Halloween at Old Town
2025-10-31 17:00 - 21:00 (America/New_York) | Old Town, 5770 W Irlo Bronson Memorial Hwy, Kissimmee, FL, 34746
Celebrate the spookiest of holidays with free Trunk or Treat, thrilling Halloween entertainment, and a fang-tastic Costume Contest.
Collect sweet treats at candy stations throughout Old Town during free Trunk or Treat while supplies last.
Show off your spooktacular style at our Costume Contest at 7:00pm on the Old Town Stage.
Enjoy 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.

Witches & Maniacs: Trick or Treating, Block Party, Car Show
2025-10-31 17:00 - 23:00 | Downtown St. Cloud, New York Avenue, St. Cloud, Florida, 34769
Join St. Cloud Main Street for a fang-tastic time this Halloween! On Friday, October 31, our historic downtown will transform into a eerie-sistible celebration you won’t want to miss. From 5 p.m. – 8 p.m., little ghouls and goblins can trick-or-treat at local businesses for a cauldron of sweet surprises. From 6 p.m. – 9 p.m., don’t miss the spook-tacular Car Show. From 8 p.m. – 11 p.m., enjoy music that will raise your spirits, wickedly fun games, and dancing that’ll make you boo-gie all night long. Don’t miss the hair-raising costume contest — show off your howl-oween best outfit for a chance to win!

For more information: https://stcloudmainstreet.org/witches-maniacs-halloween…/

Trunk or Treat at City of Life Church
2025-10-31 18:00 - 20:00 | City of Life Church, 2874 East Irlo Bronson Memorial HWY, KIssimmee, FL, 34744, United States
Come join us for a fun night of Trunk or Treat!
City of Life presents its Fall Festival with Trunk or Treat, a church family-friendly FREE event for kids up to 5th grade.
Church members will decorate the trunks of their cars and fill them with candy, as children collect candy from trunk to trunk. Kids are invited to wear costumes. This is a church family-friendly event, so we ask that costumes are not inappropriate, scary, supernatural, gory, or violent (we will ask you to change before entering). We’ll have candy, music, inflatables, entertainment, food trucks, and more!

Spooky Spectacular: Boos and Ghouls Night Out
2025-10-31 18:30 - 20:00 | Veterans Memorial Library St. Cloud Branch, 810 13th St, St. Cloud, FL, 34769
6:30 PM – Event begins! All stations open.* Activity & craft stations for children of all ages* Free snowcones & free popcorn with fun toppings bar* Music & fun atmosphere* Special Guest: Memories R Forever will be on-site with free photo opportunities!
7:30 PM – Book & Treat Swap begins.
* If you’d like to participate, please bring a bag or basket for your child to collect books in.
Gently used books (baby books through teen/YA are welcome). Activity & learning books are great too!

Optional:Bring a treat to share with others! (Examples: bulk Halloween candy, stickers, temporary tattoos, small child-friendly toys, etc.)
Bring books to the Book & Treat Swap and receive an Early Entry Ticket! This ticket lets you pick out books before general admission. Guests who don’t bring books are still welcome but will need to wait until general entry begins.

2025 Bikes for Bikes Poker Run
2025-11-01 09:30 | Knights of Columbus, 2000 Neptune Road, Kissimmee, FL, 34744
Join A Hero For Kids as we work to get new bikes into the hands of 100+ children this Christmas. The 2025 Bikes For Bikes Poker Run promises to be a fun morning/afternoon of food, drink, prizes and surprises…all for the kids!
We’ll start and finish with the AMAZING Community Heroes of the Knights of Columbus St. Cloud/Kissimmee Council 6624 at 2000 Neptune Rd, Kissimmee. There will be several stops to enjoy food, drink, prizes and surprises. A great way to support our children this coming holiday season.
Registration cost is $20 per rider and each guest. All funds going towards making a child in need dreams come true. It doesn’t get better than this!
For more information and sponsorship opportunities, contact Andrea at 407-908-8643 or andrea@aheroforkids.org.
Any and all types of bikes are welcome to participate!

Haunting at On Vacation
2025-11-01 15:00 - 22:00 | Margaritaville Resort Orlando, 8000 Fins Up Cir, Kissimmee, FL, 34747
Halloween comes alive with playful thrills at On Vacation! Sip on spooky-themed cocktails crafted to delight and fright, nibble on devilishly delicious appetizers, and dive into ghoulish games that promise fun for every ghost and ghoul.

Pumpkins with a Purpose
2025-11-01 17:00, 2025-11-02 17:00, 2025-11-03 17:00, 2025-11-04 17:00, 2025-11-05 17:00, 2025-11-06 17:00, 2025-11-07 17:00, 2025-11-08 17:00 | FL
Osceola County’s Office of Sustainability invites you to take part in Pumpkins with a Purpose, a seasonal recycling program that turns pumpkins and fall gourds into compost instead of landfill waste.
What to Bring:All pumpkins and gourds are welcome just make sure they’re free of paint, glitter, decoupage, or other decorations.

