Ugly Sweater Party and Holiday Toy Drive and More Events in Jacksonville This Weekend!

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‘Tis the season to celebrate all the holiday festivities going on in the city. With the last month of the decade, (yes the decade you guys) let’s spend it at the best events happening in Jacksonville this weekend!
From ugly sweater parties, Santa runs, and even a STAR WARS fest, this weekend is going to be LIT. Let’s jump right in.

📷 Wicked Barley Brewing Company

1. Ugly Sweater Party + Holiday Toy Drive

It’s the best time of the BEER! Climb in your closets and dig for those ugly sweaters because it’s time for Wicked Barley’s Ugly Sweater Party + Holiday Toy Drive.
This family-friendly party will feature a holiday-inspired tap list, live music, and so much more. We hope you’ve been good this year because Santa will be there too! Make sure the kids bring those Christmas lists.
Wicked Barley’s also hosting a toy drive, so be sure to bring a new and unwrapped toy or children’s book to donate to Ronald McDonald House Charities of Jacksonville Inc.
Event Details
DEC 20 | 4PM–11PM
Wicked Barley Brewing Company


2. Firetruck Parade with Santa and his Elves!

Can you guess our favorite part about the holidays?! If you guessed all the festive parades, you’re correct!
Get ready for the Firetruck Parade this Friday and head on over to Orange Park as the Police Department and Fire Station light up the night. Not only will you get to experience all the magical lights, but there will be lots of candy and even an appearance from Santa himself!
Event Details
DEC 20 | 6:30PM–8:30PM
Orange Park Fire Dept Station


3. Run Santa Run

Looking for a fun run where you can burn off all those holiday goodies?! (We’ve been munchin’ on all the peppermint bark, fruitcakes, and spiked eggnog!) Grab the fam and a Santa suit and get ready for the Run Santa Run event this Friday!
You can run for fun in the 5K at 6:30PM or if you’re a little more on the competitive side, you can register for the competitive run at 6PM. This event will also include:

  • Christmas Lights & Music Along the Course
  • Candy Cane, Cookie & Hersey Kiss Station
  • Custom Santa Finisher Medals
  • LED Lights Available for Purchase & So Much More!

Be sure to register online or in-person! You’ll be able to pick up your packets at select 1st Place Sports locations! Click here to learn more about packet pickups and parking.
Event Details
DEC 20 | 5:30PM–8:30PM
Henry J Klutho Park


📷 Mark Pariani Productions

4. Force Fest 2019 at Sun Ray

A short time from now, in a neighborhood not so far away…Force Fest is back Jax!
Grab your friends and come together for STAR WARS The Rise of Skywalker, the final film in the saga. Feel free to dress up as your fav character from the film and get ready for a great day in Riverside!
While this event is free to the public, grab your tickets to see screenings of Episode IX!
May the force be with you.
Event Details
DEC 21 | 2PM–10PM
Sun-Ray Cinema


5. Rudolph the Red-Nosed Reindeer

“Had a very shiny nose!” Sorry, we couldn’t help ourselves and now this song is stuck in our head. If you’re looking for a great family-friendly musical in Jax, then you must go see Rudolph the Red-Nosed Reindeer!
Your favorite holiday special comes to life on stage right before your eyes. Not only will Rudolph be on stage, but you’ll get to see Santa, Mrs. Clause, Hermey the Elf, Bumble the Abominable Snow Monster, and so much more!
Grab your tickets and head to the Florida Theatre this weekend!
Event Details
DEC 20 | 8PM–10PM
Florida Theatre


6. GTE Jags vs Colts Tailgate Experience

DUUUVAL! Football is coming to an end and so are the GTE Tailgates, but not to worry because you can still get tickets for the GTE Jags vs Colts Tailgate on December 29th!
Whether you’re a Jags or Colts fan, or just looking for a tailgate with good vibes and fun times, everyone is welcome! Wondering what to expect at this tailgate?

  • All you can eat and drink! Yes, you read that correctly.
  • Tented seating and TVs with football on–of course!
  •  Live DJ and entertainment
  • Photobooth
  •  Celebrity hosts meet and greets
  •  Bathrooms and more!
Guests include:

This tailgate will take place four blocks from the TIAA Bank Stadium (5–10-minute walk to the stadium) and you MUST have a ticket to enter. Children under eight are free and be sure to bring your I.D. to obtain a General Admission/V.I.P. wristband for alcoholic beverages!
Pro Tip: Chairs, coolers, and weapons are not allowed at this event, but Minshew mustaches are encouraged! Oh, and be sure to wear your ugliest holiday sweater for the last tailgate.
Event Details
DEC 29 | 9AM–1PM
Tailgater’s Parking First and 10 Lot


Don’t worry, more events are happening in Jacksonville this weekend!
Procrastinators’ Market
Riverside’s Amazing Holiday Reindeer Games
Holiday Movie Night: Elf
Holiday Gift Guide Pop-Up
SantaCon STA
Ugly Sweater Crawl

Who’s Ready for New Years’ Eve Events Happening in Jacksonville?!

As we’re dashing through December, we’re getting excited for all the New Years’ Eve events! Don’t have any plans yet? Don’t worry, we got you.
If you haven’t already, download our UNATION app and search #UYearsEve or read our NYE Blog that has the 4-1-1 on all the best New Year’s Eve events, cheers!

Kalie Krumel

Kalie Krumel

Kalie is a UNATION team member and author of the Stuff to Do City Guide. For more insight on the best events and things to do near you, subscribe for updates and follow be sure to follow us on social!