From New Hampshire to California, these outstanding resorts are great destinations for multigenerational vacations and memorable family reunions
Finding the perfect destination for a multigenerational family trip can be challenging. The best solution can often be to find a destination resort with activities that appeal to every generation. These resorts offer a wide array of accommodations and amenities that keep everyone happy and entertained with no car keys needed.
If you’re dreaming of sandy beaches, cool mountain air, fun-filled lake escapes, or a memorable theme park trip, there’s an ideal destination resort to fit the bill. We’ve rounded up a selection of great destination resorts within the continental United States, each with exciting activities and adventures for all ages. Some are luxury resorts with spacious multi-bedroom cottages or villas, and several are all-inclusive properties.
Here are 15 destination resorts in the continental U.S. to consider for your next family reunion, celebration vacation, or multigenerational trip.

Mountain View Grand Resort & Spa. Photo courtesy of Nancy Schretter
Mountain View Grand Resort & Spa, New Hampshire
Set on 1,700 acres in New Hampshire’s picturesque White Mountains, Mountain View Grand Resort dates back more than 160 years. This classic resort caters to families and multigenerational groups with a variety of activities and attractions, including hiking, mountain biking, golf, pickleball, tennis, movies, swimming pools and spa services.
Families can choose from 141 spacious rooms and suites, some featuring stunning mountain views. Guests enjoy the resort’s Activities Center and the programming at the property’s Mountain View Farm, where kids can gather fresh eggs and meet the resident llamas and goats. During the winter months, cross-country skiing, snow tubing and ice skating are available at the resort.
Winnetu Oceanside Resort, Massachusetts
The Winnetu Oceanside Resort has been a popular family vacation destination for nearly 60 years. This resort understands families well, ensuring that all ages can enjoy their favorite kind of vacation here. Located on scenic South Beach on Martha’s Vineyard, Winnetu offers studios, suites and cottages perfect for multigenerational groups. Some options are dog-friendly.
Guests can enjoy many complimentary amenities, including heated outdoor swimming pools, lawn games, wellness activities, tennis facilities and instructional clinics. Evening s’mores, clambakes and vintage fire truck rides are also popular. During the summer months, kids can take part in the resort’s free Children’s Day Program for ages three to 12. A complimentary Activity Center for little ones and fee-based evening children’s programs are available.

Whiteface Lodge in New York. Photo courtesy Whiteface Lodge
Whiteface Lodge, New York
Constructed in the style of Adirondack Great Camps, Whiteface Lodge is located near the shores of Lake Placid and surrounded by the six-million-acre Adirondack Park. The resort offers luxurious all-suite accommodations in multi-bedroom configurations, which include full kitchens, private balconies, and fireplaces. The resort’s flagship dining venue, Kanu, is ideal for multigenerational family celebrations.
Whiteface Lodge offers a wealth of activities and amenities for families, including indoor and outdoor swimming pools, a movie theater and bowling alley, sports courts and fishing. The resort’s complimentary Kanu Kamp kids club and Canoe Club beachfront watersports area operate at select times. During the winter, families can enjoy on-site ice skating as well as nearby downhill skiing and snowboarding.
The Greenbrier, West Virginia
Long known as “America’s Resort,” The Greenbrier has welcomed generations of families since 1778. This luxury destination resort is ideal for multigenerational family reunions and milestone celebrations. Situated on more than 11,000 acres, the majestic property has hosted presidents, celebrities, and families who return year after year.
The Greenbrier features over 700 rooms and suites, as well as cottages and estate homes, and more than a dozen restaurants and cafes. Adults and children can enjoy a wide variety of activities and amenities, including golf courses, tennis, pickleball, indoor and outdoor swimming pools, bowling and a world-class spa. Guests seeking outdoor adventures can take part in fishing, falconry, hiking, and e-biking. Tours of the property’s historic bunker and carriage rides are also popular.

