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X-ORIGINAL-URL:https://www.positivelyosceola.com
X-WR-CALDESC:Events for Positively Osceola
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DTSTART;TZID=America/New_York:20260201T100000
DTEND;TZID=America/New_York:20260201T140000
DTSTAMP:20260415T163824
CREATED:20251219T000056Z
LAST-MODIFIED:20251219T000056Z
UID:10005411-1769940000-1769954400@www.positivelyosceola.com
SUMMARY:Waggin' Weekend - Old Town's Dog Festival
DESCRIPTION:Something BIG is brewing at Old Town Entertainment District for 2026…\nWe’re not kitten around\, Waggin’ Weekend Festival is about to become the SUPER BOWL of dog-friendly events!\nThink championship-level fun\, MVP treats\, and touchdown-worthy memories with your four-legged quarterback. This isn’t just another walk in the park\, we’re going ALL IN\, pulling out every trick in the playbook\, and creating the ULTIMATE dog-friendly celebration Central Florida has ever seen!\nThe stadium is ready. Your pup is cleared for kickoff\nWe’re talking vendor booths packed with the best pet products\, a super exciting lineup of fun activities\, and everything you and your pup need to have a championship day!\nAnd that’s just the beginning…\nLet’s just say we’ve got some MAJOR news in the works that are going to have every tail in town doing the victory wag. We’re talking partnerships that’ll make you howl\, surprises that’ll have you barking for more\, and game day magic that’s going to knock this one straight out of the dog park. Stay tuned\, you won’t want to miss what we’re about to unleash!\nTrust us\, you won’t want to be benched on the sidelines for this one! This is going to be RUFF competition for the most paw-some event of the year\, and we’re bringing the heat!
URL:https://www.positivelyosceola.com/event/waggin-weekend-old-towns-dog-festival/
LOCATION:Old Town\, 5770 W Irlo Bronson Memorial Hwy\, Kissimmee\, FL\, 34746
CATEGORIES:Old Town
ATTACH;FMTTYPE=image/png:https://www.positivelyosceola.com/wp-content/uploads/2025/12/Screenshot-2025-12-18-at-6.57.34-PM.png
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20260111T100000
DTEND;TZID=America/New_York:20260111T140000
DTSTAMP:20260415T163824
CREATED:20251118T184028Z
LAST-MODIFIED:20251118T184028Z
UID:10004639-1768125600-1768140000@www.positivelyosceola.com
SUMMARY:Three Kings Day 2026
DESCRIPTION:The Feast of the Three Kings is an intricate part of Latin Folklore. Traditionally\, this day is very important\, especially for children\, for it is on this eve that they will receive their gifts. The celebration will include a visit from the Three Kings; FREE Hotdogs; FREE popcorn\, cotton candy or snow cones; and a toy for children under 11. Bikes and tablets will be given away by raffle throughout the event.
URL:https://www.positivelyosceola.com/event/three-kings-day-2026/
LOCATION:Old Town\, 5770 W Irlo Bronson Memorial Hwy\, Kissimmee\, FL\, 34746
CATEGORIES:Old Town
ATTACH;FMTTYPE=image/png:https://www.positivelyosceola.com/wp-content/uploads/2025/11/Screenshot-2025-11-18-at-1.38.52-PM.png
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251231T180000
DTEND;TZID=America/New_York:20260101T000000
DTSTAMP:20260415T163824
CREATED:20251118T190351Z
LAST-MODIFIED:20251118T190351Z
UID:10004641-1767204000-1767225600@www.positivelyosceola.com
SUMMARY:New Year's Eve Celebration at Old Town
DESCRIPTION:End 2025 with a bang at a New Year’s Eve Celebration presented by Old Town and Fun Spot.Bring the family for Live Music & Entertainment featuring the band DRAW 4 and a drone show at midnight.At midnight\, watch the night sky illuminate with a fantastic drone show closing out 2025 and ringing in the new year.New Year’s Eve Celebration and admission is free for all ages.
