Traveling with grandparents, parents, and kids all at once can be one of the most rewarding ways to vacation, but it also comes with a few unique challenges. Different energy levels, different interests, and different routines can turn planning into a juggling act.
The good news? With the right destination and a little strategy, multigenerational travel becomes simple, seamless, and full of the kind of memories your family will talk about for years.
Here’s how to plan a getaway that works beautifully for everyone.
Choose Accommodations That Actually Fit Your Family
One of the biggest keys to stress-free multigenerational travel is having enough space. Standard hotel rooms just don’t cut it when you’re traveling with multiple generations.
Condo-style accommodations at properties like Steele Hill Resort and the Summit Resort give families room to breathe. Multiple bedrooms allow for early risers, late sleepers, and nap schedules to coexist peacefully. Full kitchens make breakfast easy, keep mealtimes flexible, and help avoid the challenge of finding restaurants that work for every age group.
And perhaps most importantly, spacious living areas give everyone a comfortable place to gather, from morning coffee with Grandma to family board games at night.
Balance Together-Time and Flexibility
The best multigenerational trips offer plenty of time together, while still giving everyone the freedom to enjoy activities at their own pace. Resorts with a wide range of amenities make this effortless.
Grandparents may enjoy quiet walks, pool-soaking, or simply relaxing with a book. Parents might squeeze in a workout, a spa appointment, or a hike on the property’s trails. Kids and teens naturally gravitate toward waterslides, game rooms, and sports courts.
When everything is on-site, there’s no juggling schedules or coordinating transportation. Everyone can follow their own interests while staying close, then come back together for the moments that matter most.
Simplify Mealtimes
Sharing meals is a highlight of family travel, but it can also be one of the most stressful parts. Having a full kitchen lifts that pressure instantly.
Families can enjoy slow, easy breakfasts, simple lunches between activities, and dinners that don’t require wrangling a group of eight into a restaurant. And when you do want a night out, having on-site dining like the Hilltop Restaurant means no one has to drive far or wait long.
Build in Time to Rest
When multiple generations travel together, downtime is essential. Kids need space to burn energy, teens need room to recharge, and grandparents may appreciate quiet afternoons or slower mornings.
Instead of planning from sunrise to sunset, leave room for:
- An afternoon swim
- A post-lunch nap
- Coffee and conversation on the deck
- A spontaneous stroll around the property
- These easygoing moments often become the most meaningful memories of the trip.
Create Moments That Matter
Multigenerational travel is ultimately about connection — stories told around the table, new experiences shared together, and the chance to slow down as a family.
Whether you’re splashing in the pools, exploring local attractions, stargazing, or simply relaxing in a spacious suite, traveling with multiple generations invites you to experience your family in a new, more intentional way.
These are the trips that become traditions. The ones grandparents cherish, kids remember forever, and parents look back on with full hearts.
Ready to Plan Your Multigenerational Getaway?
Steele Hill Resort and the Summit Resort offer the space, convenience, and activities that make multigenerational travel truly effortless.
Click here to view our latest getaway offers or call 1-800-661-2243 to customize the perfect trip for your whole family.