Skytop Lodge in Pennsylvania. Photo courtesy of Nancy Schretter
Skytop Lodge, Pennsylvania
Set on 5,500 acres in Pennsylvania’s Pocono Mountains, historic Skytop Lodge is a fun-filled playground for families and multigenerational groups. Built in 1928, this stately resort offers an extensive array of activities that everyone can enjoy throughout the year. Families can enjoy golf, tennis, pickleball, boating, fishing, swimming, as well as skiing and ice skating during the winter months.
While summer is a favorite time for families to visit, the property is a treasured destination for reuniting families during the winter holidays. Families can choose from nearly 150 rooms and suites in The Lodge and The Inn, or multi-room cottages that are perfect for large families and reuniting groups. Seven dining options keep guests happy, including several that are ideal for family events.
Blackberry Farm, Tennessee
All-inclusive Blackberry Farm is a luxurious Relais & Châteaux resort nestled in the scenic foothills of the Great Smoky Mountains. Blackberry Farm is known for its exceptional cuisine and outstanding personalized service. The property’s 4,200 bucolic acres provide a wonderful setting for all generations to bond and reconnect.
The resort features 68 lodging options, including cottages and multi-bedroom houses perfect for family groups. Families can enjoy horseback riding, tennis, pickleball, watersports, cycling, guided hikes, active adventures and spa treatments. Farm tours, cooking classes and a variety of epicurean experiences are popular with guests. Family-focused activities and Camp Blackberry for kids are also available.

The Tides Inn Photo Credit Nancy Schretter
Tides Inn, Virginia
The Tides Inn is an ideal destination for multigenerational groups seeking a coastal getaway that provides both relaxation and memorable adventures. Set on peaceful Carter’s Creek in Virginia’s Northern Neck, the Tides Inn offers a large marina with complimentary watersports, a private sandy beach, an 18-hole championship golf course, heated saltwater pool, and pickleball and tennis courts. Families make active use of the resort’s free bikes and outdoor play areas.
The newly renovated rooms and suites at the Tides Inn are spacious and many provide beautiful water views. Guests can take advantage of the resort’s excellent spa services and dining venues featuring farm-to-table and water-to-table menus. The Tides Inn also offers Signature Experiences that include immersive water-based, airborne and culinary activities.

The Sanctuary at Kiawah Island Golf Resort in South Carolina. Photo courtesy of Kiawah Island Golf Resort
The Sanctuary at Kiawah Island Golf Resort, South Carolina
Multigenerational families will love staying at The Sanctuary at Kiawah Island Golf Resort, Kiawah Island’s Forbes triple Five-Star and AAA Five-Diamond luxury hotel. The grand oceanfront property is a perfect choice for families seeking a luxurious beach vacation with outstanding amenities and superb service. The Sanctuary is one of only five properties in the U.S. to hold a triple Five-Star rating for its hotel, restaurant and world-class spa.
Set directly on 10 miles of sandy beach, The Sanctuary features 255 sumptuous guest rooms and suites, nearly all with direct ocean views. Families make memories together at the resort’s pools and along the shore. Kiawah Island Golf Resort offers guests miles of biking paths and hiking trails, five championship golf courses, tennis and pickleball courts, and immersive activities for children, teens and adults.
The Cloister at Sea Island, Georgia
The Cloister at Sea Island is an extraordinary destination for multigenerational families. Making lifelong memories is easy at this legendary Forbes Five-Star and AAA Five-Diamond beach resort. Situated on 50 acres, the Mediterranean-style resort beautifully combines modern luxury with timeless tradition. Once immersed in this private island vacation experience, The Cloister at Sea Island feels like a world of its own.
The Cloister offers 265 elegant rooms and suites, including multi-bedroom accommodations in The Cloister Ocean Residences. Guests can enjoy multiple dining options and an extensive range of activities and amenities. These include championship golf courses, tennis and pickleball courts, swimming pools, horseback riding, and the Beach Club, which is located directly on five miles of private beach. Camp Cloister programs are available for kids aged three to 14.

