50+ Free & Cheap Things to Do in Orlando this Month - September 2026
- Emma Walton
- 1 hour ago
- 28 min read
Welcome to September in Orlando, featuring a whole month of events and things to do that won't break the bank, including Fall Festivals, Halloween Fun, and more!
Free & Cheap Events In Orlando
September 2026
Welcome to a new month in Orlando and as we fall into fall, September offers a great choice of events and celebrations for everyone to enjoy, and with the temperature slightly dipping, we have lots of outdoor fun to look forward to again!
From free events for the little ones, to cheap nights out for the grown ups, we've go you covered with the best free and cheap events and things to do, including fall festivals, arts festivals, movies under the stars, and more.
Plus this month offers a great selection of community events, car shows, concerts, farmers markets, free museum days, outdoor movie nights, festivals, and more.
Whatever events you plan to enjoy this month, have an awesome time, and remember to check back often as we add a ton more Orlando events to this list throughout the month.
We list our events as either ongoing events that take place on multiple days throughout the month, and individual events which are usually listed weekly, Monday - Sunday.
(Ongoing Throughout The Month)
(Tuesday - Sunday)
(Monday - Sunday)
(Monday - Sunday)
(Monday - Sunday)
(Monday - Wednesday)
Before attending events, please contact the event organizer to confirm that the event is taking place as changes, and cancellations can occur.
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Ongoing Multi-Date Events
July 24 - January 3
Explore the history and enduring legacy of colonialism in the Caribbean through The House That Freedoms Built, an outdoor installation by artist La Vaughn Belle on the Rollins College campus. Featuring three white, pitched-roof structures inspired by 18th-century homes built by formerly enslaved people of St. Croix, the work invites reflection on how ideas of home, belonging, and freedom are constructed.
September 19 - November 22
Celebrate fall in Florida at Amber Brooke Farm’s biggest festival of the year at 36111 N CR 44A Eustis! From nostalgic traditions to new seasonal favorites, enjoy family activities, great food, and live entertainment every weekend. The family can pick pumpkins, get lost in the crop maze, pet animals in the petting zoo, pick flowers and vegetables, listen to live music and entertainment, and more. Plus, enjoy all your favorite year-round farm activities.
September 26 - November 22, Select Dates
Join Southern Hill Farms located at 16651 Schofield Rd, Clermont for their annual Fall Festival. What fall adventure would be complete without a day of fall fun on the farm with carnival rides, a corn maze, u-pick flowers, a petting zoo, live music, pumpkins, food trucks, seasonal treats, photo opportunities and more.
September 26 - November 15, Select Dates
Fall into fun at Great Scott Farms, located at 26216 County Rd 448A, Mt Dora. Get lost in the Corn Maze, challenge gravity on the Jumping Pillow, and feel the rush on the Super Slide! But the excitement doesn't stop there – bring out the little knights and princesses to conquer the Castle Playground or hop aboard the charming Hay Rides. And of course, no visit is complete without a trip to the Pumpkin Patch, where autumn magic comes to life!
August 22 - November 13
Presented by Casselberry Arts, the annual Experience Contemporary 2026 exhibition, A Wrench in the Gears, features five Florida artists: Justin Quaid Grubb, Cynthia Mason, Noelle Mason, Hilary White, and Matthew Wicks. Their work will be on display at the Casselberry Arts Center.
August 11 to November 9
Celebrate Fall 2026 at Disney Springs where you can shop for cozy apparel, dine on seasonal treats, feast your eyes on enchanting entertainment and so much more! This year you can celebrate all the sights, flavors and fun of fall and Halloween at Disney Springs! For a limited time, get ready to harvest some unforgettable memories at Walt Disney World's dining, entertainment, and shopping destination!
September 26 - November 8, Saturday & Sunday
Join Mayhem Ranch at 17830 SE 40th St., Morriston, for their biggest festival of the year! From the U-Pick Pumpkin Patch to meeting animals from all over the world, the've got all of your fall favorites in one place. Enjoy live music, get lost in the crop maze, enjoy the dafari hayride, indulge in delicious seasonal treats, and don't miss the pig races and mini cow cuddles. Don't miss out on a day packed with fall fun and unforgettable memories!