Drop-off Locations:
Extension Services at Osceola Heritage Park — 1921 Kissimmee Valley Ln, Kissimmee
Former Fire Rescue Station 71 — 8706 W. Irlo Bronson Memorial Hwy, Kissimmee
Buenaventura Lakes Library — 405 Buenaventura Blvd, Kissimmee
Veterans Memorial St. Cloud Library — 810 13th St., St. Cloud
Poinciana Library — 101 N. Doverplum Ave., Kissimmee
Osceola County Fleet Services — 3860 Old Canoe Creek Rd., St. Cloud

Southeast Exotic Bird Fair
2025-11-02 09:00 - 15:00 | Osceola County Fair (KVLS), 1911 Kissimmee Valley Lane, Kissimmee, FL, United States
Beautiful, exotic birds, in all colors and size. Come find your new feathered friend and meet our awesome breeders and vendors. Cages, feed, toys, nest boxes, pellets, perches and so much more to keep your bird happy and healthy.

Back the Blue 3x3 Adult Basketball Tournament
2025-11-02 11:00 - 16:00 | Kissimmee Civic Centre, 201 E Dakin Ave, Kissimmee, FL, 34741
Join us for our annual Back the Blue 3-on-3 Basketball Tournament, where community members and law enforcement come together for a day of friendly competition, teamwork, and connection.
Before the tournament tips off, young athletes can join the Back the Blue Kids Fundamentals Camp from 9 am – 11 am. This fun, hands-on experience provides kids with the opportunity to learn basic basketball skills, build confidence, and connect with local officers and mentors.
Come out and be part of a great day celebrating community and teamwork—on and off the court!
Team registration is required for both events at kissimmee.gov/backtheblue.

Osceola County Veterans Employment Resource Event
2025-11-06 10:00 - 14:00 | Osceola County Housing and Community Services, 1392 E Vine St, Kissimmee, FL, 34744
Looking for your next career opportunity or valuable community resources? Join us at the Osceola County Veterans Employment Resource Event, a one-stop event designed to connect local veterans with employers, job training, and supportive services.
Whether you’re seeking a new career path, networking opportunities, or veteran-focused assistance, our team and partners are here to help you every step of the way.
This event is FREE and open to all veterans and their families.
For more information, call 407-742-8455.

Festival of Trees
2025-11-07 10:00 - 15:00, 2025-11-08 10:00 - 15:00 | The Church of St. Luke & St. Peter, 2745 Canoe Creek Road, Saint Cloud, 34769, United States
Join us at The Church of St. Luke & St. Peter for a magical holiday experience filled with beautifully decorated trees, festive cheer, and community giving!
• Friday, November 7th: 10:00 a.m. – 3:00 p.m.• Saturday, November 8th: 10:00 a.m. – 3:00 p.m.• Sunday, November 9th: 11:00 a.m. – 3:00 p.m.
Stroll through a wonderland of fully decorated trees—each adorned with unique themes and treasures. Enter raffles for your chance to take home a tree! Support St. Cloud Cares, a 501(c)(3) organization providing weekend meal packs for children in Osceola County at risk of going hungry. All proceeds benefit The Church of St. Luke & St. Peter and help strengthen our community.

How You Can Help:Bring a donation of the specific food items requested by St. Cloud Cares and join us in giving children the gift of nourishment and hope this holiday season.

Celebrate the spirit of giving. Win a tree. Feed a child.

We can’t wait to see you there!

Orlando Health Corporate Nurse Resident Team Hiring Event
2025-11-07 11:00 - 15:00 | Orlando Health, 52 W Underwood, Orlando, FL, 32806
This event will take place at Orlando Health Heart and Vascular Institute in Classroom A.
We are hiring Nurse Residents for our Corporate Nurse Residency Program.
Register here: https://v3.rivs.com/scheduler/i/x2xlztga32q5kf

Movie in the Park - The Lorax
2025-11-07 17:30 - 21:00 | St. Cloud Lakefront Park, 1104 Lakeshore Blvd, St Cloud, FL, 34769, United States
Join Toho Water Authority and the City of St. Cloud for our Movie in the Park event featuring The Lorax!
5:30 p.m. – Games, activities and giveaways7:00 p.m. – Movie startsFree event!Free popcorn!Fun activities!Bring your own blanket or chair

