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Discover the most popular places to visit in Kissimmee
Old Town
8.6/10 (14,011 reviews)
This retro-themed district transports you to a nostalgic era with vintage architecture. Stroll the brick-paved streets at dusk when live music and illuminated attractions create a magical atmosphere.
Photo by Visit Orlando
Open Photo by Visit Orlando
Mystic Dunes Golf Club
7.8/10 (4,134 reviews)
This Gary Koch-designed championship course blends British links-style dunes with Carolina wetlands across dramatic 80-foot elevations. Reserve your morning tee time for optimal play conditions on both distinct nines.
Medieval Times
8.0/10 (3,178 reviews)
Step back in time at this immersive 11th-century castle featuring knights in armor and jousting tournaments. Feast on a medieval meal without utensils while cheering for your assigned champion.
Kissimmee Lakefront Park
8.4/10 (2,921 reviews)
This lakeside retreat features scenic walking paths, fishing piers, and a Monument of States along Lake Tohopekaliga. Enjoy lighthouse views or bring the family for splash pad adventures in this peaceful urban oasis.
Photo by cyclone_trudy
Open Photo by cyclone_trudy
Osceola Heritage Park
7.8/10 (3,681 reviews)
This versatile entertainment complex hosts concerts to rodeos in its Silver Spurs Arena and Osceola County Stadium. Check the official website before visiting as advance tickets are required for most events.
Fun Spot America
8.6/10 (5,388 reviews)
Family-friendly amusement park with Florida's only wooden roller coaster that goes upside down. Experience the world's tallest SkyCoaster or enjoy multi-level go-kart tracks with shorter wait times than larger parks.
Reunion Resort Golf Course
7.6/10 (3,040 reviews)
Experience three championship courses designed by Palmer, Watson, and Nicklaus at this prestigious Florida golf destination. Enjoy meticulously maintained fairways while savoring the resort's upscale amenities.
Island H2O Live!
8.2/10 (270 reviews)
Island H2O Live! combines thrilling water slides with smart technology for a customized experience. Guests can personalize rides with wristbands and share adventures through the park's integrated social media features.
"Excellent staff, clean room and great amenities. Traveling with children especially under 2 is stressful enough, but Hampton Inn was amazing from the start! It was a great vacation !"
"La habitación estaba muy limpia y el personal fue bien amable . El desayuno fue excelente. Pensé por un momento cancelar por todos las mala opiniones que vi en Google pero decidimos que no y tener nuestra propia experiencia y fue mejor de lo que pensamos."
"Beautiful property. Enjoyed all of it. Only challenge was getting a reservation for the Mediterranean restaurant the day we wanted do to private party. More kids in the adult pool than we were expecting."
"This was the worst stay in a hotel in my entire life I would never recommend them ever again I wish I can get my time back my life back my money back from this terrible place not a clue why Expedia would ever recommend them makes me feel like they are both in cahoots. High hidden fees,,,terrible service, no amenities,every thing was trash I will never ever use Expedia again for this"
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
What are some things I should consider when booking a Kissimmee ski trip package?
Yes, you want pristine powder and perfect runs, but take a moment to consider how close you want to be to the slopes, what extras you want from your resort, and—of course—how much après ski you intend to indulge in.
How can I find cheap Kissimmee ski packages?
Right now, ski trips start at just . Prices and availability are subject to change. Additional terms may apply.
Can I book a beginner ski package in Kissimmee?
Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Kissimmee. Book lessons so you can gear up to take on the rest of the mountain with confidence. Après awaits for all after an eventful day in the snow.
How much does a ski trip to Kissimmee cost?
Sensational ski trips to Kissimmee start from . Use the budget filter to find powder at your perfect price. As always, prices and availability are subject to change. Additional terms may apply.
When’s the best time of year to plan a ski trip to Kissimmee?
The best time to hit the slopes in Kissimmee depends on what you’re looking for. If you’re all about powder-packed pistes and brilliant blue-sky skiing conditions, aim for the middle of the season. Alternatively, if you’re willing to take a chance on start or end of season snow, you’ll bag much cheaper prices —just make sure there’s a spa or après bar to shelter in on white-out days.
Can I book Kissimmee ski packages with airfare?
Save money on your snow time by booking your accommodation, airfare, and car rental in a brilliant bundle. It’s both convenient and cash-flow friendly.
Can I book a Kissimmee ski trip with free cancellation and/or flexible dates?
Flexibility is always a bonus when you’re flying down the slopes—and it makes for an easier booking process, too. Check the payment option filter to find trips with free cancellation as well as buy now, pay later options.
Why should I book a ski package in Kissimmee with Expedia?
Simple search and fantastic filters make it easy to find, build, and book your dream Kissimmee ski vacation in just a few clicks. It’s ‘snow’ joke, it really is that easy.