August 28 - November 7, Select Dates
The Ren's annual spooky season production is back for 2026, with Nosferatu: The Citadel! You'll see the full Nosferatu experience at 8 pm, and end the night in VBar beginning at 10 pm. You'll be moving from space to space in the Citadel, seeing different stories unfold. Nosferatu is an immersive experience. Vampires will be moving all around you!. I
March 7 - November 3
In 2026, Harry P. Leu Gardens proudly marks its 65th anniversary with a celebration titled Legacy in Bloom—a vibrant tribute to the enduring beauty, growth, and impact of this beloved public garden. Over the course of the year, visitors will experience a dynamic calendar of events, programs, exhibits, and installations that honor the Gardens’ rich past, thriving present, and bold future.
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.
Harvest Moon Fun Farm's Fall Festival
September 26 - November 1, Weekends
Harvest Moon Fun Farm is located at 15990 Stur St, Masaryktown, and featurs a pumpkin patch, 5 acre cron maze, and so much more. The kids will love rides on the cow train, bouncing on the bouncing pillow, visiting athe animals in the petting zoo, including rabbits, pigs, goats, chickens, miniature horses and Scarlett the Llama! The fun continues with gem mining, pedal cars, a 20 foot hill slide, tree house, ball zone and much more!
September 27 - November 1, Select Dates
Pumpkins at Santa’s Tree Farm located at 5317 Huff Road, Eustis are fresh picked, and then displayed in a shaded lot to help preserve their freshness. There is so much to enjoy here including barnyard animals, horse and pony rides, hay rides, bounce pillow, giant slide, barrel train rides, mazes and play areas.
September 17 - October 31
When the sun goes down at Showcase of Citrus in Clermont, the Monster Trucks take a much darker turn. The Haunted Monster Truck Ride is returning for the 2026 Halloween season, taking brave riders on an after-dark adventure through a world of monsters, creatures, scares, and Halloween surprises. Climb aboard one of the massive Monster Trucks and venture into the darkness as the familiar Florida countryside transforms into something altogether different.
September 26 - October 31, Friday - Sunday
Join Lake Catherine Blueberries at the farm for their fall festivities. The farm, located at 5849 Lake Catherine Rd, Groveland will be open on Fridays, Saturdays and Sundays. Parking and admission to the farm is complimentary. Enjoy live music every weekend, delicious food and drink, cozy fire pits with s'mores packages, free photo opportunities with vintage tractors, children's playground, and more. Plus, don't miss the Pumpkin Patch, where you can purchase a pumpkin and paint it for free, and the kids will love the Fall Scavenger Hunt Maze, and the Haunted Halloween Maze is for those that love a fright!
August 29 - October 4, Select Dates
Get ready to stomp, sway, and roar at Dinosaur Dance Party, a joyful 30-minute celebration of dinosaurs, music, movement, and imaginative play. Little ones and their grown-ups will sing, dance, clap, and explore together in a playful adventure inspired by everyone’s favorite prehistoric friends. After all, everyone knows dinosaurs love to dance!
June 8 - September 7
Step into a world of enchantment with Fairy Doors, a delightful exhibit featuring twenty one-of-a-kind, magical doors tucked away throughout the gardens. Each fairy door is crafted by a different fairy and invites young dreamers (and the young at heart) into a realm of secret gardens, whispering woods, and sparkling imagination. A special map will guide your journey, complete with charming tales of the fairies who created each door, adding a touch of storybook magic to your adventure.
September 1 - 6, 2026
August 31 - September 7
Sanford Beer Week is back with eight days of craft beer, special events, and downtown fun!
From Monday through Thursday, participating bars and breweries throughout Historic Downtown Sanford will host their own unique events. Explore a different destination each night and enjoy special releases, tap takeovers, tastings, themed activities, and more.
Then, the celebration gets even bigger over Labor Day Weekend with the Main Street Pour Tour!
September 2
Join Central Florida Employment Connections (CFEC) on September 2 at Central Florida Fairgrounds for the 26th annual Governor's Job Fair in honor of Workforce Development Month in Florida as proclaimed by the Governor. This job fair located in Orlando, Central Florida will showcase 75–85 leading companies from across the region and thousands of available opportunities for job seekers at every career level.
September 2
Take a stroll through the galleries with infants and toddlers in tow!
