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

The Great Alignment: The Science and Secrets of the Summer Solstice

Happy Summer Solstice! Discover the “Great Alignment” of Stonehenge and the ancient traditions that celebrated the longest day of the year.

Celebrating Progress: Managing Your Business During the Juneteenth Holiday

Juneteenth is this Friday. Discover how to celebrate this historic holiday while ensuring your business stays compliant with holiday labor laws and social media standards.

The Quiet Promise: Why Life Insurance is the Ultimate Act of Fatherhood

Father’s Day is about the legacy you leave. Learn how a well-structured life insurance policy is the most unselfish way to say “I’ve got you covered.”

The Digital Witness: Why a Dashcam is the Best Father’s Day Gift for 2026

Looking for the perfect gift for Dad? A 4K dashcam isn’t just a gadget—it’s his best friend in an insurance claim. Discover the “Digital Witness” revolution.

The Longest Day of Liability: Managing Summer “Attractive Nuisances”

Summer is officially here this Sunday! Make sure your backyard “fun zone” doesn’t turn into a legal “hazard zone” with our guide to Attractive Nuisance liability.

Stars, Stripes, and Secrets: The Surprising History of Flag Day

Happy Flag Day! Discover 5 things you didn’t know about “Old Glory” and the fascinating story of the high school student who designed our 50-star flag.

Caring for the Caregivers: National Nursing Assistants Week and Workplace Safety

It’s National Nursing Assistants Week! Learn how to protect the dedicated staff who are the heart of our healthcare system with smart business insurance.

A Legacy Beyond the Tie: Why Life Insurance is the Real Father’s Day MVP

Forget the socks. This Father’s Day, give the gift of absolute certainty. Discover why Life Insurance is the ultimate act of modern fatherhood.

Blinding Brightness: Navigating June Sun Glare and Your Auto Policy

Squinting into the sunset? Learn the insurance implications of sun glare accidents and why a healthy windshield is your best safety tool this June.

The Smoke and the Spark: Protecting the Ultimate Father’s Day Backyard Upgrade

Is Dad’s new smoker covered? Discover how high-end outdoor upgrades impact your home insurance limits before the big Father’s Day reveal.