URL:https://www.positivelyosceola.com/event/new-years-eve-celebration-at-old-town/
LOCATION:Old Town\, 5770 W Irlo Bronson Memorial Hwy\, Kissimmee\, FL\, 34746
CATEGORIES:Old Town
ATTACH;FMTTYPE=image/png:https://www.positivelyosceola.com/wp-content/uploads/2025/11/Screenshot-2025-11-18-at-2.00.24-PM.png
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BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251228T100000
DTEND;TZID=America/New_York:20251228T120000
DTSTAMP:20260415T163824
CREATED:20251118T183332Z
LAST-MODIFIED:20251118T183332Z
UID:10004638-1766916000-1766923200@www.positivelyosceola.com
SUMMARY:Exotic Cars & Coffee
DESCRIPTION:Join us for some coffee and car talk. The term “exotic” is used in marketing by automakers to mean “unusual or expensive\,” but we like to think it means “the type of vehicle that dreams are made of.” Take in the sites of these exotic vehicles on display selected Sunday mornings of each month on Trophy Row at Old Town!\n\n**Please refrain from sitting in/on or touching any of the automobiles. Only exotic cars are eligible. Ferrari\, Lamborghini\, Aston Martin\, Bently\, Rolls Royce\, Lotus\, Porshe\, & Mclaren. **No motorcycles.
URL:https://www.positivelyosceola.com/event/exotic-cars-coffee/
LOCATION:Old Town\, 5770 W Irlo Bronson Memorial Hwy\, Kissimmee\, FL\, 34746
CATEGORIES:Old Town
ATTACH;FMTTYPE=image/png:https://www.positivelyosceola.com/wp-content/uploads/2025/11/Screenshot-2025-11-18-at-1.31.06-PM.png
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251206T190000
DTEND;TZID=America/New_York:20251206T200000
DTSTAMP:20260415T163824
CREATED:20251118T185954Z
LAST-MODIFIED:20251118T185954Z
UID:10004640-1765047600-1765051200@www.positivelyosceola.com
SUMMARY:Holiday Golf Cart Parade
DESCRIPTION:Join us right before our weekly Car Cruise as residents from Sherwood Forest RV Resort present their personal golf carts in all of their Holiday glory!\nGolf carts will begin arriving at 6:30pm and will parade down Old Town’s MainStreet before our Car Cruise at 8:30pm.
URL:https://www.positivelyosceola.com/event/holiday-golf-cart-parade-2/
LOCATION:Old Town\, 5770 W Irlo Bronson Memorial Hwy\, Kissimmee\, FL\, 34746
CATEGORIES:Old Town
ATTACH;FMTTYPE=image/png:https://www.positivelyosceola.com/wp-content/uploads/2025/11/Screenshot-2025-11-18-at-1.57.07-PM.png
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20251031T170000
DTEND;TZID=America/New_York:20251031T210000
DTSTAMP:20260415T163824
CREATED:20251024T130248Z
LAST-MODIFIED:20251024T130248Z
UID:10004561-1761930000-1761944400@www.positivelyosceola.com
SUMMARY:Halloween at Old Town
DESCRIPTION:Celebrate the spookiest of holidays with free Trunk or Treat\, thrilling Halloween entertainment\, and a fang-tastic Costume Contest.\nCollect sweet treats at candy stations throughout Old Town during free Trunk or Treat while supplies last.\nShow off your spooktacular style at our Costume Contest at 7:00pm on the Old Town Stage.\nEnjoy a night filled with hair-raising entertainment\, eerie music\, and plenty of chillingly good memories for the whole family. For safety\, mask wear is restricted to children ages 10 and under only\, and guests ages 10 and older are not permitted to wear masks at this event.
URL:https://www.positivelyosceola.com/event/halloween-at-old-town/
LOCATION:Old Town\, 5770 W Irlo Bronson Memorial Hwy\, Kissimmee\, FL\, 34746
CATEGORIES:Old Town
ATTACH;FMTTYPE=image/png:https://www.positivelyosceola.com/wp-content/uploads/2025/10/Screenshot-2025-10-24-at-8.58.12-AM.png
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20240704T180000
DTEND;TZID=America/New_York:20240704T220000
DTSTAMP:20260415T163824
CREATED:20240627T022255Z
LAST-MODIFIED:20240627T022255Z
UID:10000549-1720116000-1720130400@www.positivelyosceola.com
SUMMARY:Old Town: July 4th Celebration with FREE Fireworks
DESCRIPTION:Celebrate the Red\, White\, and Blue with free fireworks presented by Old Town and Fun Spot America Kissimmee. Bring the family for an entire day of fun including streetmosphere entertainment and live music on the Old Town Main Stage featuring Rocktown from 6pm-10pm. \nAdmission is FREE for all ages. \nFREE Fireworks begin at 9:30pm from the top of the buildings of Old Town. Presented by Old Town and Fun Spot.