September 2
The City of Orlando’s Downtown Development Board hosts Luminary Market, a monthly market, hosted the first Wednesday of each month, showcases between 20 to 25 unique vendors, featuring local favorites and curated goods, all designed to celebrate and support the growing Creative Village community of residents, students and workers. In addition to the shopping experience, visitors are encouraged to stay for KaleidoScope 360°, produced by Global Peace 360°, an outdoor movie series hosted the same evening. This month's movie is Disney's Encanto.
September 2
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 Mars Attack.
September 2
Join us at Dockside in Laureate Park Village Center for a mid-week evening market filled with favorite local makers, full bar + cocktails at Canvas, music + community vibes, and yes… sweet sweet AC Come shop local, grab a drink, catch sunset views, and spend your evening with the Orlando community you love.
September 3 - 7
Bourbon & Boots Weekend is coming to Boxi Park September 3 through 7. Line dance with us Friday, take on the mechanical bull and decorate a cowboy hat Saturday, take the kids to Family Fun Day on Sunday, then swing by Monday, we're open for Labor Day. Live music, great food, and cold pours all weekend long. Grab your friends and family and head to Boxi Park for the perfect Labor Day weekend celebration!
September 4
Join Leu Gardens for an enchanting evening under the stars as the screen While You Were Sleeping in the garden. Grab a blanket or lawn chair, settle in among the blooms, and enjoy this beloved romantic comedy in a beautiful outdoor setting. Bring your friends, family, or that special someone for a cozy night of laughter, romance, and fresh air.
September 4
Mark your calendars for the 3rd annual Jimmy Buffett Day of Service on Friday, September 4, 2026 a Margaritaville Resort Orlando Grand Lobby to honor Jimmy’s legacy and the way he lived his life in the support of others and community, leaving the world a better place. Proceeds from the Day of Service will be donated to Give Kids the World Village in Kissimmee. The first 500 registered guests who check on the day and time of the event will receive a FREE Margarita!
September 4
Save the date for the Eustis First Friday Street Party from 6 - 9 pm. This family-friendly monthly street party host a wide variety of food, vendors and live music in Historic Downtown Eustis.
September 4
Join the Apopka Police Department and Apopka Fire Department in partnership with Market on 5th, for Apopka Night Out on 5th. This is the first Market on 5th of the season and will be an evening of family fun, community connection, and public safety!
September 5 - 6
During the first full weekend of every month, Bank of America and Merrill Bank offer cardholders free general admission on both Saturday and Sunday to more than 225 cultural institutions in dozens of cities across the US. .
Valid cardholders can access free admission to the following area museums:
Orlando Science Center: 777 E. Princeton St. Orlando, FL 32803
History Center: 65 E. Central Blvd. Orlando, FL 32801
Orlando Museum of Art: 2416 North Mills Ave. Orlando, FL 32803
Mennello Museum of Art: 900 E. Princeton St. Orlando, FL 32803
Museum of Arts & Sciences: 352 S. Nova Rd. Daytona Beach, FL 32114
Tampa Museum of Art: Cornelia Corbett Center, 120 W. Gasparilla Plaza, Tampa, FL 33602
Florida Museum of Photographic Arts: 1630 E 7th Avenue Ybor., Tampa, FL 33605
Museum of Fine Arts, St. Petersburg: 255 Beach Dr. NE, St. Petersburg, FL 33701
September 5
Through interactive tours of the Museum’s exhibitions, Art’s the Spark gives those living with memory impairment or any other neurological impairment (such as early stage Alzheimer’s disease or Parkinson’s disease).
September 5
Drawing and sketching supplies will be available for artists of all ages to use on the first Saturday of the month this fall. Come enjoy an afternoon at the museum!
September 5
This docent-led tour provides opportunities for meaningful conversations with your entire family. Follow along with a docent as they take you from gallery to gallery, highlighting various works.
September 5
At Orange County Regional History Center, meet the trailblazers who shaped our region in unforgettable ways – from the musicians who lit up Orlando’s South Street Casino to activists and community builders whose legacies continue today. Engage with the evolving story of freedom in our ongoing exhibition How Distant Seems Our Starting Place, join a guided museum tour, and enjoy hands-on activities that highlight the Black Floridians who helped elevate Central Florida’s culture and history.
