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Grandparent-grandchild vacations create memories that last a lifetime. Resort suite deals from $59 give you space for everyone, kitchen access for picky little eaters, and activities that work for both 7-year-olds and 70-year-olds. Westgate and Wyndham properties are ideal for multigenerational trips.

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Vacation Ideas for Grandparents Traveling with Grandkids

By The VacationDeals.to TeamMarch 8, 202611 min read

My parents take my kids on a "grandparent adventure" every summer, and honestly it's the highlight of everyone's year — the kids talk about it for months, my parents feel like rock stars, and my partner and I get a few days of blissful quiet. If your thinking about planning a grandparent-grandkid trip, I can't encourage it enough.

But grandparent travel has unique considerations that regular family travel guides miss. You need accesible rooms, manageable activities, enough space for different bedtimes, and ideally a kitchen because kids eat approximately 47 snacks per day. Timeshare resort suites check every single box, and the deals start at just $59.

Why Timeshare Resorts Are Perfect for Grandparent Trips

Grandparent-grandchild trips need three things: space, convenience, and a pace that works for all ages. Resort suites deliver on all three:

NeedHotel RoomResort Suite
Separate bedroomsNo — everyone in one roomYes — 1-2 bedrooms + sleeper sofa
Full kitchenMicrowave maybeFull kitchen with everything
Living room for eveningNoYes — watch TV after kids' bedtime
On-site activitiesLimitedPools, lazy rivers, game rooms, mini golf
AccessibilityBasic ADA roomsAccessible suites with grab bars, elevators
Price (3-4 nights)$400-$800$59-$149 (preview deal)

Best Destinations for Grandparents with Grandkids

Orlando, Florida — The Classic

Orlando is the obvious choice and for good reason. Theme parks are the big draw, but Westgate resort properties also have waterparks, lazy rivers, and activity programs that keep kids entertained without grandparents needing to stand in line for 2 hours in the Florida heat. Deals from $59 for 4 nights. Check our Orlando deals page for options.

Myrtle Beach, South Carolina — Beach Days

The beach is the great equalizer — kids dig in sand, grandparents sit in chairs and watch. It's the perfect activity because everyone's happy and nobody's exhausted. Myrtle Beach Westgate properties are right on the ocean with deals from $89 for 4 nights. The boardwalk has mini golf, arcades, and ice cream shops that kids go crazy for.

Gatlinburg, Tennessee — Mountain Magic

The Smoky Mountains work beautifully for grandparent trips. Scenic drives through the national park (kids love spotting bears and deer), easy walking trails, Dollywood theme park, and the Ripley's Aquarium in downtown Gatlinburg. Westgate resort from $79 for 3 nights with indoor/outdoor pools.

Pro Tip:

When booking, request a ground-floor accessible suite even if mobility isn't a concern. Ground floor means no carrying sleeping kids up stairs, easier access to the pool and parking, and no worrying about noisy kids bothering downstairs neighbors. Most resorts accomodate this request without extra charge.

Managing Energy Levels Across Generations

The biggest challenge is pacing. Kids have unlimited energy at 7 AM. Grandparents... do not. Here's the schedule that works:

  • Morning (7-11 AM): Active time — pool, playground, beach, exploring. This is when everyone has energy.
  • Midday (11 AM-2 PM): Lunch in the suite and quiet time. Kids watch a movie or do crafts. Grandparents rest. Nobody admits they're napping but everyone is.
  • Afternoon (2-5 PM): Low-key activity — resort pool, boardwalk walk, or a short outing.
  • Evening (5-8 PM): Dinner (suite kitchen or easy restaurant), maybe ice cream, then kids to bed while grandparents relax in the living room.

The Kitchen Advantage

Kids are picky. Kids eat at weird times. Kids want chicken nuggets for breakfast and pancakes for dinner. Having a full kitchen in your resort suite means you can handle all of this without restaurant meltdowns. Stock up on kid favorites at the grocery store, and everyone eats what they want when they want it.

Plus, cooking together is actually a great grandparent-grandchild bonding activity. My mom makes her famous pancakes with my kids every morning of their trip, and it's become a cherished tradition.

Fun Fact:

A 2025 AARP survey found that 83% of grandparents said multi-generational vacations were their "most meaningful family experience." The same survey found that grandchildren rated grandparent trips as more memorable than regular family vacations. The one-on-one time (without parents) creates a special bond.