Movie in the Park - Lilo & Stitch
2025-11-07 17:30 - 21:00 | Kissimmee Lakefront Park
Join KUA on Friday, November 7, at Kissimmee Lakefront Park as we present Disney’s Lilo & Stitch on the big screen – free admission for everyone!
The fun begins at 5:30 p.m. with free popcorn, inflatable games, creative crafts, and a photo booth. Don’t forget to enter our prize giveaways for a chance to win some awesome treasures!
Then at 7 p.m., spread out your blankets and lawn chairs as Lilo, Stitch, and their ohana fill the night with laughter, heart, and a little bit of chaos on our giant 50-foot screen.
Bring your family, friends, and plenty of aloha spirit for a magical movie night under the stars.
Proudly presented by KUA in partnership with the City of Kissimmee.—Acompañe a KUA el viernes 7 de noviembre en Kissimmee Lakefront Park para disfrutar de Lilo & Stitch en nuestra enorme pantalla. ¡La entrada es gratis para todos!
La diversión comienza a las 5:30 p.m. con palomitas gratis, juegos inflables, manualidades creativas y fotos gratis. Además, participe en nuestros sorteos para ganar premios increíbles.
A las 7 p.m., acomódese con sus mantas y sillas para disfrutar de las travesuras de Lilo, Stitch y su ohana en una noche llena de risas, corazón y un poco de locura en nuestra pantalla gigante de 50 pies.
Traiga a su familia, amigos y su espíritu aloha para una noche mágica de cine bajo las estrellas.
Evento presentado con orgullo por KUA, en colaboración con la Ciudad de Kissimmee.

Osceola Magic vs. Texas Legends
2025-11-07 19:00 | Osceola Heritage Park
Osceola Magic vs. Texas Legends tickets available via Ticketmaster.

Harmony Community Yard Sale
2025-11-08 08:00 - 15:00 | Harmony Town Square, 7254 Five Oaks Dr., St. Cloud, FL
Grab your coffee and come treasure-hunting with your neighbors! The Harmony community is hosting a Yard Sale day packed with great finds, friendly faces, and that cozy Saturday-morning vibe.

City of Kissimmee Veterans Day Parade
2025-11-08 10:00 | Downtown Kissimmee
Join us in Historic Downtown Kissimmee for the annual Veterans Day Parade, hosted by the Osceola Veterans Council. This cherished community tradition honors the men and women who have served in the U.S. Armed Forces.
The parade will travel through the heart of Downtown Kissimmee, featuring military units, walking groups, community organizations, and local schools coming together to salute our veterans.
Groups wishing to participate can register at kissimmee.gov/veteransday

Veterans Day Parade - March with the Celebration Foundation
2025-11-08 10:00 - 11:00 | Celebration Lakeside Park
Join the Celebration Foundation in marching in the Veterans Parade! Don’t forget to wear your red Celebration Foundation shirt. If you need one, stop by the office located at 610 Sycamore Street, Suite 110 to pick one up.

Pioneer Day
2025-11-08 10:00 - 16:00 | Pioneer Village at Shingle Creek, 2491 Babb Rd, Kissimmee, FL, 34746
Pioneer Day is a free, family-friendly event featuring live music, a kids’ craft zone, a real Florida Market, and pioneer and Seminole life demonstrations. As visitors explore the Pioneer Village, they will learn how Florida Seminoles and early pioneer families lived off the land long before electricity and air conditioning.

Orlando Water Lantern Festival
2025-11-08 15:00 - 19:00 | St. Cloud Lakefront Park, 1104 Lakeshore Blvd, St Cloud, FL, 34769, United States
Tickets are on sale for the Water Lantern Festival at Lakefront Park in St. Cloud. Get your tickets at https://www.waterlanternfestival.com/events/orlando before they sell out.
Water Lantern Festival is an amazing experience where you’ll witness the magic of lanterns as they light up the water.The Water Lantern Festival was voted #1 Festival by USA Today. Don’t miss this beautiful event!
For more information, please visit www.WaterLanternFestival.com* If this event has any changes in schedule or cancellations due to weather or other circumstances, participants will be notified via email, and it will be posted in the event discussion.

City of Kissimmee Dinner with a Veteran
2025-11-08 17:00 - 19:00 | Chambers Park Community Center, 2380 N. Smith St, Kissimmee, FL, 34744
Join us for Dinner with a Veteran, a patriotic evening honoring those who have served our country. Residents are invited to bring a veteran to this special event and enjoy a night of connection, appreciation, and community. The evening will feature a free dinner and opportunities to meet and network with veterans who have proudly served both past and present.
kissimmee.gov/dinnerwithavet

5th Annual Chalk Away Hate: Anti-Bullying Glow-in-the-Dark Event
2025-11-08 17:00 - 22:00 | Celebration High School, 1809 Celebration Blvd, Kissimmee, FL, 34747
The 5th Annual “Chalk Away Hate” event brings students, families, and neighbors together to stand up against bullying, one chalk message at a time.
This glow-in-the-dark celebration is packed with music, giveaways, special performances, raffle prizes, and, of course, lots of positive energy!