September 5
Connect with Studio Resident Artists at Art & History Museums - Maitland and see what pieces they're currently working on! On the first Saturday of every month from 11 am - 4 pm, all the Studio Artists will open their doors and welcome you into their creative spaces. This is your chance to connect directly with the artists, explore their works-in-progress, and ask questions about their practice. Bonus: Enjoy FREE admission to the museums on these days!
September 5
For more than 35 years, Orlando Ballet has hosted Neon Club, Central Florida’s most joyful monthly celebration for individuals with special needs and their supporters. Held at Harriett’s Orlando Ballet Centre, these themed dance nights feature DJ G Clef, a welcoming community atmosphere, plenty of snacks and smiles. Each event draws over 275 guests, all coming together to connect and celebrate under the lights.
September 5
Join us Saturday, September 5 in Downtown Clermont for an evening packed with classic cars, exotic rides, great food, live entertainment, and family fun! Cruise down Montrose Street and check out an incredible lineup of classic & exotic cars, then stick around for food trucks, local vendors, live music, and kids activities. There’s something for the whole family to enjoy!
September 5
Grab your crew, pack your cooler, and get ready for one of the hottest summer vibes of the year! This isn't your average party—it's a celebration of music, culture, friendship, and summer energy. Whether you're coming with friends, family, or looking to meet new people, expect six hours of unforgettable entertainment in a vibrant outdoor atmosphere at 4075 James C. Ray Dr, Lakeland.
September 5
Each month, guests can expect a rotating lineup of food trucks, live music, and family-friendly fun spread throughout Downtown Clermont. The event has become a local favorite, attracting residents and visitors who come to eat, shop, and stroll the historic streets.
September 5
Promenade at Sunset Walk is proud to partner with One Purse, a nonprofit that serves women reclaiming their lives after domestic abuse and trafficking. One Purse will be collecting pre-loved, brand name purses, so check your closet before you go!
Donated purses fuel One Purse’s employment program, which helps provide jobs, skills, and a safe workplace to women who run an e-commerce purse shop. The revenues from purse sales go back into the program to provide more employment and into their education program to provide scholarships.
September 5
Grab your friends, your favorite snacks, a chair, and a cozy blanket — it’s time for an outdoor night of fun, laughter, and family entertainment! Featuring: Lilo & Stitch at Town Park – Avalon Park, 3651 Avalon Park E Blvd, Orlando. Come out early to hang out and grab your spot on the lawn! Community Movie Night is FREE! Bring the whole family for a night of ohana, fun, and community spirit. See you there!
September 5
Join Sanford Police Department for their annual Hispanic Outreach Festival on September 6, at Clifford McKibbin Park located at 1201 W 25th St, Sanford for the Hispanic Outreach Festival, a lively celebration of our Hispanic community and the local organizations that support Sanford. Enjoy free, delicious meals from partnering food trucks while supplies last. Kids can have a blast at the Ladies 327 Kids Zone, featuring a bounce house, henna art, face painting, and more.
September 6
This program connects visitors of all ages with developmental and learning disabilities and those on the autism spectrum.
September 6
Enjoy a docent-led tour of the “Highlights of the Collection.” Free with paid gallery admission.
September 7 - 13, 2026
September 7
Join Leu Gardens for Free Admission Day presented by Orlando Health on the first Monday of each month to explore the Gardens. Plus, enjoy free Story Time for families with infants to preschool age offered by Orange County Library System (OCLS) on first Monday of each month excluding holidays
September 8
Ashley Eckstein’s story began at Orlando Family Stage. Long before becoming the voice of Ahsoka Tano, founding Her Universe, and becoming a bestselling author, Ashley spent her childhood growing up on our stages. As we celebrate our Centennial, her journey reflects the lasting impact of helping young people find their voice through theatre.
September 10 - 13
Orlando Fringe is once again hosting Orlando Out Fest this September. Orlando Out Fest is a celebration of Queer Theatre, Art, Music and Cinema, presented by Orlando Fringe and curated by George Wallace, Executive Director of The Center Orlando. Orlando Fringe is partnering with The Center Orlando, The Renaissance Theatre Company and the Starlight Room at Savoy to host 21 shows and events. Centralized in Ivanhoe Village and Mills50 neighborhoods, the weekend festival will take the stage on Thursday, September 10 through Sunday, September 13 with a free opening party on Wednesday, September 9.