Accessibility Considerations

Timeshare resorts are generally well-equipped for accessibility needs:

  • ADA-compliant suites with wider doorways and grab bars available on request
  • Elevators in multi-story buildings
  • Pool lifts at most properties
  • Golf cart transportation around larger resort properties
  • Accessible parking near building entrances

Call the resort directly when booking to discuss any specific mobility needs. They want grandparent groups — these are high-value guests who often return and bring extended family.

The Timeshare Presentation With Grandkids

Here's an important detail: the timeshare presentation requires the booking adults to attend. If you're traveling without the kids' parents, you'll need a plan for the grandkids during the 90-120 minute presentation. Some resorts offer kids' activities during presentation times. Others may allow older grandchildren (12+) to stay in the suite. Call ahead to plan.

Budget for a Grandparent-Grandkid Trip

ExpenseCost (4 nights)
Resort suite (preview deal)$59–$149
Groceries for kitchen meals$80–$120
1-2 restaurant meals$50–$100
Activities/attractions$50–$150
Gas/transportation$40–$100
Total$279–$619

That's a multi-day resort vacation with your grandkids for about the same price as a single night at a Disney hotel. Browse all our vacation deals for current grandparent-friendly options.

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Frequently Asked Questions

What are the best vacations for grandparents with grandkids?

Resort suite vacations at Orlando ($59), Myrtle Beach ($89), and Gatlinburg ($79) are ideal. They offer separate bedrooms for different bedtimes, full kitchens for kid-friendly meals, pool complexes for all ages, and accessibility features. Timeshare preview deals make them incredibly affordable.

How much does a grandparent-grandchild vacation cost?

A 4-night resort vacation costs $279-$619 total including accommodation ($59-$149 preview deal), groceries ($80-$120), dining ($50-$100), activities ($50-$150), and transportation ($40-$100). This is comparable to one night at a Disney resort hotel.

Do timeshare resorts accommodate grandparents traveling with grandkids?

Yes. Resorts offer ADA-accessible suites, pool lifts, golf cart transportation, and elevator access. Suite-style rooms give separate bedrooms for grandparents and grandkids. Request ground-floor accessible rooms when booking for maximum convenience.

What about the timeshare presentation when traveling with grandkids?

The adults who booked must attend the 90-120 minute presentation. Plan childcare during this time — some resorts offer kids' activities during presentations, older kids (12+) may be able to stay in the suite, or bring another adult to supervise. Always call ahead to arrange.

Is Orlando good for grandparent vacations?

Orlando is excellent for grandparent-grandkid trips. Westgate resorts have waterparks, lazy rivers, and activities perfect for kids. The area offers theme parks, nature parks, and countless attractions for all ages. Deals start at $59 for 4-night suite stays.

How do you manage different energy levels on multigenerational trips?

Use a morning-active, midday-rest, afternoon-light schedule. Plan high-energy activities for mornings when everyone is fresh. Build in quiet time after lunch. Keep afternoon activities low-key (pool, walking, ice cream). Evenings are early dinner and winding down.

Can grandparents book timeshare vacation deals?

Yes, as long as they meet the age requirement (usually 25-70, some brands extend to 75). Both adults must attend the presentation. Some brands have specific senior promotions with relaxed requirements. Grandparents are actually ideal prospects for timeshare companies.

What should grandparents pack for a trip with grandkids?

Bring any medications, comfortable walking shoes, swimwear, sunscreen, and the kids' comfort items (favorite toys, tablets, snacks). The resort provides cribs, high chairs, towels, and kitchen supplies. Pack a simple first aid kit and any allergy medications the kids need.

Are Myrtle Beach resorts good for grandparent trips?

Myrtle Beach is great for grandparent-grandkid vacations. The gentle waves are safe for kids, the beach requires zero physical exertion from grandparents, and the boardwalk has kid-friendly entertainment. Westgate oceanfront suites start at $89 for 4 nights with full kitchens.

How far in advance should grandparents book vacation deals?

Book 3-4 weeks ahead for the best date selection. Summer dates (June-August) and holiday weeks fill up fastest. Midweek dates offer better availability and sometimes lower prices. Popular destinations like Orlando during spring break sell out early.

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