The Magic of the Holidays in Worcester: Your Guide to Festive Fun

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The holiday season is here, and Worcester is buzzing with excitement! Whether you’re looking to create unforgettable memories with the family, dance the night away, or get into the holiday spirit with some themed fun, there’s something for everyone. Here’s a roundup of the best holiday events happening in and around Worcester to make your season extra special.


Santa Storytime at Leicester Library: A Heartwarming Start to the Holidays

Imagine this: the soft glow of holiday lights, a crackling fire, and Santa Claus himself reading enchanting stories to children. That’s what awaits you at Leicester Library this December. Nestled in the cozy Children’s Room, Santa will share heartwarming tales that will transport little ones into the magic of the season.

For those hoping for a photo op with the jolly man in red, there will be an opportunity—though pictures with Santa will depend on the crowd size and behavior. Regardless, it’s the perfect way to dive into the holiday spirit. Don’t miss out on this cozy and festive story time.

📍 Leicester Library Children’s Room – 1136 Main Street, Leicester, MA


Santa & Friends at Hebert Candy Mansion: The Sweetest Holiday Visit

Santa is taking a sweet break at Hebert Candy Mansion, and he’s inviting you to join him! Throughout December, you can come by for free photos with Santa and even meet some of his favorite characters, including The Grinch & Cindy Lou Who, on December 21st. Whether you’re bringing your kids or your furry friend, there’s no better way to spread holiday cheer than a visit to this iconic candy mansion.

Plus, let’s be honest—who doesn’t love free photos with Santa? And for those looking to plan ahead, check out the full character schedule at Herbert Candies.

📍 Hebert Candy Mansion – 574 Hartford Turnpike, Shrewsbury, MA


Bottomless Brunch with Santa at Castle Cantina: A Feast for the Family

If you’re in the mood for good food and holiday fun, Castle Cantina has you covered with their Bottomless Brunch with Santa! On December 22nd, you’ll be treated to all-you-can-eat breakfast, and the best part? You’ll get to meet and snap photos with Santa himself!

But hurry—12 PM to 2:15 PM has already sold out, so book your spot for the 2:45 PM to 5 PM seating. It’s a perfect way to spend a Sunday with the family, enjoying delicious food, festive drinks, and, of course, Santa!

📍 Castle Cantina – 1230 Main St, Leicester, MA



Winter’s Eve Party at Greater Good Brewing: A Holiday Bash You Won’t Want to Miss

Get ready to celebrate at Greater Good Imperial Brewing Co. with a winter party packed full of fun. Think Ugly Sweater Contests (dogs included!), live music, festive food and beer pairings, a holiday raffle, and even a visit from the Harvard Alpaca Farm! With specialty cocktails and holiday movies, it’s going to be a day full of laughter, cheer, and holiday magic.

Whether you’re stopping by for a few drinks or staying for the entire event, this is one party that’s sure to get you into the holiday spirit.

📍 Greater Good Imperial Brewing Co. – 55 Millbrook St, Worcester, MA


Rewind Retro Dance Lounge at Freeplay Bar & Arcade: A Dance Party Through the Decades

Looking for a night of retro vibes and funky tunes? Every Saturday night, Freeplay Bar & Arcade transforms into the ultimate dance lounge, playing all your favorite 80s, 90s, and 2000s hits. Whether you’re dancing the night away or taking a break for some arcade games, this is the place to be for all the retro fun you can handle.

With the doors opening at 10:30 PM, this is a must-do event for anyone wanting to relive the magic of those classic eras.

📍 Freeplay Bar & Arcade – Worcester, MA


Ugly Sweater Night at Rascals: Dance and Win Prizes

Friday nights just got better with Rascals’ Ugly Sweater Night! Grab your tackiest holiday sweater and head to Rascalsfor a night of line dancing lessons followed by an all-request dance party. The best part? You could win a prize for being the best-dressed holiday enthusiast!

This event is perfect for those who want to get in on the holiday fun while also showing off their most creative (and possibly hilarious) holiday attire.

📍 Rascals – 70 James St, Worcester, MA


Make Your Holiday Memories in Worcester

The holidays are a time for celebration, togetherness, and creating memories that last a lifetime. Whether you’re visiting Santa, dancing the night away, or enjoying a festive brunch, Worcester has no shortage of exciting events to help you celebrate. So, grab your loved ones, put on your best holiday spirit, and dive into all the fun happening around town!

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