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Building Connections With Family: What the Holidays Should Really Be About

Beth Cree

Beth’s focus with her clients is to serve with integrity and professionalism...

Beth’s focus with her clients is to serve with integrity and professionalism...

Dec 22 5 minutes read

Building Connections With Family: What the Holidays Should Really Be About

As a real estate agent specializing in helping retirees and those looking to downsize, I often hear from my clients about how the holidays can feel overwhelming. For many, this season has is about accumulating more things rather than creating meaningful moments. But let’s pause for a moment and consider what the holidays are truly about: family, connection, and love.

This year, let’s focus on what matters most—building deeper relationships with our loved ones. To help, I’ve compiled a list of conversation starters and topics that can foster connection, joy, and understanding. These ideas are designed to bring families closer and spark meaningful conversations.

1. Celebrate Shared Memories

Take time to reminisce about special moments you’ve shared as a family. Questions like:

  • “What’s your favorite holiday memory from when you were a child?”

  • “What’s the most unexpected thing that ever happened at a family gathering?”

  • “Do you remember the first time we all got together for the holidays?”

These prompts not only spark warm feelings but also remind everyone of the joy in shared experiences.

2. Explore Family History

For retirees or seniors, the holidays are a wonderful time to share stories about the past. Encourage these conversations with questions like:

  • “What was your favorite holiday tradition growing up?”

  • “What do you remember about your grandparents during the holidays?”

  • “Is there a family recipe or heirloom you’d like to pass down?”

Learning about family history helps younger generations feel connected to their roots while honoring the legacy of older family members.

3. Dream About the Future Together

Holidays are also a time to look ahead. Engage your family with questions about hopes and dreams:

  • “What’s one thing you’re looking forward to next year?”

  • “If you could visit any place during the holidays, where would it be?”

  • “What’s a new tradition we could start together?”

Dreaming together fosters excitement and builds a sense of togetherness.

4. Practice Gratitude

Gratitude can bring warmth and positivity to any gathering. Consider going around the table and asking:

  • “What’s one thing you’re grateful for this year?”

  • “Who made a difference in your life recently?”

  • “What’s something small that brought you joy this week?”

This simple exercise encourages mindfulness and appreciation for the people and moments that matter most.

5. Connect Through Fun Activities

Sometimes, the best conversations happen naturally when you’re engaged in an activity. Consider:

  • Watching old family videos or flipping through photo albums.

  • Baking holiday treats together while sharing stories.

  • Playing a game that prompts storytelling, like "Two Truths and a Lie" or a holiday trivia quiz.

These activities allow for connection without the pressure of deep conversation, making everyone feel more relaxed.

6. Create Space for Listening

Sometimes, the best way to build connections is to simply listen. Encourage family members to share their thoughts and feelings with open-ended questions like:

  • “What’s been on your mind lately?”

  • “What’s something you’re really proud of this year?”

  • “How can we support you better as a family?”

Active listening can deepen relationships and make everyone feel valued and heard.

A Final Thought

The holidays don’t need to be about accumulating more things; they can be about creating lasting memories and strengthening family bonds. By focusing on meaningful conversations and shared experiences, you can ensure this season is filled with joy, understanding, and love.

As you consider downsizing or simplifying your life, remember that less clutter means more room for connection. If you’re ready to take that step or know someone who is, I’m here to guide you through the process. Together, we can make this holiday season—and your next chapter—one to cherish.

Wishing you a holiday season filled with connection and warmth!