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October events in Winter Park, FL

Homeschool Day with A&H & Maitland Library: Tours, Historic Homes & Art
Wed, Oct 8, 1:00 PM
Maitland · Maitland Public Library
Homeschool Day with A&H & Maitland Library: Tours, Historic Homes & Art
Wed, Oct 8, 1:00 PM
Maitland · Maitland Public Library
"Midgets With Attitude" with Midget Mayhem Wrestling LIVE! Orlando FL 21+
Sat, Oct 18, 8:00 PM
Rouse Run · Boardwalk Bowl Entertainment Center
"Midgets With Attitude" with Midget Mayhem Wrestling LIVE! Orlando FL 21+
Sat, Oct 18, 8:00 PM
Rouse Run · Boardwalk Bowl Entertainment Center
Horror Night Jouvert
Sat, Oct 25, 9:00 PM
Timberleaf · 5244 Old Winter Garden Rd, Orlando, FL 32811
Horror Night Jouvert
Sat, Oct 25, 9:00 PM
Timberleaf · 5244 Old Winter Garden Rd, Orlando, FL 32811
AfroSocaLove : Orlando One Love Festival (Feat Maga Stories )
Sat, Oct 4, 5:00 PM
Apopka · Apopka Amphitheater
AfroSocaLove : Orlando One Love Festival (Feat Maga Stories )
Sat, Oct 4, 5:00 PM
Apopka · Apopka Amphitheater
Joshwa On The Rooftop | Fri 10.03.25
Fri, Oct 3, 10:00 PM
Downtown Orlando · Celine Orlando
Joshwa On The Rooftop | Fri 10.03.25
Fri, Oct 3, 10:00 PM
Downtown Orlando · Celine Orlando
CYCLOPS THE EYE SPY TOUR | Thurs 10.30.25
Thu, Oct 30, 10:00 PM
Downtown Orlando · Celine Orlando
CYCLOPS THE EYE SPY TOUR | Thurs 10.30.25
Thu, Oct 30, 10:00 PM
Downtown Orlando · Celine Orlando
MUJER CON ESENCIA
Sat, Oct 11, 6:00 PM
Florida · 7101 E Colonial Dr unit 113 119
MUJER CON ESENCIA
Sat, Oct 11, 6:00 PM
Florida · 7101 E Colonial Dr unit 113 119
Adam Calhoun War Tour Live at The Barn in Sanford
Thu, Oct 2, 8:00 PM
Sanlanta · The Barn in Sanford
Adam Calhoun War Tour Live at The Barn in Sanford
Thu, Oct 2, 8:00 PM
Sanlanta · The Barn in Sanford
Naked in Tokyo
Sun, Oct 19, 7:00 PM
Downtown Orlando · Allure Restaurant and Lounge
Naked in Tokyo
Sun, Oct 19, 7:00 PM
Downtown Orlando · Allure Restaurant and Lounge
Caribbean Paint, Sip and Social -- Colors of the Diaspora!
Sat, Oct 18, 6:00 PM
College Park · Three Masks INC
Caribbean Paint, Sip and Social -- Colors of the Diaspora!
Sat, Oct 18, 6:00 PM
College Park · Three Masks INC
5LAN IN ORLANDO #LIBRASZN
Sat, Oct 4, 9:00 PM
Florida Center · Rum Jungle
5LAN IN ORLANDO #LIBRASZN
Sat, Oct 4, 9:00 PM
Florida Center · Rum Jungle
How of Happy: Cultivating Your Unique Path to Fulfillment
Sun, Oct 5, 5:30 PM + 3 more
Lake Highland · The Urban Ashram
How of Happy: Cultivating Your Unique Path to Fulfillment
Sun, Oct 5, 5:30 PM + 3 more
Lake Highland · The Urban Ashram
Tai Chi & Qigong: Qi Energy, Balance, Breath, & Movement
Sun, Oct 5, 4:00 PM + 3 more
Lake Highland · The Urban Ashram
Tai Chi & Qigong: Qi Energy, Balance, Breath, & Movement
Sun, Oct 5, 4:00 PM + 3 more
Lake Highland · The Urban Ashram
8th Annual Tax Compliance Seminar
Fri, Oct 10, 9:00 AM
Cypress Fairway · 5780 Major Blvd
8th Annual Tax Compliance Seminar
Fri, Oct 10, 9:00 AM
Cypress Fairway · 5780 Major Blvd
PMU GHP Masters, Oct 15-17, 2025 IN-PERSON
Wed, Oct 15, 8:00 AM
Florida · UF/IFAS Mid-Florida Research and Education Center
PMU GHP Masters, Oct 15-17, 2025 IN-PERSON
Wed, Oct 15, 8:00 AM
Florida · UF/IFAS Mid-Florida Research and Education Center
Orlando's Best Halloween Weekend Bar Crawl
Florida Center · Best Bars in Orlando
Orlando's Best Halloween Weekend Bar Crawl
Florida Center · Best Bars in Orlando
The Heart of Healing: An Experiential Introduction to IFS
Sat, Oct 25, 9:00 AM
Baldwin Park · 4385 Wardell Pl #203
The Heart of Healing: An Experiential Introduction to IFS
Sat, Oct 25, 9:00 AM
Baldwin Park · 4385 Wardell Pl #203
Orlando Networking Event (Pink Edition) at Brewlando Maitland
Tue, Oct 7, 5:30 PM
Maitland · Brewlando Maitland
Orlando Networking Event (Pink Edition) at Brewlando Maitland
Tue, Oct 7, 5:30 PM
Maitland · Brewlando Maitland
PARMALEE - APOPKA
Fri, Oct 17, 6:00 PM
Apopka · Apopka Amphitheater
PARMALEE - APOPKA
Fri, Oct 17, 6:00 PM
Apopka · Apopka Amphitheater
Florida Eco-Trivia!
Wed, Oct 1, 7:00 PM
Coytown · À La Cart
Florida Eco-Trivia!
Wed, Oct 1, 7:00 PM
Coytown · À La Cart

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