September 10
Popcorn Flicks in the Park series features classic films for the whole family. These films are usually held on the second Thursday of each month in Central Park, Winter Park. They are FREE and open to the public! We encourage you to bring a blanket, a picnic or snacks, and some family and friends and join us! Popcorn Flicks
September 10
Join us for another fun-filled evening in Thornton Park District! Purchase presale tickets on Eventbrite, or at the event and meet us at the check-in location where you’ll pick up a wristband, map and a tasting cup with more than 20 local businesses to stop for a tasty adult libation or treat! Along the way we have art vendors, live music, DJ’s and a night market at TPD Circle (near the southeast corner of Lake Eola). This event is always dog friendly so bring them with you!
September 11 - 13
The Orlando Tattoo Show is one of Florida's hottest events celebrating the bold world of tattoo artistry, culture, and creativity! For three unforgettable days at Osceola Heritage Park in Kissimmee, top tattoo artists from across the country and around the globe come together to deliver a vibrant, high-energy experience like no other. Whether you're a seasoned pro, a passionate tattoo fan, or just curious about the scene, the Orlando Tattoo Show is your chance to dive into the creative buzz, discover fresh talent, and explore the ever-evolving art of body ink.
September 11
25 years later, we climb in their honor. Join the Lake Nona community on Friday, September 11 for the 9/11 Stair Climb, a tribute to the firefighters and first responders who answered the call. Whether you’re climbing for the first time or returning again this year, every step matters. In recognition of the 25th anniversary, participants will climb 110 flights of stairs through 22 laps of the parking garage route, totaling approximately 3.2 miles, to honor their bravery, sacrifice and legacy.
September 11
Join us Friday, September 11th Avalon Park Orlando on the Square as we celebrate the start of fall together! Come out and support local vendors while enjoying a welcoming space that celebrates and embraces the neurodivergent community.
September 12
On Saturday, September 12, the Latin event that the whole Avalon Park community has been waiting for is back. Get ready for a night full of energy, dancing, and good music with Latin Bridge Band, now with more musicians, bringing live the best of salsa, merengue, and much more. And if you have already experienced a Noche Latina, you know that this edition will be even more spectacular.
September 12
Celebrate your creativity and imagination during Craft Day at the Gardens! Find inspiration in the beauty of nature and the colors of fall as you enjoy a morning of hands-on creativity. Vsitors of all ages can participate in a variety of fun craft activities led by the team at Harry P. Leu Gardens. Craft Day activities are included with regular Garden admission, making it easy to add a creative touch to your visit at no additional cost.
September 12
Join the City of Casselberry for the FREE Latin Jazz & Art Festival at Lake Concord Park on Saturday, September 12, 2026. Grammy winner Nestor Torres, Emmy-nominated singer Fabiola Mendez and their friends will headline the Puerto Rican-inspired festival from 5 - 9 pm. During the concert, some of the area’s greatest Latin visual artists will showcase their works. Everything from paintings and sculptures to mixed media masterpieces will be on display in Casselberry City Hall, Art House, Art Center and Sculpture House
September 12
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. Vendors consist of artists, retail, food and music.
September 12
The Fancy Flea Vintage Home & Garden Market is a popular, upscale vintage shopping event that blends home décor, antiques, garden style, and artisan goods into a lively, festival-style experience—especially well known in Central Florida and making its way into the RP Funding Center in Lakeland.
September 12
ANIME NIGHT MARKET is taking over Downtown Clermont! Join us on September 12, for an evening packed with anime culture, creativity, and community vibes on 8th Street between Montrose & Minneola. Look froward to anime-related vendors, cosplay, night market energy, and free admission and parking.
September 12
Join the Apopka Police Department at the North Orange Branch Library (1211 E. Semoran Blvd., Apopka, FL 32703) on select Saturdays for Storytime, arts and crafts, and cookies and milk provided by LCL Food Services (McDonald's).
September 12
Vibra Latina Fest brings together Orlando’s Latina Community for an event dedicated to Wellness and Female Empowerment. Vibra Latina Fest takes place at Conexus Workspace Orlando, and is designed to celebrate, inspire, and connect Latina women through physical and emotional wellness and entrepreneurship.
September 13
Step into a vibrant, immersive experience that puts you in the heart of your dream wedding!
