Top 10 Things to Do in Orlando this Week, Oct 27 - Nov. 2, 2025
- Emma Walton
- Oct 27
- 5 min read
Welcome to a new week in Orlando, and to make sure you don't miss anything, we've selected the best event and things to do throughout the week ahead in the city.
It's a brand new week, and you better hold on tight, because we have an entire week of awesome events and things to do throughout Orlando, including some awesome concerts, sporting events, community events, farmers markets, car shows, theme park events, and so much more!
With so much to do, and to help you decide what to do, Gotta Go Orlando has your back, we've selected our Top 10 choice of things to do in the city this week.
Whether you're in the mood for, check out our list and save the date for a great week in Orlando!
Top 10 Things To Do In Orlando This Week, Oct. 27 - Nov. 2, 2025
October 28
Join Clermont Police Department and the City of Clermont for a "scary" good time at Scaremont - Halloween on the Trail taking place at Waterfront Park from 6:30 pm - 8:30 pm on Tuesday, October 28 This free event will have Clermont Police Department along with participating organizations offering trick or treat stations to encourage a safe environment for families to enjoy Halloween together. Be sure to participate in the Creepy Clermont Costume Contest, enjoy Halloween-themed activities, and a showing of the movie Goosebumps starting at 7:15 pm.
October 29
HIGH Fashion isn’t just a Fashion Show + Art Gallery, it’s a statement. Mingle, sip, and explore an art gallery featuring original artworks, portraits, installations, & stories that give raw, honest insight into the realities of substance use & recovery in our community. Witness wearable art inspired by the previously mentioned themes as designers take us down the runway with fashion that speaks volumes, about joy, pain, transformation, & truth. This event isn’t about preaching or judgement, it’s about conversation. Come for the looks, stay for the dialogue.
October 29
Pierce The Veil's "I Can't Hear You" World Tour comes to Addition Financial Arena. Fans can expect the band to not only perform songs from their most recent chart-topping album, 2023's "Jaws Of Life", but also tracks from across the band's five studio releases, taking fans back to the early days of "A Flair For The Dramatic" through 2010's Billboard-charting "Selfish Machines", "Collide With The Sky" which featured "King For A Day", and the raw intensity of "Misadventures".
October 30 - 31
Don your leather jacket, corset, and fishnet tights, because on June 4th, DeLand Pride and the Absent Friends are bringing the cult classic “The Rocky Horror Picture Show” back to the Athens Theatre after much “antici… pation.” The evening will consist of a pre-show featuring several DeLand Pride drag performances (bring those $ bills for tips!) and the Absent Friends (with emcee Robert Baldwin) with their hysterical Rocky-virgin initiation fun, the ever-popular 1975 20th Century Fox film, live shadow cast (in other words, costumed actors portraying the movie while it is being screened above), dancing, and audience participation (with call backs and prop bags).
October 31 - November 2
Spooky Empire has been delivering the best sights, sounds and screams to Halloween lovers since 2003. The convention features an enormous room of vendors, a film and tattoo festival, music, celebrity speakers, and more to satiate even the most diehard aficionados of the spooky season! Spooky Empire takes place at Hyatt Regency on I-Drive this year.
October 31
This Halloween, the city’s biggest party becomes a full-blown horror experience. The Point of Nightmare is a multi-venue takeover where each bar transforms into a live-action tribute to an iconic scary movie. Step into four different worlds—each one darker than the last. From haunted lounges to blood-soaked dance floors, this is not your typical Halloween party. Whether you’re dancing through Derry, dodging Ghostface, or facing Freddy in your nightmares, each venue delivers a fully immersive theme, curated drinks, and DJ-driven energy all night long.
October 31
Award-winning performer, charming socialite and cocktail enthusiast Lucy Darling continues her vivacious vagabond voyages with You’re Welcome: Halloween Special—the spooky stepcousin of Lucy’s touring variety show, featuring her razor-sharp wit, unquestionable advice, skillful magic and delightful (occasionally ghoulish) friends. This All Hallow’s Eve, Lucy is bringing her signature charm and mischief to Dr Phillips Center.
October 31
Grab your little ghoul or goblin for a night of frightful fun at Old Town. Celebrate the spookiest of holidays with free Trunk or Treat, thrilling Halloween entertainment, and a fang-tastic Costume Contest Collect sweet treats at candy stations throughout Old Town during free Trunk or Treat from 5 - 7pm while supplies last. Show off your spooktacular style at the Costume Contest at 7 pm on the Old Town Stage. Enjoy a night filled with hair-raising entertainment, eerie music, and plenty of chillingly good memories for the whole family.
November 1 - 2
Celebrate 54 years as one of Central Florida's longest-running traditions with Fall Fiesta in the Park. Bring the family and take in the beauty of the season at the heart of downtown Orlando as you stroll around Lake Eola while browsing hundreds of unique artist and crafter booths, food vendors, the AdventHealth for Children Kid's Zone and live entertainment on the amphitheater stage! As always, admission to Fall Fiesta is FREE!
November 1
Tampa comedian Bert Kreischer is taking the party on the road again, unveiling the “Permission To Party” tour. The trek includes a show in Orlando with Kreischer returning to the stage at Orlando’s Kia Center on Saturday, November 1.
For our 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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