# Holidays at Old Town Kissimmee

> Event for families in the Orlando–Kissimmee–Sanford area (FL). Times are Eastern Time.

- When: Nov 21 – Dec 31 · 10:00 AM – 11:00 PM
- Where: Old Town Entertainment District, 5770 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746
- Ages: All ages; pedestrian-only brick promenades; free admission and parking
- Price: Free admission and free parking; amusement rides and arcade games pay-as-you-go
- Organizer: Old Town Kissimmee
- Official page: https://myoldtownusa.com/events/holidays/
- Last checked: Wed, Nov 4

Source: Grassy Knees is a directory of real family events, places and programs for kids across major U.S. metro areas, where every listing is researched from the organizer’s own page and shows the date we last checked it. https://grassyknees.com covers 42 metro areas as of Nov 11, 2026, with more added regularly. About: https://grassyknees.com/about
Freshness: listings are re-checked on a daily research run (latest check 2026-11-10), and new events are added as organizers post them. Sell-outs, weather cancellations and time changes show up on the live page first: https://grassyknees.com/orlando/activities/holidays-at-old-town-kissimmee--listing-a2e066055a2e08f7c4e47090

## About

Old Town's nostalgic recreation of a classic Florida town features a vintage holiday celebration along tree-lined brick streets. A 40-foot Christmas tree takes center stage with a vibrant animated light show set to holiday classics, accompanied by festive holiday music and weekend Florida snow flurries.

On Friday and Saturday nights, the famous Old Town Classic Car Cruise rolls through, featuring hundreds of shiny vintage cars decorated with holiday garlands and lights. Kids can ride the historic carousel and giant Ferris wheel, while parents appreciate the step-free brick promenades, abundant bench seating, and relaxed, walkable atmosphere.

## Similar picks in Orlando

- [Now Snowing Holiday Celebration in Celebration Town Center](https://grassyknees.com/orlando/activities/now-snowing-holiday-celebration-in-celebration-town-center--listing-df7ddad3919c336d57f519c1) — Nov 28 – Dec 31 · 4:00 PM – 10:00 PM · Celebration Town Center · All ages · Free · checked Nov 7. Central Florida's premier 'snowfall' tradition returns to Celebration Town Center, where gentle Florida 'snow' (fluffy non-toxic suds) blankets Market Street four times every…
- [Kissimmee Festival of Lights Tree Lighting Ceremony](https://grassyknees.com/orlando/activities/kissimmee-festival-of-lights-tree-lighting-ceremony--listing-646f0333b018f39d70adff90) — Sat, Nov 28 · 6:30 PM – 9:30 PM · Kissimmee City Hall · Free · checked Nov 3. City of Kissimmee and Kissimmee Main Street kick off the season by lighting the city's holiday tree at City Hall. The Festival of Lights page describes the downtown season as a…
- [The Santa Experience & Holiday Lights at ICON Park](https://grassyknees.com/orlando/activities/the-santa-experience-and-holiday-lights-at-icon-park--listing-1ffc76e5abe9bebfbca4600d) — Nov 13 – Dec 24 · 10:00 AM – 10:00 PM · ICON Park · All ages · With admission · checked Nov 7. ICON Park on International Drive transforms into a 20-acre holiday village centered around the 400-foot-tall observation wheel, which illuminates the night sky with a…
- [Holiday Grinch Fest at Cranes Roost Park](https://grassyknees.com/orlando/activities/holiday-grinch-fest-at-cranes-roost-park--listing-00b916309f62ad7750aba20a) — Sun, Nov 15 · 10:00 AM – 3:00 PM · Cranes Roost Park, Altamonte Springs · All ages · checked Oct 16. Holiday Grinch Fest is a one-day holiday market on the lawn at Cranes Roost Park in Altamonte Springs. More than 40 vendors sell gifts and treats, local food trucks park on site…
- [Holiday Nights Celebration](https://grassyknees.com/orlando/activities/holiday-nights-celebration--listing-95f82b516312c63eb85f41c4) — Thu, Nov 19 (+23 more dates) · 6:00 PM – 10:00 PM · Promenade at Sunset Walk, Kissimmee · All ages · Free · checked Nov 9. On select nights the Promenade at Sunset Walk hosts Santa Claus and his elves, towering toy soldiers, a nightly lighting of a 40-foot animated Christmas tree and nightly snow…
- [Epcot International Festival of the Holidays](https://grassyknees.com/orlando/activities/epcot-international-festival-of-the-holidays--listing-a3a7573a530e253f0912341f) — Nov 27 – Dec 30 · 9:00 AM – 9:30 PM · EPCOT (Walt Disney World Resort), Lake Buena Vista · All ages · From $109 · checked Nov 4. EPCOT celebrates global seasonal traditions during the International Festival of the Holidays across the 11 World Showcase pavilions. Children can embark on Olaf's Holiday…

## More for families

- [Things to do with kids in Kissimmee, FL](https://grassyknees.com/orlando/towns/kissimmee-fl) (Markdown: https://grassyknees.com/orlando/towns/kissimmee-fl.md)
- [Things to do with kids in Osceola County, FL](https://grassyknees.com/orlando/counties/osceola-county-fl) (Markdown: https://grassyknees.com/orlando/counties/osceola-county-fl.md)
- [Christmas lights and holiday events for kids in Orlando](https://grassyknees.com/orlando/christmas) (Markdown: https://grassyknees.com/orlando/christmas.md)
- [Things to do with kids in Orlando — November 2026](https://grassyknees.com/orlando/events/2026-11) (Markdown: https://grassyknees.com/orlando/events/2026-11.md)
- [This weekend in Orlando](https://grassyknees.com/orlando/this-weekend) (Markdown: https://grassyknees.com/orlando/this-weekend.md)
- [Things to do with kids in Orlando](https://grassyknees.com/orlando) (Markdown: https://grassyknees.com/orlando.md)
