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The Top 10 Things To Do in Orlando this Week, September 14 - 20, 2026

Writer: Alastair Mac
Alastair Mac
3 hours ago
4 min read
It's the start of a new week, and with so much happening in Orlando in the coming days, we've selected the events that you don't want to miss!

The Top 10 Things To Do in Orlando this Week, September 14 - 20, 2026

It's a new week in Orlando, and there is so much to do! The city has a jam-packed calendar of exciting events happening throughout the city in the days ahead, and you don't want to miss anything!


Every week in Orlando you will discover a wide variety of entertainment and things to do, including live music, sporting events, community gatherings, musicals, plays, farmers markets, car shows, theme park happenings, and more, and this week is no exception, and to ensure you don't miss anything, we've brought together the "Top 10 Things To Do In Orlando This Week".


Check out the best things to do in Orlando, and whatever you decide to do, have fun, and have a great week!



The Top 10 Things to Do in Orlando This Week
September 14 - 20, 2026



Luminary Market & KaleidoScope 360° Movie Night: In the Heights

September 16

Join us at Luminary Green Park for an evening of community, shopping, and cinema! Explore 20-25 unique vendors featuring local favorites and curated goods, supporting Creative Village’s vibrant community. Then, experience a free, family-friendly outdoor movie series featuring stunning LED visuals and immersive sound.


Wednesday Night Pitcher Show at The Enzian

September 16

Grab a beer (or two) and some munchies at Eden Bar and enjoy an outdoor movie on the lawn at Enzian. This night of great drinks and fun flicks is best enjoyed under the stars with your buddies by your side. Wednesday Night Pitcher Shows are FREE and open to the public. Tonight's movie is the cult classic A River Runs Through It.


Hispanic Heritage Weekend at Boxi Park

September 17 - 20

Celebrate Hispanic Heritage Weekend with us at Boxi Park September 17-20

Kick it off Thursday with Boxi Park Run Club, join us Friday for a salsa lesson, catch live Latin bands Saturday, and stop by Sunday for a family-friendly finale. Live entertainment, great food, and cold drinks all weekend long. Grab your friends and family and head to Boxi Park in Lake Nona for a weekend of música, sabor, and celebration!


Access for All at Orlando Museum of Art

September 17

Access for All at OMA is a monthly free day dedicated to the community. On the third Thursday of each month, we’ll extend our hours from 10 am - 8 pm, offering free admission to all visitors. Each event will feature live performances, educational experiences, and more! Sketching materials will be available to visitors between 5 pm and 7 pm, and a docent-led highlights tour will be held at 7 pm.


Howl-O-Sprint 5K Run

September 18

On Friday, September 18, 2026, as night falls over SeaWorld Orlando, the shadows come alive. Step into the only nighttime terror run of its kind — Howl-O-Sprint 5K — where relentless creatures stalk your every step and whispers of curses hang in the air. Race past roller coasters haunted by unspeakable horrors. Navigate eerie landscapes and harrowing scare zones lurking in the park’s darkest corners. Every stride is a fight-or-flight moment… and the finish line may be your only escape. After you survive, celebrate your victory at the exclusive post-race Howl-O-Scream party.


Oktoberfest Celebration at Krush Brau Park

September 19 - November 1

Get ready for an authentic Oktoberfest experience in Kissimmee. Join Krush Brau Park and indulge in all the beer, food, music, and fun that make Oktoberfest a beloved global celebration. Krush Brau Park has recreated the spirit of Munich's Oktoberfest to bring you an unforgettable experience. Adorned with traditional Bavarian décor and vibrant Oktoberfest colors, sets the perfect backdrop for a memorable celebration.


Fantasy Weekend at Orlando Science Center

September 19 - 20

Join Orlando Science Center for Fantasy Weekend on September 19 & 20, where science and fun meet at the crossroads of magic and whimsy! And guess what?! Exclusively on Sunday September 20, get 50% OFF ADMISSION all day at Orlando Science Center!


Sidetoberfest at Sideward Brewing

September 19 - 20⠀⠀⠀

SIDETOBERFEST, is Sideward Brewing's annual Oktoberfest celebration in unison with opening day in Munich, now lasting the whole weekend long, baby! This means two whole days of enjoying the biergarten, an entire special menu of German-inspired fare, litres and litres of Sausage Fingers, and live entertainment. traditional trachten encouraged!


Free Access Day: Heritage Day at History Center

September 19

Step into a day of creativity, culture, and community as the Orange County Regional History Center, celebrate Heritage Day and the opening of our newest exhibition By Heart and By Hand, honoring the artistry of Black craft makers in Central Florida. Through hands-on activities, family-friendly experiences, and opportunities to explore traditions from across our community, visitors of all ages will discover how art, craft, and storytelling help preserve heritage and connect generations


Pets on the Promenade

September 20

Join us for a “paw-some” fall day out at Pets on the Promenade, where furry friends and their humans gather for a tail-wagging good time! Back by “paw-pular” demand, the Promenade at Sunset Walk hosts its first ever Fall Edition of Pets on the Promenade on Sunday, September 20, 2026. Join us for an afternoon celebrating your best friend, featuring live music, street performers, and more! FREE admission and parking. Public welcome.



So that's it folks, our Top 10 Things to Do in Orlando this Week! Check back each week as we bring you inspiration on what to do in the week ahead, and for ourmassive 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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