URL:https://www.positivelyosceola.com/event/old-town-july-4th-celebration-with-free-fireworks/
LOCATION:Old Town\, 5770 W Irlo Bronson Memorial Hwy\, Kissimmee\, FL\, 34746
CATEGORIES:Old Town
ATTACH;FMTTYPE=image/jpeg:https://www.positivelyosceola.com/wp-content/uploads/2024/06/Old-Town-July-4th.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20240324T100000
DTEND;TZID=America/New_York:20240324T120000
DTSTAMP:20260415T163824
CREATED:20240116T171428Z
LAST-MODIFIED:20240116T171428Z
UID:10000023-1711274400-1711281600@www.positivelyosceola.com
SUMMARY:Exotic Cars & Coffee at Old Town
DESCRIPTION:Join Old Town for some coffee and car talk. The term “exotic” is used in marketing by automakers to mean “unusual or expensive\,” but at Old Town\, they like to think it means “the type of vehicle that dreams are made of.” Take in the sites of these exotic vehicles on display selected Sunday mornings of each month on Trophy Row at Old Town! \n  \n**Please refrain from sitting in/on or touching any of the automobiles. Only exotic cars are eligible. Ferrari\, Lamborghini\, Aston Martin\, Bently\, Rolls Royce\, Lotus\, Porshe\, & Mclaren. \n**No motorcycles.
URL:https://www.positivelyosceola.com/event/exotic-cars-coffee-at-old-town/2024-03-24/
LOCATION:Old Town\, 5770 W Irlo Bronson Memorial Hwy\, Kissimmee\, FL\, 34746
CATEGORIES:Old Town
ATTACH;FMTTYPE=image/jpeg:https://www.positivelyosceola.com/wp-content/uploads/2024/01/Exotic-Cars-Coffee-at-Old-Town.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20240225T100000
DTEND;TZID=America/New_York:20240225T120000
DTSTAMP:20260415T163824
CREATED:20240116T171428Z
LAST-MODIFIED:20240116T171428Z
UID:10000022-1708855200-1708862400@www.positivelyosceola.com
SUMMARY:Exotic Cars & Coffee at Old Town
DESCRIPTION:Join Old Town for some coffee and car talk. The term “exotic” is used in marketing by automakers to mean “unusual or expensive\,” but at Old Town\, they like to think it means “the type of vehicle that dreams are made of.” Take in the sites of these exotic vehicles on display selected Sunday mornings of each month on Trophy Row at Old Town! \n  \n**Please refrain from sitting in/on or touching any of the automobiles. Only exotic cars are eligible. Ferrari\, Lamborghini\, Aston Martin\, Bently\, Rolls Royce\, Lotus\, Porshe\, & Mclaren. \n**No motorcycles.
URL:https://www.positivelyosceola.com/event/exotic-cars-coffee-at-old-town/2024-02-25/
LOCATION:Old Town\, 5770 W Irlo Bronson Memorial Hwy\, Kissimmee\, FL\, 34746
CATEGORIES:Old Town
ATTACH;FMTTYPE=image/jpeg:https://www.positivelyosceola.com/wp-content/uploads/2024/01/Exotic-Cars-Coffee-at-Old-Town.jpg
END:VEVENT
BEGIN:VEVENT
DTSTART;TZID=America/New_York:20240128T100000
DTEND;TZID=America/New_York:20240128T120000
DTSTAMP:20260415T163824
CREATED:20240116T171428Z
LAST-MODIFIED:20240116T171428Z
UID:10000021-1706436000-1706443200@www.positivelyosceola.com
SUMMARY:Exotic Cars & Coffee at Old Town
DESCRIPTION:Join Old Town for some coffee and car talk. The term “exotic” is used in marketing by automakers to mean “unusual or expensive\,” but at Old Town\, they like to think it means “the type of vehicle that dreams are made of.” Take in the sites of these exotic vehicles on display selected Sunday mornings of each month on Trophy Row at Old Town! \n  \n**Please refrain from sitting in/on or touching any of the automobiles. Only exotic cars are eligible. Ferrari\, Lamborghini\, Aston Martin\, Bently\, Rolls Royce\, Lotus\, Porshe\, & Mclaren. \n**No motorcycles.
URL:https://www.positivelyosceola.com/event/exotic-cars-coffee-at-old-town/2024-01-28/
LOCATION:Old Town\, 5770 W Irlo Bronson Memorial Hwy\, Kissimmee\, FL\, 34746
CATEGORIES:Old Town
ATTACH;FMTTYPE=image/jpeg:https://www.positivelyosceola.com/wp-content/uploads/2024/01/Exotic-Cars-Coffee-at-Old-Town.jpg
END:VEVENT
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