Lakeside cabin at Big Cedar Lodge in Missouri. Photo courtesy of Big Cedar Lodge
Big Cedar Lodge, Missouri
Set on 4,600 acres overlooking Table Rock Lake, Big Cedar Lodge is a top-notch resort for nature-oriented multigenerational reunions and vacations. Johnny Morris, the founder of Bass Pro Shops, created the resort. Located in Missouri’s Ozark Mountains just south of Branson, Big Cedar Lodge is committed to helping families connect through outdoor activities and adventures.
Big Cedar Lodge features a wide range of dining experiences and 376 accommodation options, including spacious cottages, multi-bedroom private cabins, lodge rooms, suites and glamping tents. The resort offers endless ways for families to make memories together. Guests can enjoy six championship golf courses, watersports, horseback riding, boating, fishing, and a 50,000-square-foot indoor activity center, as well as a luxury spa and hiking trails.
Disney’s Grand Floridian Resort & Spa, Florida
Walt Disney World’s flagship property, Disney’s Grand Floridian Resort & Spa, is a great choice for luxurious multigenerational Disney vacations, first visits to Disney and milestone family celebrations. Located directly on the complimentary Resort Monorail along the shores of beautiful Seven Seas Lagoon, this elegant resort offers convenient theme park access for grandparents and families with small children.
Designed in elegant Victorian-era style, the Grand Floridian Resort’s spacious theme park-view rooms, multi-bedroom villas, award-winning restaurants and amenities make it ideal for multigenerational families making Disney memories together. The resort is emerging from a massive, multi-year reimagining and renovation project, and the property’s enhancements have added to its grandeur. Popular resort attractions include the spa, signature dining experiences, pools and spectacular views of the Magic Kingdom fireworks.

Hawks Cay Resort in the Florida Keys. Photo courtesy of Hawks Cay Resort
Hawks Cay Resort, Florida
Hawks Cay Resort is a beautiful 60-acre property set on secluded Duck Key in the Florida Keys. The tropical resort offers 177 rooms and 210 spacious two- and three-bedroom villas, making it ideal for multigenerational family groups. Hawks Cay Resort features five restaurants, a full-service marina and a wide variety of watersports, charter excursions and recreational activities.
Hawks Cay Resort is a good choice for multigenerational family vacations. Guests enjoy the property’s five swimming pools, Tiki Beach and massive saltwater lagoon, racquet sports, dolphin encounters and the Calm Waters Spa. Families appreciate Hawks Cay’s outstanding kids and teens club activities at the resort’s activities and adventures center. The resort’s new Coral Cay Adventure Park waterpark opens later this year.
Enchantment Resort, Arizona
Tucked in Sedona’s spectacular Boynton Canyon, Enchantment Resort is a perfect destination for family groups seeking scenic beauty and a wide array of outdoor activities. All generations can enjoy their time here, whether it’s spent marveling at the red rock vistas or enjoying memorable adventures and experiences together. The family-friendly property caters to guests of all ages, and dogs are warmly welcomed here, too.
The Enchantment Resort features 220 casita-style rooms and multi-bedroom suites, as well as multiple dining options and epicurean experiences. Activities at Enchantment include swimming, hiking, golf, tennis and pickleball, mountain biking, art programs, immersive tours and Camp Coyote kids’ camp. Guests aged 16 and older have exclusive access to world-renowned Mii amo, the Forbes Five-Star spa resort located just steps away.

Flathead Lake Lodge in Montana. Photo courtesy of Flathead Lake Lodge
Flathead Lake Lodge, Montana
For over 80 years, all-inclusive Flathead Lake Lodge has provided unforgettable vacation experiences for families. Guests can enjoy unlimited water sports, horseback riding, guided hiking and mountain biking, tennis, and fully inclusive programs for kids and teens. Generations can take part in the family-owned lodge’s many activities or simply relax while enjoying the beauty of Montana’s Big Sky Country.
Situated on 30-mile-long Flathead Lake, the 2,000-acre property includes sailing, kayaking, water skiing, fishing, canoeing, and lake cruises as part of its all-inclusive water sports program. Families can choose to stay in a variety of rooms and suites, or the 10-bedroom house called The Homestead. Flathead Lake Lodge’s all-inclusive rates cover lodging, dining and the many activities available at the property. Glacier National Park is located nearby.
Terranea Resort, California
Terranea Resort is located just 30 minutes south of Los Angeles, yet it feels worlds away from city life. Set on 102 scenic acres, Terranea is a luxurious destination resort that will please every family member with an endless variety of ocean- and land-based activities and adventures. All ages can have fun making memories at this oceanfront property, both together and apart.
Terranea offers a wide range of Mediterranean-style accommodations, including ocean-view rooms, bungalows and multi-bedroom villas perfect for multigenerational family groups. Guests can choose from multiple resort dining options, including several outstanding restaurants offering breathtaking ocean views. Popular activities at Terranea include watersports, tennis, pickleball, hiking, and spa treatments. Families and kids enjoy the resort’s four pools and the Terranea Kids Club for ages three to 12.
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By Nancy Schretter, Contributing Editor
Lead Photo of Skytop Lodge: Courtesy of Nancy Schretter





