The holidays are here, but sometimes relationships don’t make it to the new year. Learn how to handle breakups with grace and maybe even a little humor during the festive season.

The holidays are supposed to be filled with love, joy, and connection—but what happens when a relationship ends during the most wonderful time of the year?

Psychotherapist and relationship expert Jenn Pinkerton joins FOX 26 Houston’s The Nightcap for a timely conversation about navigating breakups during the holiday season.

From managing difficult emotions and navigating holiday expectations to protecting your emotional well-being, this conversation explores how to approach heartbreak with compassion, healthy boundaries, and even a little humor.

Because the holidays don’t have to be perfect to be meaningful, and the end of a relationship doesn’t have to define your season—or your future.

Watch the full segment:


Breaking up under the mistletoe A holiday break up survival guide cover

Key Takeaways

  • Holiday Breakups Can Feel Especially Difficult. The pressure to celebrate, attend gatherings, and appear happy can make the emotional impact of a breakup feel even heavier.
  • Give Yourself Permission to Feel. Heartbreak doesn’t follow a holiday calendar. Allow yourself to acknowledge sadness, disappointment, or uncertainty without feeling pressured to immediately move on.
  • Set Boundaries That Protect Your Peace. Whether navigating communication with an ex, family questions, or holiday traditions, healthy boundaries can help create emotional space for healing.
  • Release the Pressure of a Perfect Holiday. Your holiday season doesn’t have to look the way you originally imagined. Adjusting expectations and creating new traditions can help you move forward.
  • Lean Into Meaningful Connections. Supportive friendships, family relationships, and trusted people can provide comfort and remind you that connection exists beyond a romantic partnership.
  • Approach Heartbreak With Self-Compassion. A breakup is not a measure of your worth. Give yourself the patience, understanding, and emotional care you would offer someone you love.
  • Healing Can Include Moments of Joy and Humor. Finding reasons to laugh or enjoy the season doesn’t invalidate your feelings. Grief and joy can coexist as you navigate change.

Connect with Jenn Pinkerton

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