On Sunday, September 13 at Brevard Zoio meet curated vendors while experiencing our venues firsthand – from ceremony locations featuring giraffes and lions as your witnesses to unique cocktail hour locations surrounded by animals and nature.
September 13
Join Albin Polasek Museum & Sculpture Gardens as we commemorate the anniversary of Albin Polasek’s immigration to America on September 12, 1901. In honor of this special occasion, the museum will offer free admission on Sunday, September 13. Enjoy an afternoon of crafts, music, snacks, and storytelling while discovering the rich cultural traditions that influenced Albin Polasek’s life and artistic legacy.
September 13
Join us in Historic Downtown Sanford on Sunday, September 13 from 1–6 pm as the Sanford Food Truck Fiesta returns to its normal hours after our Summer Nights series! Come hungry because 40+ food trucks will be rolling into downtown with everything from savory favorites and sweet treats to creative dishes you may have never tried before.
September 13
Check out the NEW Casselberry Sunday Bazaar at Lake Concord Park in Casselberry on Sunday Sept 13. Shop through Vintage Finds, Garage Sales, Food Trucks. Food Vendors of all Kinds, Crafters & Shopping Vendors.
September 13
Guitars and Cars at Renninger's in Mount Dora, is a combined swap meet and show held on the second Sunday of select months. It merges the Lake County Musician's Swap Meet with a classic car and cycle show, plus guitars (Big Al’s Lake County Musicians’ Swapmeet.
September 13
Enjoy a docent-led tour of the “Highlights of the Collection.” Free with paid gallery admission.
September 14 - 20, 2026
September 15
Join Orlando Mayor Buddy Dyer, District 2 Commissioner Tony Ortiz, City Commissioners, and our community at the opening reception of our art exhibition. This event inaugurates the Hispanic Heritage Month Art Exhibition at the Terrace Gallery in City Hall, which displays artworks of local visual artists inspired by this year’s national theme: “UNIDOS, SOMOS MÁS” / “TOGETHER, WE ARE MORE.”
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, wxperience a free, family-friendly outdoor movie series featuring stunning LED visuals and immersive sound.
September 16
Take a stroll through the galleries with infants and toddlers in tow!
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.
September 16
Join Mark DeMaio of Caravan learning for a program that is perfect for the youngest of art lovers at The Mennello Museum of American Art! We will have a great time exploring visual and musical arts in a percussive sing-along song and story time.
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.
September 18 - 20
Don’t miss Renninger’s Spring Yard Sale! Clean out your unwanted items and sell them in this show. Free Admission – Free Parking – Pet Friendly. Same price if you sell 1 or 2 or 3 days at this event. Explore over 150 vendors selling thouands of items..
September 19 - 20
This show at Osceola Heritage Park features everything you’ve come to love about Repticon’s two days of fun and excitement! See live animals from around the world, purchase pets and pet products directly from experts at amazing prices you won’t find anywhere else, and learn more about reptiles and exotic animals. Repticon Kissimmee is one reptile and exotic animal expo you won’t want to miss!
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!
September 19
Mark your calendars for an unforgettable day of brews, bites, and Bavarian fun at Home State Brewing Co. in Horizon West. There will be a live Polka Band, Stein Holding Competition, Dunk Tank, Carnival Games, Food Specials, Beer Puppeteers, and more.
September 19
ProstFest is back at Ivanhoe Park Lager House! Join us for an afternoon celebrating the art of German lager homebrewing with unlimited tastings from 15+ talented homebrewers competing for glory—and the chance to brew their winning recipe with us! Sample a wide variety of authentic German-style lagers, then cast your vote for the People's Choice Award while our judging panel selects the Judges' Choice winner. We'll also be serving a specialty German-inspired food menu available for purchase to pair perfectly with your tastings.
September 19
O’zapft is! Celebrate the Oktoberfest Kickoff at Hollerbach’s! Willkommen,! We are kicking off the Oktoberfest season on the exact same day the celebration begins in Munich, and you’re invited to join the party! 12 pm is the time for the Ceremonial Keg Tapping: Watch us tap the first keg of the season! Help us carry on tradition and finish off the ceremonial keg togetherDress to Impress: Dust off your Dirndls and strap on your Lederhosen! This is your chance to. break out your best Trachten and show off your Bavarian style. Prost & Party: Enjoy authentic German beer, delicious food, and unmatched Gemütlichkeit all day long.
