Top 10 Things To Do in Orlando this Weekend, Sept. 19 - 21, 2025
- Emma Walton
- Sep 18, 2025
- 4 min read
The weekend is here, check out our guide to the ten best things to do in Orlando this weekend!
Looking for plans in Orlando this weekend? We've got you covered, there is tons of exciting happening around the city, and with so much to do, we've selected our Top 10 list of cant-miss events and things to do throughout the weekend in Orlando.
Whatever you're in the mood for, save the date for a great weekend here in Orlando! Have fun!!
Top 10 Things To Do In Orlando This Weekend, Sept. 19 - 21, 2025
Each event will feature live performances, educational experiences, and more!
September 19 - 21
A three-day celebration of anime, cosplay and Japanese pop culture, taking place Sept. 19–21, 2025 at the Hilton Orlando. This year’s event delivers a uniquely intimate and immersive fan experience — blending the excitement of a large-scale convention with the personal connections of a boutique gathering.
September 19 - 21
One place. One Weekend. All your projects Solved. The Orlando Home and Garden Show is here to help you turn your home improvement and outdoor projects from fantasy... to reality. We can help you get your Projects Solved! With thousands of square feet of exhibits you'll find the latest in products and services for everything from builders, contractors, materials, decks, pools, spas, entertainment systems, storage, plants, landscape displays/materials, kitchenware, and much more.
September 19
Rain or shine, come to Downtown Clermont and enjoy sampling a variety of red, white, and rose wines at over 20 participating local businesses. Wine sampling starts at 6:30 pm at each of the 20+ locations. You will receive a map of participating locations at Check-In where you will receive your wine glass and wristband for the evening.
September 20
Raise a stein and button up the lederhosen, it's time for Deviant's 4th Annual Oktoberfest in Sanford. Indulge in German-style beers, food, and merriment as they celebrate the Autumn season. Come dressed to impress in your dirndl or lederhosen, pick up your mugs, and celebrate! The'll have authentic German food provided by Stubbies Pop-Up Sausages and best of all, German-style beers brewed in house especially for the event.
September 20
The City of Apopka proudly presents this year’s fourth annual 2025 Hispanic Heritage Celebration at Kit Land Nelson Park. This free event will include Hispanic Music & Dancers, Food, Kid’s Art & Essay Contest, Community Groups, and more!
September 20
Ivanhoe Village and Mills50 team up to host Virginia Drive Live!, a long-standing event in Ivanhoe Village. During Virginia Drive Live!, vendors are placed along Virginia Drive from Orange Avenue to Mills Avenue. Guests can purchase $5 wristbands at Ten10 Brewing and near The Yard at Ivanhoe, which allow access to specials at select locations throughout the event. The $5 donation goes back to our Main Street programs working to amplify our business districts!
September 20
Home State Brewing Co. bring you their biggest celebration of the year -Oktoberfest at HSB! Here’s what’s in store: Live Polka Band, Carnival Games, Dunk Tank with Home State Run Club, Pretzel Necklace Station by Horizon West Happenings, Stein Holding Competition, OKT Merch, Beer Puppeteers, and more!
September 20
2000’s night returns to Howl at the Moon on September 19th and I Gotta Feeling that tonight we’ll Bring you Back to Life! Get ready to belt it like Mariah or lip sync like Ashlee to the hottest bops of the 2000s ! We’re throwing it back to Y2K (or middle school, as I call it) with all the early 2000s bangers! Check out our featured drinks, and we’ll have you Crazy in Love, or updating your Facebook status to Complicated by the end of the night!
September 20
407 Flea Market is Orlando's vintage night market happening every third Saturday of the month! Discover a treasure trove of vintage goods, clothing, cool collectibles, stacks of records, nostalgic vintage toys, unique home décor, food trucks and more! Come find your next favorite piece!
September 20
Dust off your lederhosen and cinch up your dirndls because it's officially Oktoberfest season, and we're kicking it off in style! Join us at Gravity Taproom on September 20th from 4 - 8 pm as we raise a stein to the most wonderful time of the year.
What are you most excited for this weekend? Let us know in the comments, and visit https://www.gottagoorlando.com/weekend-guide for a complete list of happenings!
For a complete guide to everything happening in Orlando this month, check out The Best Things To Do In Orlando This Month.
Before attending any of the events listed on Gotta Go Orlando, you should contact the organizer or venue to confirm that the event is taking place as information, changes, and cancellations can and do occur.
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