Top 10 Questions to Ask Mom Over Mother’s Day Brunch

🥂 Top 10 Questions to Ask Mom Over Mother’s Day Brunch

Make Her Day Unforgettable!

Mother’s Day is more than flowers and mimosas—it’s about connection. Sharing a meal together is the perfect chance to slow down, listen, and celebrate the woman who shaped you. This year at The Anchor Rose, take brunch to the next level with meaningful conversation.

Here are 10 heartfelt (and fun!) questions to ask Mom while enjoying a gorgeous harborfront brunch:

1. What’s one thing you loved most about being a mom?

A beautiful way to reflect on the joy of motherhood and spark gratitude-filled conversation.

2. What was your favorite memory of us when I was little?

Watch her eyes light up as she shares something sweet you may have forgotten.

3. What did you want to be when you were younger?

You might be surprised by what she dreamed of before “Mom” was her title.

4. Who inspired you the most growing up?

A great question to learn about her own role models—and the roots of her wisdom.

5. What’s your idea of a perfect day?

You’ll get a glimpse into what truly brings her joy (and maybe even plan it together).

6. What’s the best advice your mom ever gave you?

A chance to honor the generations before you and continue the family legacy.

7. What was your first job—and what did you learn from it?

Fun, revealing, and often filled with unexpected lessons.

8. If you could relive one year of your life, which one would it be?

A thoughtful, sometimes emotional look back at her favorite moments.

9. What’s something you’ve always wanted to try but haven’t yet?

You might discover a dream you can help make come true.

10. What makes you feel most loved?

Because this day is about her—and knowing this answer might just be the best gift of all.


Whether you’re clinking glasses on our rooftop or watching the boats drift by, we hope these questions bring smiles, laughter, and maybe even a happy tear or two.

Here’s to brunch, beauty, and unforgettable moments.
Join us at The Anchor Rose this Mother’s Day and make new memories over great food and conversation.

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