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St. Cloud 2025 Holiday Events
Downtown St. Cloud New York Avenue, St. Cloud, FloridaDowntown St Cloud is full of festivities this holiday season. Shop, dine & enjoy the downtown community this season. We hope this little list of dates helps in the busy […]
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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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KUA Movie in the Park: Home Alone 2
Kissimmee Lakefront ParkKick off the holiday season with a magical night at Movie in the Park! Join us at Kissimmee Lakefront Park on December 5 for a festive screening of Home Alone […]
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Annual Tree Lighting Winter Wonderland Ceremony
St. Cloud City Hall 1300 9th St, St. Cloud, FLCelebrate the season at the Annual Tree Lighting - Winter Wonderland Ceremony on Friday, December 5, from 6 p.m. to 9 p.m. at St. Cloud City Hall, 1300 9th Street. […]
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Oh, What Fun! Run 5k
Lake Nona Town Center 13630 Sachs Avenue, Orlando, FLGet ready to dash through the sunshine for the Oh, What Fun! Run 5k at Lake Nona Town Center on December 6 at 7:30 a.m.! Lace up your running shoes, […]
$45 -
St. Cloud Holiday Festival
Downtown St. Cloud New York Avenue, St. Cloud, FloridaGet ready for a full day of festive fun in the heart of St. Cloud! This year’s Holiday Festival brings together local crafters and artists, live performances, an exciting Kids […]
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2025 St. Cloud Christmas Parade presented by Orlando Health – St. Cloud Hospital
Downtown St. Cloud New York Avenue, St. Cloud, FloridaThe Annual Christmas parade, presented by Orlando Health St. Cloud Hospital and the City of Saint Cloud, is brought to you by Experience Kissimmee. This year's theme for the Christmas […]
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2025 Holiday Home Tour & Magical Marketplace
Celebration Celebration, FLEnjoy a self-guided tour through beautifully decorated homes throughout Celebration as you soak in the sights, sounds, and spirit of the season. Your ticket also includes access to the Magical […]
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Christmas Carols & Ugly Sweaters – Holiday Lights Cruise
Old Florida Riverboat Company 1402 Lakeshore Drive, St. Cloud, FLGrab your most wonderfully tacky holiday sweater and join us aboard the Lillie for a festive Christmas Carols & Ugly Sweater Cruise! Set sail at 5 p.m. for an evening […]
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Sons of the American Legion Poker Tournament
American Legion Post 80 1019 Pennsylvania Avenue, St. Cloud, FLPoker tournament to raise money for Christmas gifts for families in need this holiday season! Pre-register for an additional $5000 in chips! Pre-registration requires pre-payment!
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Holiday Golf Cart Parade
Old Town 5770 W Irlo Bronson Memorial Hwy, Kissimmee, FLJoin 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! Golf carts will begin […]
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St. Cloud Holiday Festival
Downtown St. Cloud New York Avenue, St. Cloud, FloridaGet ready for a full day of festive fun in the heart of St. Cloud! This year’s Holiday Festival brings together local crafters and artists, live performances, an exciting Kids […]
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Muffins and Mimosas – Special Sunday Cruise
Old Florida Riverboat Company 1402 Lakeshore Drive, St. Cloud, FLHop aboard the beautifully restored “Lillie” for a serene Sunday morning on the water! Enjoy a delightful selection of fresh muffins, sparkling mimosas, and gentle morning breezes as we cruise […]
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2025 Holiday Home Tour & Magical Marketplace
Celebration Celebration, FLEnjoy a self-guided tour through beautifully decorated homes throughout Celebration as you soak in the sights, sounds, and spirit of the season. Your ticket also includes access to the Magical […]
$25 -
Santa at the Train Depot
Pioneer Village at Shingle Creek 2491 Babb Rd, Kissimmee, FLSanta is coming to Pioneer Village! Celebrate the season with us at this festive holiday event featuring: Christmas carolers, local vendors, delicious food, crafts & pioneer games, a chance to […]
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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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Jingle Bar Hop
Kissimmee Main Street 421 Broadway, Kissimmee, FLGrab your crew and jingle all the way through Downtown Kissimmee for our Jingle Bar Hop!Cocktails, mocktails & merry stops at your favorite downtown bars. Early Bird tickets only $25! […]
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Christmas Pajama Party
Downtown St. Cloud New York Avenue, St. Cloud, FloridaBreak out your favorite festive pj’s and come for a fun shopping night in Downtown St Cloud! Enjoy a night of festive lights, hot cocoa and holiday shopping. Sip some […]
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Greg Warmoth Reindeer Run 5k
SeaWorld Orlando 7007 Sea World Dr., Orlando, FL, United StatesBring the family out for the best Holiday Fun Run in the area. Run or walk the festive 3 mile route through SeaWorld to the sound of holiday bells and […]
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Breakfast with Santa and the Kissimmee Woman’s Club
Kissimmee Woman's Club 1616 W Oak St., Kissimmee, FLThe Kissimmee Woman’s Club invites you to a jolly good time at our Breakfast with Santa at 1616 W Oak Street, Kissimmee, FL 34741! Bring the whole family for a […]
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2025 Winter Festival – FTC Kissimmee
Florida Technical College 3831 West Vine St., Kissimmee, FLJoin us for Florida Technical College's 2025 Winter Festival, a FREE event that is fun for the whole family. Enjoy holiday cheer, crafts, and a FREE photo with Santa! -Take […]
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Breakfast with Mrs. Claus
Creative Inspiration Journey School 2030 Old Hickory Tree Rd, St. Cloud, FLJoin us for a festive morning of holiday fun at CIJS — open to the public! Enjoy a delicious pancake breakfast and a lineup of magical activities the whole family […]
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Association of Poinciana Villages Christmas Parade & Celebration
Villages of Poinciana 625 Country Club Dr., Kissimmee, FLFree event. Parade from Cypress Parkway to the park, followed by a holiday celebration with kids zone, food trucks, live entertainment, vendors & crafters. Great for families — bring chairs/blanket […]
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Christmas Arrives in Narcoossee
Narcoossee School House 5028 Yukon St., St. Cloud, FLJoin us on Saturday, December 13, from 11 a.m. to 2 p.m. for a festive community celebration you won’t want to miss! Photos with Santa (11–2) Write a Letter to […]
Free
24 events found.
