Questions to Ask Your Grandparents this Holiday Season

Questions to Ask Your Grandparents this Holiday Season

We all have different relationships with our grandparents, at least those who are fortunate enough to still have them around. If this holiday season affords you you the opportunity to visit with them, you may be able to strengthen your relationship while learning something along the way. It starts with asking some interesting questions of them. Make sure your questions will illicit some thoughtful, pleasant and positive answers that may bring some smiles to their faces. Here are a few to consider.

How did your grandparents meet?

Almost everyone reflects back fondly on how they met the loves of their lives. You may also find it interesting how the stories differ if you have the chance to talk to both grandparents.

What was the most fun they ever had?

This may range from something they reflect back on from childhood or even something they recently experienced. You both will enjoy the smiles as they mentally go through the files of pleasant memories from the past.

What is it they would still like to see or do?

You don’t want this to be a reflection of regrets but a focus on possibilities. Perhaps there is something you and/or the rest of your family can help them accomplish or experience.

What live concerts have they been to?

Of course this will vary greatly depending on their age. What performer was their favorite? Who did they go with and how did they get tickets? Do they still listen to the music? Who would they have liked to have seen in person?

Did they ever win anything?

They may have been on a TV game show or won a prize in the lottery. Then again they just may answer no. If they did win something, it is likely it was a pleasant experience they will enjoy recalling and telling you about.

Do they have any hidden talents or skills few people know about?

Ask about sports, musical instruments and art. They may even have a good impersonation of a famous person.

What advice would they give their “younger-selves”?

Here’s where you can pick up some wisdom without feeling like they are trying to direct your life. They may offer solid advice based on personal experience.

What is their favorite movie of all time?

Why is it their favorite film? When was the last time they watched it? Could you make a “date” with them to watch it together with some homemade popcorn?

If you never quite know what to say to your grandparents, ask for a few minutes with them and pose some questions to them. Keep it fun and light and be sure to share some of your own similar experiences. It just may be the greatest gift they get this holiday season.


Do you have questions about your insurance? Find an insurance agent near you with our Agent Finder

Search All Blogs

Generic filters

Buzz Your
Insurance Agent

Search for a local agent with our agent finder map.

Agent Finder

Want to learn more about our blog writer?

Read more about KayLynn's background.

Click Here

Search All Blogs

Generic filters

Read More Blogs

Spring Dreams, Winter Schemes: Updating Your Insurance Before Your Spring Renovation

Planning a Spring kitchen remodel? Learn why you need to call your insurance agent before the contractors arrive to ensure your project is covered.

Shadow or Spring? The Quirky Science and Folklore of Groundhog Day 2026

Will he see his shadow? Dive into the history and humor of Groundhog Day 2026 and why we still trust a rodent with our weather forecasts.

Stocked for Love: Protecting High-Value Valentine’s Inventory with Business Insurance

Is your Valentine’s stock protected? Ensure your business insurance accounts for the massive inventory surge happening in early February.

New Life, New Responsibility: Why a February Arrival Means Updating Your Policy

Welcoming a new family member this February? It’s time to move life insurance to the top of your to-do list to ensure your child’s future is secure.

Delivering Love: The Insurance Risks of Valentine’s Week Gig Work

Delivering flowers or chocolates for extra cash this Valentine’s? Make sure your car is actually insured for delivery work before you hit the road.

Tax Prep & Protection: Ensuring Your Home Office is Fully Insured for 2026

Prepping your taxes? Don’t forget to check your home office insurance. Your standard policy might not cover your professional gear or liability.

More Than Just a Sale: The Fascinating Evolution of Presidents’ Day

Why is Presidents’ Day on a Monday? Explore the history, the politics, and the trivia behind our mid-February celebration of national leadership.

The Presidents’ Day Shutdown: Managing Risk During Holiday Closures and Sales

Closed for the holiday or open for a sale? A business guide to managing liability, employee pay, and property security during Presidents’ Day weekend.

A Presidential Legacy: Using Life Insurance to Fund Your Charitable Vision

What will your legacy be? Learn how to use life insurance to make a significant charitable impact this Presidents’ Day without depleting your current savings.

The Presidents’ Day Purchase: Navigating Insurance and Gap Coverage for Your New 2026 Vehicle

Buying a new car this Presidents’ Day? Make sure your insurance keeps up. Essential tips on Gap coverage and new vehicle replacement riders.