How to Create an Inclusive Holiday Season in the Workplace

The holiday season is like the playoffs for workplace culture—a chance to show how much we care, celebrate our wins, and set everyone up to thrive. But here’s the thing: not everyone’s playbook for this time of year looks the same. Some folks are decking the halls, others are lighting the menorah, some are in the spirit of Kwanzaa, and others might not celebrate at all. And that’s okay!

An inclusive holiday season isn’t just about putting up lights or baking cookies—it’s about making sure everyone feels they belong. So, lace up those leadership boots because we’ve got a job to do! Let’s dive into some tips on how to make this holiday season one where every player on your team feels valued, respected, and downright joyful.

1. Know your team’s playbook

The first rule of leadership? Get to know your people. Not everyone celebrates the same holidays, and that’s the beauty of it. Diversity is what makes a team stronger!

Tips for inclusivity—

  • Ask, don’t assume: Send out a friendly, optional survey to learn how your team celebrates the season—or if they do at all.
  • Be curious: Encourage folks to share their traditions if they’re comfortable. A little curiosity goes a long way in building connections.
  • Keep it flexible: Avoid scheduling events or deadlines that might clash with someone’s holiday.

Remember, understanding is the foundation of inclusion. It’s like setting up a perfect assist for the team to score.

2. Keep your holiday celebrations open to all

A great holiday celebration should feel like an open-door policy—welcoming and inclusive.

Tips for planning—

  • Neutral themes: Instead of focusing on one holiday, go for a theme like “Gratitude” or “The Joy of Giving.”
  • Food for thought: Offer diverse catering options—vegan, halal, kosher, gluten-free—you name it. Nobody should feel left out at the buffet table.
  • Optional fun: Make sure participation in events or gift exchanges is optional. Nobody wants to feel pressured into singing carols if they’re not feeling it.

3. Be mindful of language

Words matter, folks. A simple “Happy Holidays” instead of “Merry Christmas” can make all the difference in making everyone feel included.

Tips for communication—

  • Go neutral: Use inclusive language in emails, greetings, and decorations.
  • Celebrate specifics: If you know someone celebrates Hanukkah, wish them a “Happy Hanukkah.” Personal touches show you care.

It’s like coaching; you adapt to your players’ needs to bring out their best.

4. Give the gift of flexibility

Time off is like a timeout in sports; it’s vital for regrouping and coming back stronger.

Tips for flexibility—

  • Floating holidays: Let folks use paid time off for holidays that matter to them.
  • Adjust workloads: Lighten the load during the season to reduce stress.
  • Respect boundaries: Some folks might not want to join in holiday festivities, and that’s perfectly okay.

5. Lead with calm, warmth, enthusiasm, and joy

Now, let’s talk about leadership. The holiday season can get as stressful as a penalty shootout, but your job as a leader is to keep the team grounded and inspired.

Calm

When the to-do list feels endless, be the calm in the storm.

  • Model balance: Take breaks and encourage your team to do the same.
  • Clear communication: Let everyone know what’s expected so they’re not guessing.
  • Keep it manageable: Reassess deadlines to ease the holiday crunch.

Warmth

Warmth is about showing people they matter—not just as employees but as humans.

  • Say thank you: A heartfelt “thank you” goes a long way.
  • Be present: Show up, listen, and be there for your team.
  • Share moments: Host a casual hot chocolate break or a virtual coffee chat to connect.

Enthusiasm

Your energy sets the tone for the team.

  • Celebrate wins: End the year by recognizing achievements, big or small.
  • Get involved: Participate in holiday events to show you’re all in.
  • Be positive: Even if things get hectic, your enthusiasm will keep spirits high.

Joy

Joy is about creating moments that light people up.

  • Surprise & delight: Small gestures, like a handwritten note or a little treat, can make a big impact.
  • Have fun: Plan lighthearted activities, like a trivia game or a team playlist of holiday songs.
  • Celebrate together: Wrap up the year with a celebration that leaves everyone smiling.

6. Give back as a team

Nothing says “holiday spirit” like giving back. Create opportunities for your team to make a difference together.

Ideas for giving back—

  • Charitable drives: Organize a toy or food drive.
  • Volunteer together: Plan a day where your team can help out at a local charity.
  • Match donations: Double the impact by matching employees’ contributions to causes they care about.

7. Reflect, learn, and improve

Once the season wraps up, take a moment to reflect. What worked? What didn’t?

Tips for growth—

  • Gather feedback: Send a quick survey or host a discussion to see how the team felt about the season’s activities.
  • Take notes: Use what you learn to make next year even better.

Inclusion is a journey, not a destination. Every step forward makes a difference.

Final Whistle

The holiday season is a golden opportunity to show your team how much you care. By being thoughtful, inclusive, and intentional, you’re not just spreading cheer—you’re building a workplace where everyone feels they belong.

So, let’s make this holiday season one to remember, folks. Remember, it’s not about being perfect; it’s about showing up with heart. And if there’s one thing I know, it’s this: when you lead with heart, you can never go wrong. Happy Holidays!

Picture of Matteo Stewart
Matteo Stewart
Matteo Stewart is the Senior Inclusive Leadership Facilitator with Diversio EDU and has over 30+ years experience in a variety of industries including: Healthcare (Internal and Emergency Medicine), Olympics, Private Equity and Film Production. He is also a Qualified Administrator of the IDI - Intercultural Development Inventory. After a leukemia diagnosis, Matteo left his coaching practice in Canada’s Financial district of Toronto and moved to the mountains of the Okanagan Valley in British Columbia. He advocates for curating a sense of belonging in all workplaces while embracing the mantra that addressing unconscious bias takes conscious effort.
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