adults enjoy spa days and quiet beaches while children join hula lessons or kids’ club adventures. At night, the crew reunites over Ko Olina Lagoon before retiring to one to three-bedroom villas as a family.
There's plenty for everyone at Dollywood's DreamMore Resort and Spa – Photo courtesy of Dollywood Parks & Resorts
In the Smoky Mountains, Dollywood’s DreamMore Resort & Spa blends theme park fun with Southern hospitality. On-site amenities include a luxurious full-service spa, indoor and outdoor pools, and complimentary activities like story time or nightly s’mores with Camp DW. Best of all, you’re just a complimentary trolley ride from Dollywood.
Accommodations include family suites with separate bedrooms, junior suites that sleep up to six, or king rooms with bunk beds for the little ones.
Suites at the Southernmost Beach Resort in Key West are great for groups – Photo courtesy of Southernmost Beach Resort
At the tip of the Florida Keys, Southernmost Beach Resort offers bright skies, private beaches, and family-friendly swimming pools. Located at the end of the famed Duvall Street, the island’s top attractions are just a short walk away. The resort offers a robust roster of complimentary daily activities for the entire family, including trivia, beach yoga, pool games, and cocktail clinics.
The residence suites are ideal for multi-gen travelers with three bedrooms, three baths, kitchens, and 2,000 square feet to call your home away from home.
Tamara Gane is based in Reno/Lake Tahoe. She writes about hotels and travel for a national audience.
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