Welcome back, Orlando—things might be gettin‘ a little weird this weekend.
From Tech N9ne‘s Strange New World Tour to a Onesie Bar Crawl, don‘t be afraid to show your true colors at these top things to do in Orlando!
Whether you‘re ready to go full-on holiday cheer or are looking for unique stuff to do in the area, we‘ve got you covered with the best picks!
It‘s a Strange New World out there—
Grab your tickets fast to see Tech N9ne and Rittz at the The Plaza Live Theatre Orlando. If you‘re looking for something to do to kick off your days off, this Friday night concert will set the stage for the rest of the weekend!
The concert starts at 9 PM and also features King ISO, MAEZ301 and Jehry Robinson.
🗓 Nov 19 | 9PM—10PM
📍The Plaza Live Theatre Orlando
🎟 Starting at $47
Dust off your onesie—
🗓 Nov 20 | 4PM—11PM
📍 Stagger Inn
🎟 Starts at $10
Still want to go downtown but not feeling the onesie? Check out some of our favorite bars in Downtown!
Dress in your at-home best for a night out on the town with the Onesie Bar Crawl!
Just in time for the holiday season, get comfy and head out for a lineup of popular downtown Orlando bars. Starting at the Stagger Inn, with check-in between 4 to 7 PM, make your way to the Bullitt Bar, The Treehouse, and Crow & Company—and end your night at the After Party with a DJ and Onesie Costume Contest!
Your ticket gets you five drinks, free cover to all bars and the After Party, free games, and entry to the Costume Contest! Hurry—the first 50 crawlers get in for $10!
🦃 Can‘t forget Thanksgiving!
Food, friends, and drinks on drinks! All of this and more is available at Drinksgiving! Before your relatives come in for the holiday, on Wednesday, November 24 from 6PM–12AM, share a toast or a “Cheers!” with your whole crew at Grape and the Grain Wine Bar.
🗓 Nov. 24 | 6PM—12AM
📍 Grape and the Grain Wine Bar
🎟️ Starting at $5
Before you run to the dinner table or run to the couch with a belly full of turkey, start your Thanksgiving off on the right foot (literally) at the 12th Annual Turkey Day 5K in Sanford! Gobble and giddy up to this holiday-themed Thanksgiving Day race on November 25 at 8AM!
🗓 Nov. 25 | 8AM—10AM
📍 600 E 1st St
🎟 $25
Enjoy dinner and a show with the Venardos Circus! This broadway-style show will be making its way to Hamlin Town Center in Winter Garden for three weeks only! Experience this spectacle with your loved ones during special showtimes on both Thanksgiving Day and Black Friday.
🗓 Nov. 25—26 | 4PM—5:30PM
📍 Hamlin Town Center
🎟️ Adults starting at $37, Children at $17
Haven‘t found what you‘re looking for?
Celebrate with family or friends with these events around Orlando!
Need a little🍷 to get you through the holidays?
Let‘s dash through Merlot this season with a pair of 12 Wines of Christmas VIP Wine Walk tickets!
In the most wine-derful time of the year, or Jingle Eve, join in on a merry good time, starting with the Children’s Holiday Village in Gaston Edwards Park, 12 Wines of Christmas Wine Walk on Orange Ave. and Virginia Drive, and music, food trucks, and vendors stationed all around. Put on your jolliest holiday attire and kick off the holiday season! A $50 ticket to the Wine Walk comes with a wine glass and tastings in 20 areas in the Village.
🗓 Nov 20 | 5PM—9PM
📍 Gaston Edwards Park
🎟 $50
Looking for more holiday cheer? Here are the best holiday events in Florida!
Who‘s in the mood for some American football?
🗓 Nov 20 | 3:30PM
📍 Camping World Stadium
🎟 Starting at $22
This Saturday is game day—with the Florida Blue Florida Classic O-town Showdown. Get your tickets to the 3:30 PM kickoff, as the FAMU Rattlers take on the B-CU Wildcats. The game will be held in the West Lakes neighborhood of Downtown Orlando the Camping World Stadium.
Put more color in your weekend—
Rain or shine, the Longwood Arts and Craft Festival will go on! Hosted in Historic District Longwood, you can wind your way through 200 displays from unique artists and handcraft exhibitors.
Get a jump start on your holiday gift list and find something unique for everyone at the festival—with fine jewelry, seasonal decor, and handcrafted pieces. The best part about it all? Not only is attendance free, but there will be food, beer, cocktails, wine tasting, and live entertainment.
🗓 Nov 20—21 | 9AM—5PM
📍 Historic Downtown Longwood
🎟 Free
Living your best life on a budget this weekend? Here are some other free things to do in Orlando!
Get your jazz hands ready! 🎷👐
🗓 Nov 21 | 12 PM
📍Dr. Phillips Center
🎟 $25 for GA | $60 brunch included
Need more brunch destinations downtown? Toast to the weekend with our fave brunch spots in the City Beautiful.
Don‘t forget to head to the Dr. Phillips Center on Sunday if you have already purchased your Latin Jazz Brunch tickets, which is now rescheduled to this weekend! One of the country‘s hottest jazz bands, the Jazz Orchestra, will be performing outdoors for your listening pleasure.
Tickets start at $25, with the brunch buffet costing an extra $35. Make sure to buy a minimum of two tickets per private box! Doors open at 12, with the show starting at 1PM. And although you‘re welcome to ward off your Sunday Scaries with some booze, alcohol will be sold separately.
💡 Light up your weekend—
Stock up on ugly sweaters for these holiday events:
Nov. 8—Dec. 21
Disney Very Merriest After Hours
Nov. 13—Jan.2
Christmas in The Wizarding World of Harry Potter
Nov. 19—Jan. 2
MISSION: SAVE CHRISTMAS featuring ELF
Nov. 27—Dec. 30
TIS THE SEASON – Winter Garden
Dec. 3
Tree Lighting Celebration Lake Eola