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Best things to do in Osceola County

Discover the city according to locals. Find the best things to do, places to eat, and get priceless advice from the people who live here.

General Entertainment
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“This place is SO CLOSE!! Less than 5 minutes walking down a safe, well-lit path brings you to some amazing people watching, underrated eating, and gift shops galore!! We walk here a few times a week for great NY style pizza, gyros, and ice cream. It also pre-dates Disney world!!”
78 locals recommend
Travel Agency
1 local recommends
Theme Restaurant
$$$
“"Medieval Times Dinner and Tournament is like stepping back in time! Guests will watch a thrilling horse show, including jousting and plenty of other competitions. A fun dinner is also included — knife and fork free!"”
48 locals recommend
Shopping Plaza
“The Loop is an outdoor mall filled with retail shopping, restaurants and a movie theater. ”
62 locals recommend
Italian Restaurant
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“Olive Garden is a Italian restaurant that offer us a good food at a fair price. ”
38 locals recommend
Italian Restaurant
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“A 4.1 Star Italian Restaurant Lively, family-friendly chain featuring Italian standards such as pastas & salads, with a full bar. ”
24 locals recommend
Garden
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“Fall in love with lush landscapes of the Olmsted gardens & enchanting music of the famous Singing Tower. ”
59 locals recommend
Park
“Do not miss this hidden gem, right in the middle of all the commercialism on W Irlo Highway! Kayaking, bike rentals, walking trails to the Kissimmee history center. A great way to work off some of your childrens' energy......or a great way to relax for the adults! Perhaps my favorite place in Kissimmee!”
25 locals recommend
Museum
“This is the place to go, if you want to learn a bit of American History, and to see for yourself, planes and equipment used.”
4 locals recommend
Caribbean Restaurant
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“The space was huge, with extra high ceilings and a beautiful outdoor area. There is plenty of seating and we had to servers helping us through our lunch. ”
35 locals recommend
Sports Bar
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“Great pub style food, but also has a full menu. We've loved everything we've had there!”
26 locals recommend
Seafood Restaurant
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“Red Lobster are passionate about making delicious, high-quality seafood available and affordable to everyone”
24 locals recommend
History Museum
“Museum with dioramas & interactive exhibits showcasing the county's natural habitats & history. Interesting facts about the area. Beautiful walking path beside Shingle Creek. ”
2 locals recommend
Park
“Just a nice park with a couple playgrounds, lots of grass and a peaceful lakeside walkway.”
11 locals recommend
American Restaurant
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“Miller's Ale House offers a variety of food, from crispy chicken strips to perfectly grilled steaks, which is great for feeding for the family, as well as a sports bar makes it even more ideal for sports fans ”
20 locals recommend
American Restaurant
$$
“Great place for breakfast; famous pancakes. Also good for lunch and dinner. A country store is attached to the restaurant so you can pick up some cute gifts or speciality foods while there!”
14 locals recommend