Events
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Soldier City Sundays Weekly Market
Veterans Park 1201 13th Street, St. Cloud, FLJoin us this Sunday from 11 a.m. to 2 p.m. at Veteran’s Park for our weekly community market celebrating St. Cloud’s heritage as the Soldier City.The community is invited to shop from local vendors, enjoy live music, and grab a bite to eat. Veterans can also connect with area veterans organizations all in one place. […]
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Cookies and Cocoa with Santa – Special Sunday Cruise
Old Florida Riverboat Company 1402 Lakeshore Drive, St. Cloud, FLAll aboard for a magical afternoon of holiday fun on the Lillie! Join us for our Cookies & Cocoa with Santa Cruise, the perfect family-friendly Christmas adventure on the water. Guests will enjoy warm cocoa and fresh cookies while playing holiday games, creating festive crafts, listening to story time with Santa, and taking pictures with […]
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Holiday Sensory Night
Lake Eola Park 512 E Washington St, Orlando, United StatesSensory Night is back on Sunday, December 14 from 5:30 pm - 9:30 pm as part of Downtown for the Holidays presented by AdventHealth. Enjoy the magic of the season in a comfortable, low-stimulation environment. We've curated a calm, welcoming holiday experience designed for individuals with sensory sensitivities: No/Low Music: Enjoy the festive atmosphere without […]
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Kissimmee Senior Christmas Brunch
Oak Street Park Community Center 717 N Palm Ave, Kissimmee, FLCelebrate the holidays with friends, family, and neighbors at our free Senior Christmas Brunch! Guests aged 55 and above are invited to enjoy a complimentary holiday meal, music, and festive activities in a warm and welcoming atmosphere. This special holiday event is the perfect way to connect with loved ones, share in the season’s joy, […]
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Kissimmee Senior Christmas Brunch
Oak Street Park Community Center 717 N Palm Ave, Kissimmee, FLCelebrate the holidays with friends, family, and neighbors at our free Senior Christmas Brunch! Guests aged 55 and above are invited to enjoy a complimentary holiday meal, music, and festive activities in a warm and welcoming atmosphere. This special holiday event is the perfect way to connect with loved ones, share in the season’s joy, […]
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Homeschool Winter Party
St. Cloud Civic Center 3001 17th Street,, Saint Cloud, United StatesCelebrate the season with hands-on fun at our Homeschool Winter Party. Students ages 5–14 can enjoy gingerbread decorating, festive activities, and more in a lively winter-themed environment on Wednesday, December 17, from 12 to 2:30 p.m. • $15 per city resident • $20 per non-city resident Register at https://bit.ly/4izRTqO call 407-957-7243 to learn more.
$15 – $20 -
Wednesday Free Movie Matinee – Featured Film: The Family Man
St Cloud Community Center 3101 17th St, St. Cloud, FLJoin us for a Free Movie Matinee at the Community Center on Wednesday, December 17th, at 12:30 p.m. This month's featured movie: The Family Man This 18+ event is perfect for a mid-week break. Location: Community Center, 3101 17th St. For more info, call 407-957-4243.
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Toddler Holiday Party
St. Cloud Civic Center 3001 17th Street,, Saint Cloud, United StatesCelebrate the season with your little one at our Toddler Holiday Party. Join us for a fun-filled morning designed just for toddlers, featuring festive activities, treats, and holiday cheer in a welcoming environment for families. Event details:- Ages 2–4- $5 resident | $7 non-resident Preregistration is encouraged. Register here:https://webtrac.stcloudfl.gov/webtrac/web/iteminfo.html
$5 – $7 -
Knockout Christmas Classic
Osceola Heritage ParkKnockout Christmas Classic is the toughest in-season wrestling tournament in the Southeast, bringing in teams from all over the country! Featuring the best high school boys, girls and youth in the country. This year we have added D1. Wrestling fans will not want to miss this event! Children under the age of 6 are free. […]
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Osceola County Sheriff Wrap Attack
Poinciana Lakes Plaza 325 Cypress Parkway, Kissimmee, FLThe Osceola County Sheriff’s Office is excited to host Wrap Attack, a gift-wrapping event by donation in support of Explorer Post 816 and our youth programs. From December 19 through December 22, our Explorers will be on site wrapping your gifts while raising funds that directly support leadership development, mentorship, and positive opportunities for local […]
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Kissimmee Makers Market – Friday Nights
KMS Makers Market 413 Broadway, Kissimmee, FLKissimmee Main Street has invited the Grinch to the Friday night Makers Market the month of December. Join us for games, crafts, vendors, and a weekly “Kids Ugly Sweater” contest.
