Festive. Chaotic. Mildly Unhinged.
Join hundreds of Santas spreading holiday cheer and questionable decisions across Winter Haven this December 20th, 2025!
So…What’s SantaCon?
SantaCon started in 1994 in San Francisco when a group of people decided it would be fun to dress up as Santa and wander around town spreading chaos and cheer. It caught on fast and now cities all over the country host their own versions. It is part holiday party, part pub crawl, part “why not, it’s December.”
How it landed in Winter Haven:
Jon and Austin, both local Winter Havians, saw the idea and said, “We can totally do this, but make it Polk County!”
A few years later, Austin’s fiancée Angela joined the mix and brought in her team at Freshwater Social Club. Together they took a fun idea and turned it into an elevated experience with festive drinks, mapped out stops, and that perfect blend of small town charm with big city energy.
What started as a simple concept has now grown into a true downtown tradition. In 2024, SantaCon Winter Haven brought more than 9,000 guests into the heart of the city for one unforgettable night. It is fun, a little chaotic, very merry, and created to support the businesses that make downtown special.
Participating Locations
(swipe to view all)
You Better Watch Out..
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What to Wear?
Wear something merry and comfortable. You can go all out with a costume or keep it simple with a sweater and accessories. It is all about the vibessss.
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Group Photo @ 8pm!
Join us for our official SantaCon group photo at 8:00 p.m. on the Jensen’s patio. Grab your crew, show off your festive fit, and help us capture the magic of the night!
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We Give Back!
For every ticket purchased, $2 will be donated to Operation Outreach with the Winter Haven Public Safety Department to help buy bikes and skateboards for kids this holiday season.
We’re coming to town!
SantaCon wristbands and buttons can be picked up at Grove Roots between 6:00 p.m. and 7:30 p.m.
Please note that wristbands are required to redeem all SantaCon specials and promotions.
NEW MERCH!
Available for sale at Grove Roots from
6pm-7:30pm
Big love to our print partner
Limited Stock. When they're gone they're gone!
Naughty or Nice?
Land yourself on the nice list and get your tickets in advance. SantaCon offers three ticket tiers so you can celebrate solo or bring your whole crew.
$10
Perfect for individual guests who want full access to the event.
Nice List Ticket
$15
Two Turtle Doves
Admission for two at a discounted rate. Bring your favorite person and enjoy the night together.
$42
A group package for six guests. This tier breaks down to just $7 per person and is the best value for friend groups.
Reindeer Gang
Each ticket includes a $2 donation to Operation Outreach with the Winter Haven Public Safety Department. Your participation helps purchase skateboards for local kids this holiday season and supports a meaningful community initiative.
Sponsors & Partners
Whether you are a bar, restaurant, or retailer looking to elevate your SantaCon stop, or a business that wants to show support for the event, we have partnership opportunities available.
In 2024, SantaCon Winter Haven brought more than 9,000 visitors downtown in a single night!
This turnout reflects the growing reach of the event and the strong community interest surrounding it. Sponsorship helps enhance the experience for attendees while also giving your business visibility in front of thousands of engaged participants who are already exploring and supporting local.
Our partnership options are designed to spotlight the incredible businesses that shape downtown Winter Haven and connect you with a large and enthusiastic audience.