Fall Fun and Frights! Your October Event Guide for Clermont, Florida
October in Clermont is where the spooky season meets community celebration! This city is transforming its beautiful parks and downtown streets into havens for music, food, festivals, and frights. At Corcoran Connect, we are dedicated to connecting you with the best of Central Florida life. As Your Real Estate Concierge, we want you to experience all the fun Clermont has to offer. 🏡💚
A Weekend of Culture, Cuisine, and Frights
The Haunted Monster Truck Ride at The Showcase of CitrusOctober 2, 20257:00 PM - 10:00 PMThe Showcase of Citrus, 5010 US Highway 27
If you dare, climb aboard a massive Monster Truck and take a wild, harrowing ride through a cursed orange grove! 😱🍊 The Showcase of Citrus has been transformed by an ancient curse, awakening scarecrows, monsters, and the undead. This thrilling experience is $25.00 per person.
Peace of Woodstock: A Tribute to the Iconic 1969 FestivalOctober 3, 20257:00 PM - 9:00 PMClermont Performing Arts Center, 3500 S HWY 27
Relive the spirit of 1969! ✌️🎵 This high-energy concert pays tribute to the legendary Woodstock festival, capturing the music of iconic artists like Jimi Hendrix and Janis Joplin. Experience the sounds of peace, love, and music live!
First Friday Food TrucksOctober 3, 20255:30 PM - 9:00 PMHistoric Downtown Clermont, 752 W Montrose St
Gather your friends and family for Downtown Clermont's monthly tradition! 🍔🌮 Enjoy a huge selection of food trucks, browse unique creations from local vendors, and shop at the chic boutiques. It’s the perfect start to the weekend!
Waterfront Latin FestivalOctober 4, 2025Lakefront Park Pavilion
Celebrate Hispanic Heritage Month at the free Waterfront Latin Festival! 🎉 Enjoy a day of community unity with live music, food, raffles, a KidZone, and local vendors. All proceeds support Find, Feed, and Restore, helping homeless individuals and families in Lake County.
Suntoberfest 2025October 4 - 5, 2025Historic Downtown & Art Walk
This is not your grandma's polka party! 🍻🎶 Suntoberfest is back, closing down the street for a mix of traditional and contemporary bands, street vendors, family fun, and drinks. Keep an eye out for the special menu and entertainment schedule!
Mid-Month Merriment
The Dish Rack Comedy Show!October 10, 20257:00 PM - 9:00 PMClermont Performing Arts Center, 3500 S HWY 27
Need a laugh? 😂 Join Gregory Metts for "The Dish Rack Comedy Show," a stand-up showcase featuring witty and relatable jokes about the absurdity of everyday life. Note: Some language may be unsuitable for children under 18.
Zeppole Day Italian Festival In Clermont FLOctober 11, 202511:00 AM - 4:00 PMClermont Waterfront Park
Indulge in a sweet tradition! 🇮🇹🍩 The Italian American Club of Central Florida hosts a festival featuring hot, fresh, authentic Zeppole—the "Ferrari of donuts"—made with imported Italian flour and fried in healthy organic coconut oil.
Halloween Week Fun and Fitness
Trunk or Treat ClermontOctober 18, 20255:00 PM - 8:00 PMVictory Pointe Park, 1050 Victory Way
A spooktacular, safe event for the whole family! 🍬🎃 Victory Pointe Park will be filled with decorated cars and trunks handing out treats. Enjoy music, food vendors, fun photo ops, and costume contests for kids (and adults!). Admission is free!
Clermont Harvest FestivalOctober 25, 202510:00 AM - 4:00 PMHistoric Downtown Clermont
Celebrate fall with the Clermont Main Street Harvest Festival, proudly presented by Orlando Health South Lake Hospital! 🍁 This free event features over 100 artisan vendors, a Costume Contest for people and pets, a Kids Zone, Live Music, and delicious Food Trucks.
Nightmare on the Clermont Trails 5KOctober 25, 20256:30 PMClermont's Victory Pointe, 938 Victory Way
Run (or walk) if you dare! 🏃♀️👻 This nighttime 5K features interactive spook zones along the course. Costumes are highly encouraged, with cash and merchandise prizes for the best looks!
Scaremont—Halloween on the TrailOctober 28, 20256:30 PM - 8:30 PMWaterfront Park
Join the Clermont Police Department for a safe, free, and "scary" good time! 👮♀️ The trail at Waterfront Park will be lined with trick-or-treat stations hosted by the Police Department and various community organizations, providing a fun environment for families to celebrate Halloween together.
Clermont offers a blend of natural beauty and exciting community events that make it a perfect place to live. If you’re considering making Clermont your home, remember that Corcoran Connect is here to offer you a personalized and high-touch experience. We are Your Real Estate Concierge, ready to guide you to your dream home in this fantastic city! 🔑💚