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Holiday Lights Cruise Featuring the Super Freak Duo
Old Florida Riverboat Company 1402 Lakeshore Drive, St. Cloud, FLHop aboard the beautifully restored “Lillie” for a magical Holiday Lights Tour on the water! Enjoy a festive evening surrounded by sparkling holiday lights, cheerful décor, and the joyful spirit of the season as we cruise into a cozy holiday night. Featuring live music from local favorites Super Freak Duo, this cruise delivers the perfect […]
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Commissioner Brandon Arrington’s Party with Santa
Valencia College Poinciana Campus 3255 Pleasant Hill Road, Kissimmee, FLGet ready for a holiday night your kids will not forget. Join Commissioner Brandon Arrington, Osceola County District 3, for Party With Santa on Friday, December 19, 2025, from 5–7 p.m. at Valencia College – Poinciana Campus, 3255 Pleasant Hill Road, Kissimmee, FL 34746. Photos with Santa (bring your own camera)Face painting, balloon artist and […]
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Knockout Christmas Classic
Osceola Heritage ParkKnockout Christmas Classic is the toughest in-season wrestling tournament in the Southeast, bringing in teams from all over the country! Featuring the best high school boys, girls and youth in the country. This year we have added D1. Wrestling fans will not want to miss this event! Children under the age of 6 are free. […]
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Breakfast with Santa
St Cloud Community Center 3101 17th St, St. Cloud, FLAnnual event for kids. Each child gets breakfast, goodie bag, a book and a visit with Santa Claus. Live music by Denny GeeDoor prizes and elves Contact Linda Lokken for tickets407-569-7688
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Breakfast with Santa in Pajamas
Chambers Park Community Center 2380 N. Smith St, Kissimmee, FLJoin us for our 21st annual Breakfast with Santa! This year, come cozy in your favorite pajamas for a festive and magical morning. Families will enjoy a free breakfast spread, meet Santa, take holiday photos, and celebrate the season together. Don’t miss this heartwarming event that has been creating memories for two decades.
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Ugly Sweater Wine Walk in the Cloud
Downtown St. Cloud New York Avenue, St. Cloud, FloridaGrab your friends and your ugliest Christmas sweater for December’s wine walk in the Cloud! Get your tickets on the Eventbrite link below. Returning wine walkers buy your tix on site and bring your reusable plastic glass back with you to save five dollars off! https://www.eventbrite.com/e/wine-walk-in-the-cloud-tickets-1076743742519?aff=erelpanelorg
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Osceola County Sheriff Wrap Attack
Poinciana Lakes Plaza 325 Cypress Parkway, Kissimmee, FLThe Osceola County Sheriff’s Office is excited to host Wrap Attack, a gift-wrapping event by donation in support of Explorer Post 816 and our youth programs. From December 19 through December 22, our Explorers will be on site wrapping your gifts while raising funds that directly support leadership development, mentorship, and positive opportunities for local […]
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Holiday Lights Cruise
Old Florida Riverboat Company 1402 Lakeshore Drive, St. Cloud, FLHop aboard the beautifully restored “Lillie” for a magical Holiday Lights Tour on the water! Enjoy a festive evening surrounded by sparkling holiday lights, cheerful décor, and the joyful spirit of the season — featuring live music by Skart from The Supervillains — as we cruise into a cozy holiday night. The Lillie offers a […]
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Soldier City Sundays Weekly Market
Veterans Park 1201 13th Street, St. Cloud, FLJoin us this Sunday from 11 a.m. to 2 p.m. at Veteran’s Park for our weekly community market celebrating St. Cloud’s heritage as the Soldier City.The community is invited to shop from local vendors, enjoy live music, and grab a bite to eat. Veterans can also connect with area veterans organizations all in one place. […]
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Osceola County Sheriff Wrap Attack
Poinciana Lakes Plaza 325 Cypress Parkway, Kissimmee, FLThe Osceola County Sheriff’s Office is excited to host Wrap Attack, a gift-wrapping event by donation in support of Explorer Post 816 and our youth programs. From December 19 through December 22, our Explorers will be on site wrapping your gifts while raising funds that directly support leadership development, mentorship, and positive opportunities for local […]
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Operation Save Christmas: A Live Radio Play and Day Cruise
Old Florida Riverboat Company 1402 Lakeshore Drive, St. Cloud, FLJoin the Old Florida River Boat Company for a unique Holiday Fundraiser Cruise aboard The Lillie!Enjoy a relaxing scenic cruise on the beautiful East Lake Toho while being entertained by a captivating, LIVE radio play! It’s nostalgic fun for a wonderful cause. Departure: 3:00 p.m. sharp!Location: 1402 Lakeshore Blvd, St Cloud, FL 34769 Book your […]
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St. Cloud Winter Day Camps
St. Cloud Civic Center 3001 17th Street,, Saint Cloud, United StatesWinter break is almost here, which means the kids will be home and ready for adventure. Keep them active, engaged, and having fun by registering for our Winter Day Camps at the St. Cloud Civic Center. Open to ages 5–12. Camps run December 22, 23, 26, 29, 30, 31, and January 2, from 7 a.m. […]
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Osceola County Sheriff Wrap Attack
Poinciana Lakes Plaza 325 Cypress Parkway, Kissimmee, FLThe Osceola County Sheriff’s Office is excited to host Wrap Attack, a gift-wrapping event by donation in support of Explorer Post 816 and our youth programs. From December 19 through December 22, our Explorers will be on site wrapping your gifts while raising funds that directly support leadership development, mentorship, and positive opportunities for local […]
