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          2025 Government Affairs Forum | State Treasurer Deborah B. Goldberg

          Don’t miss our upcoming Government Affairs Forum with Massachusetts State Treasurer Deborah B. Goldberg.

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          9:45am - 11:00am

          Greater Boston Chamber of Commerce

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          Read More
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5 Tips for Businesses Heading into the Holiday Season

October 27, 2025 Greater Boston Chamber of Commerce

The holiday season is fast approaching, and for Greater Boston businesses, it’s more than just twinkling lights and festive playlists. Whether you run a retail shop, a consulting firm, a tech startup, or a hybrid team, this time of year offers a unique opportunity to connect with your community, energize your staff, and create memorable experiences that carry into the new year.

Here are five ways to prepare your business for the season and make the most of the momentum:

5 Tips for Businesses Heading into the Holiday Season  

Get Festive 

Holiday spirit isn’t just for storefronts. Whether you operate in person or virtually, adding seasonal touches to your space or digital presence can create a warm and welcoming atmosphere. Think decorated office lobbies, festive Zoom backgrounds, or branded holiday graphics for your website and social media.

If you do have a space where customers visit, small details that evoke a whimsical or nostalgic feeling can enrich the experience. Photo ops and ways for customers to share your decorated space on social media are also powerful tools to grow your visibility both online and in person through word of mouth.

Have a Plan 

The holidays often bring a shift in pace. Meet with your team to set expectations, review staffing needs, and outline any changes to operations. Whether you’re preparing for increased customer demand, adjusting project timelines, or coordinating time off, a clear plan helps everyone stay focused and aligned.

Consider creating a shared calendar or checklist to keep things running smoothly throughout the season. A little preparation now can prevent a lot of stress later.

Boost Your Online Presence 

With so much online traffic this time of year, now it’s more important than ever to give your business a voice. Showcase your decorated space, share staff highlights and behind-the-scenes, and create personability with your audience.

This is can also be the perfect time to give back to your customers by hosting a social media giveaway. While you can show gratitude for those who support your business throughout the year, social media giveaways are also an easy way to grow your reach online by asking those who enter to share your posts with friends.  

Show Appreciation to Your Staff 

Your team is the heart of your business. Celebrate their contributions with thoughtful gestures like a team lunch, a virtual gathering, or personalized thank-you notes. Recognizing their hard work builds morale and reinforces a culture of appreciation that lasts beyond the season.

Even small moments of recognition can go a long way. A little gratitude can make the holidays brighter for everyone and show your employees how much you care.

Host an Event 

Whether you’re in retail, hospitality, or professional services, hosting a holiday-themed event can bring people together and amplify your brand. Think “Sip and Shop,” virtual workshops, pop-up collaborations, or charitable drives. For example, The Chamber is hosting our annual BIMA Holiday Gala, with this year’s raffle proceeds going to support Catie’s Closet. Events like these help position your business as a connector and contributor to the Boston community.

You don’t need a big budget to make a big impact. A thoughtful, well-promoted event can create lasting impressions and meaningful connections.

The holidays are a time to reflect, recharge, and reconnect. With a little planning and creativity, your business can turn this season into a meaningful moment for your team, your customers, and your community.

If you’re planning something special this season, we’d love to hear about it. The Greater Boston Chamber of Commerce is here to support you every step of the way.

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