September 19
Prost! Get ready for Gravity Taproom's Oktoberfest Kickoff Party. Dust off your lederhosen and loosen your belt—it's time to defy gravity and float straight into Oktoberfest season! Join us on September 19 as we kick off the ultimate celebration of Bavarian brews, killer tunes, and good times, bringing Munich vibes straight to the taproom.
September 19
Raise a stein and button up the lederhosen, it's time for Deviant's 5th Annual Oktoberfest.
Indulge in German-style beers, food, and merriment as we celebrate the Autumn season. Come dressed to impress in your dirndl or lederhosen, pick up your mugs, and help us celebrate! Load up on food provided by Deez Muttz Hot Dogs and best of all, German-style beers brewed in house especially for the event. Enjoy Live Music, Games, and more.
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
September 19
Arrr, Matey! Ready to unleash your Inner Buccaneer? Swing by Promenade Sunset Walk on September 19. Don your Pirate Hat & Gear, Practice your Best Pirate Lingo, and Enjoy Food & Drink Specials at Participating Venues.
September 19
Young Yeila dreams of being a superstar but her lack of confidence gives her awful stage fright. With advice from her mother and mentors, Yeila begins her journey to find her roots, gain confidence and be amazing! Travel with Yeila who visits her grandmother in Cuba to add a salsa flavor to her own hip-hop style! The audience gets to dance along in this dynamic participation play where one actress creates three generations of lively women.
September 19
Lake Nona's signature race transforms into a family-friendly party right in Lake Nona Town Center. Once the sun goes down meet us at the Beacon for a one-of-a-kind event like you've never seen before! Before and after the race, kids will enjoy a dunk tank, face painter, balloon artist and an ice cream truck in the Kids Zone!
September 19
Join Oviedo Mall for Great Geek Gathering: Heroes & Villains, a free, family-friendly event dedicated to the fandoms, characters, stories, and worlds we can't get enough of. Spend the day exploring a marketplace filled with artists, makers, collectors, creators, and vendors offering everything from comics and collectibles to artwork, apparel, handcrafted treasures, and one-of-a-kind finds. Come dressed as your favorite hero, villain, or original character!
September 19
The fun annual event that offers the community all things SALSA at Waterfront Park, Clermont! It's an evening celebration of music, dance, and delicious food. Immerse yourself in the lively Latin-inspired ambiance with colorful decorations, sparkling lights, and captivating music. Savor a wide variety of local food and drinks, and explore the offerings of diverse vendors. Whether you're a dance enthusiast or simply looking for a fun-filled evening, Sips and Salsa has something for everyone.
September 19
Get ready for an evening packed with flavor, music, and fun as Town Park in in Downtown Avalon Park comes alive with food trucks, live music, and family-friendly activities — all in one place. Bring your appetite, grab your lawn chairs, and enjoy a night designed for n
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.
September 20
Enjoy a docent-led tour of the “Highlights of the Collection.” Free with paid gallery admission.
September 20
The Les Vixens and Girl the Party are determined to create more sapphic spaces that aren’t alcohol-centric or nightclub dependent. We want to give the sapphics and queer babes of our city beautiful places to gather, to connect, to find community. And one of our favorite ways to do that is to play in the park! We’ll have local vendors and it’s just gonna be a chill day to hang with some queer hotties at Blue Jacket Park, Winter Park.
September 21 - 27, 2026
September 24 - 26
Oktoberfest is back, and better than ever at The Oviedo Amphitheatre in Center Lake Park! This three day festival event features authentic German beer, food, music, entertainment, contests and more! Orlando Trachtenverein and King Guys Oktoberfest Brass Band will be the featured performers.
September 25
Enjoy an evening at Central Florida Zoo filled with music, movement, and incredible flavors that bring the Zoo to life in a whole new way. Sunset at the Zoo is an evening celebration full of flavor, rhythm, and unforgettable moments as the sun sets on summer. Planned activities include Latin-inspired food trucks & treats, music & high-energy entertainment, local vendors & cultural showcases, interactive activitites & games, animal enrichment & extra keeper chats, barnyard buddies, giraffe feedings, and more!
September 25
Experience ballet in its rawest form at Uncorked. This exclusive event offers an up-close look at the creative process, with Orlando Ballet dancers and artistic leadership sharing the story behind each step in an intimate studio setting at Harriett’s Orlando Ballet Centre.
