This holiday season, we're giving you all the reasons to don your most hideous of ugly sweaters at these Orlando ugly sweater parties. Enjoy themed drinks, live entertainment, and maybe even win a prize for the ugliest and tackiest garment. So make a trip to Goodwill or borrow one from your parents' closet, and spread some holiday cheer at one of these ugly sweater parties in Orlando.  

Stay connected to all the nightlife, events, and more things to do in Orlando by subscribing to 407area. Check out our Christmas Orlando 2019 Guide for more things to do this holiday season. 

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Annual Ugly Sweater Pub Crawl
on Saturday, 21 Dec, 7:00 PM
at Cleo's Lounge
11 S Court Ave, Orlando, FL 32801

The bars have been set! 7pm - Cleos 8pm - Caseys 9pm - Frostys 10pm - Cocktails & Screams 11pm - Wall St Plaza 11:15pm - Group Photo Midnight - Lizzies 1am - The Lodge $10 donation gets you the drink specials at each bar and some swag! All proceeds wil

3rd Annual Ugly Sweater Crawl: Orlando
on Saturday, 7 Dec, 4:00 PM
at Sideshow | Wall Street Find Tickets
15 N. Orange Ave., Orlando, FL 32801

The 3rd Annual Ugly Sweater Bar Crawl is here and we want the city of Orlando to join in on the fun. Get that Goodwill sweater, find those tacky holiday pants, and get ready to jingle bell ROCK!

Ugly Sweater Holiday Party

Ugly Sweater Holiday Party

on Saturday, 16 Nov, 7:00 PM
at Orlando Museum Of Art
2316 N. Mills Ave, Orlando, FL 32803

Invite your friends and dress up in your Ugly Holiday Attire to enjoy Beverage Tastings, Food, DJ Music, Games, Karaoke and Photo Booth. Best of the Holiday Spirits from Drinking Around the Festival of Trees. Grand Prizes for the Ugliest Christmas Sweaters or Outfits.

Dueling Pianos & Ugly Sweater Party
on Friday, 13 Dec, 6:00 PM
at Oviedo Amphitheatre & Cultral Center Find Tickets
299 Center Lake Lane, Oviedo, FL 32765

Join us in your ugly sweater on December 13th between 6p-10p to listen to dueling pianos.

Ugly Sweater 5k at Reunion Resort
on Saturday, 21 Dec, 7:00 AM
at Reunion Resort Find Tickets
7593 Gathering Dr, Kissimmee, FL 34747

Celebrate the holiday season and support the Baby DJ Foundation at our inaugural Ugly Sweater 5k.

The 12 Bars of Christmas Pub Crawl(Orlando)
on Friday, 6 Dec, 8:00 PM
at Hooch Find Tickets
25 Wall St, Orlando, FL 32801

BEWARE: Don’t get Scrooged by imitators from out of town. Orlando Pub Crawl is the only locally based pub crawl company and the only pub crawl to offer 4 free drinks(and premium ones at that) along with jolly great specials at a much lower price.

Prospanica Ugly Sweater Holiday Mixer
on Thursday, 5 Dec, 5:30 PM
at Shine Find Tickets
25 Wall St, Orlando, FL 32801

Come and join us for our Ugly Sweater Holiday Mixer at Shine Orlando on December 5th.