September 25
Get ready to feel the rhythm, taste the flavors, and celebrate the heartbeat of our community!
In honor of Hispanic Heritage Month, we are bringing back the music, the incredible vibes, and so much more to Downtown Leesburg on Friday, September 25 from 5 - 9 pm. We want to welcome all of Leesburg, Lake County, and beyond to join us for an unforgettable evening of culture, connection, and pure fun!
September 26 - 27
Get ready plant lovers - the ultimate botanical experience is headed your way! Plantmania is bringing its vibrant collection of lush houseplants, rare finds and unique plant treasures to the Central Florida Fairgrounds in Orlando. Whether you're a seasoned collector or just starting your plant journey, this is your chance to explore, shop and connect with fellow plant enthusiasts in a lively, green-filled atmosphere.
September 26
Seven nationally and internationally recognized textile and quilt artists come together for this weekend of workshops. Presented at the History Center, the Textile and Quilt Art Forum: Celebrating the Legacy of Heirlooms and Contemporary Works will include sessions on fabric greeting cards, simple embroidery stitches, textile preservation, and more.
September 26
Everyone is invited to the 5th Annual Hispanic Heritage Celebration on September 26, 2026 at Kit Land Nelson Park from 4 - 8 pm, Free event includes: Hispanic Music & Dancers, Food, Community Groups,and more!
September 26
Steins up, Lake Nona Oktoberfest is coming to Lake Nona Town Center, with Park Pizza & Brewing Co. pouring specialty brews crafted just for the occasion. Show your strength at the stein-hoisting competition, groove to live music from Slickwood, and soak up German-themed entertainment, vendors and more. Plus, enjoy a full menu of traditional German fare. This event is free and open to the public, no ticket needed.
September 26
Mark your calendars and get ready for the 5th Annual Oktoberfest in Historic Downtown Plant City. Enjoy an unforgettable evening filled with live music, a traditional Biergarten experience, mouthwatering food, dancing, games, and fun for the whole family. This event has quickly become a favorite in the region, with this year’s celebration expected to be the best one yet.
September 26
Wekiva Island, The Seminole County eco-venue is inviting Central Floridians to trade everyday routines for an evening of tropical fun during its annual Kona Luau. The Island tradition returns Saturday, Sept. 26, bringing Hawaiian-inspired entertainment, food and festive activities to the banks of the Wekiva River.
September 26
A celebration of the art of visual storytelling in short films, the Melrose Film Festival at Orlando Public Library, highlights the work of imaginative filmmakers across the globe.
September 27
Help preserve nearly 100 years of Orlando Family Stage history by sharing your photographs, playbills, and memories as part of our growing digital archive.
September 27
Step into a galaxy of thrills this spooky season as Dreamers & Doers Market brings you Revenge of the Dreamers, delivering an unforgettable adventure st Osceola Heritage Park,
September 27
Enjoy a docent-led tour of the “Highlights of the Collection.” Free with paid gallery admission.
September 27
Join us for a highlights tour of the galleries followed by a yoga practice led by College Park Yoga.
September 27
It’s not every day you get to run through SeaWorld Orlando before the park opens! On September 27, we’re bringing 1,000+ people together for the MADD Monster Mash & Dash — MADD Central Florida’s signature fall race, where the costumes are just as important as the finish line. Whether you’re a serious runner or just here for the Kids Dash with the family, this is about more than just a medal!
September 27
The Enzian'sPeanut Butter Matinee Family Film Series usually occurs on the fourth Sunday of the month. It is always family friendly and FREE for kids 12 & under. A special Kid’s Menu is also offered! This month's film is Disney's James & The Giant Peach.
September 27
Join us for the Rockin for Autism Awareness Benefit, an in-person event dedicated to raising awareness and support for autism. This meaningful gathering will take place at The Barn in Sanford, providing a welcoming venue for attendees to come together in support of this important cause.
September 28 - 30, 2026
September 30
Grab a drink, mingle, and discuss the art in our gallery every Last Wednesday of the month! Enjoy free admission and a cash bar after-hours. Enjoy free admission to the current exhibition of the Maitland Art Center Gallery.
September 30
Take a stroll through the galleries with infants and toddlers in tow!
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