22 Best Things to Do in Kissimmee, FL

Last Updated on March 26, 2024

There are a lot of great things to do in Kissimmee, Florida. The Central Florida city is approximately 20 miles south of Downtown Orlando and 10 miles northwest of St. Cloud.

Kissimmee is located in Osceola County and is known for its many cool attractions.

These are the top things to do in Kissimmee, including fun places to see, eat, and stay during your visit.

From picturesque parks and tasty food to unique accommodations, check out all the places you can visit in this fun and lively town.

Downtown Kissimmee

Downtown Kissimmee is full of exciting things to do. Shopping, dining, historic sites, and local events can all be found in this area. 

The Kissimmee Valley Farmers Market is held on the first Friday of every month from 5:00 pm to 9:00 pm and the third Saturday from 2 pm to 6 pm.

The market hosts vendors selling fresh produce, baked goods, art, home décor, and more. 

As you walk through Downtown Kissimmee, you can see various art.

There is a Mural Experience and a Sculpture Experience to view. Each experience wonderfully displays the creativity and vibrancy that exists in this town.

For more information, visit the official Kissimmee Main Street website. 

Downtown Kissimmee Address: 92 Pleasant St., Kissimmee, FL 34741

Shingle Creek Regional Park

If you want to explore the great outdoors while in Kissimmee, Shingle Creek Regional Park is the place to go. This park is part of the Headwaters of the Florida Everglades and offers a lot of things to do. 

Activities like birdwatching and fishing are popular at this park.

Explore the area on the Shingle Creek Regional Trail, a multi-use trail that takes visitors through scenic, natural areas.

While in the park, check out the Pioneer Village at Shingle Creek.

Pioneer Village is a collection of buildings from before modern times that give visitors a glimpse of what life was like for early Osceola settlers. 

TIPS:

• Shingle Creek Regional Park is open daily. 
• Pioneer Village is open daily from 10:00 am to 4:00 pm. Closed on major holidays.
• Admission to Pioneer Village is $8 for adults and $4 for children 4-12. Children under four years old are admitted for free. 

For more information on Shingle Creek Regional Park, visit the official Osceola County website. 

For more information on Pioneer Village, visit the official Osceola History website. 

Shingle Creek Regional Park Address: 925 S Bass Rd., Kissimmee, FL 34746

Pioneer Village Address: 2491 Babb Rd., Kissimmee, FL 34746

Green Meadows Petting Farm (Temporarily Closed)

Green Meadows Petting Farm has been in the Orlando area for 27 years.

The farm is known as a great spot for the whole family to meet farm animals like horses, cows, sheep, and more. 

Green Meadows is moving from its old location on Poinciana Boulevard to Kissimmee’s Lancaster Ranch Park.

The 150-acre park is a natural space that will be situated between Shingle Creek and Downtown Kissimmee. 

For more information, visit the official Green Meadows Petting Farm website. 

Green Meadows Petting Farm Address: to be announced soon

Portillo’s 

Portillo’s is a Chicago street food chain that began in 1963. The restaurant chain is known for its Chicago-style hot dogs, cheese fries, and Italian beef sandwiches, amongst other dishes. 

This Midwest favorite has made its way to Orlando, opening a location in Doctor Phillips and, most recently, in Kissimmee. 

While in the area, stop by for some tasty food – and leave room for dessert.

The Chocolate Cake Shake is a fan favorite, blending a slice of chocolate cake into a milkshake for an indulgent treat.

Portillo’s is open Sunday through Thursday from 10:30 am to 10:30 pm and Friday and Saturday from 10:30 am to 12:00 am. 

For more information, visit the official Portillo’s website. 

Portillo’s Address: 8041 W Irlo Bronson Memorial Hwy., Kissimmee, FL 34747

Orlando Tree Trek Adventure Park

Orlando Tree Trek Adventure Park is a thrilling place to check out in Kissimmee. The outdoor attraction is known for its zip lines and ropes courses.

The adventure park has courses for a variety of ages and skill levels. This spot is an excellent place to visit for hours of exciting, family-friendly fun. 

TIPS:

• Orlando Tree Trek Adventure Park’s hours of operation vary by season. 
• Adventures must be booked online in advance.
• Tickets for adults ages 12 and up are $59.95 plus tax, junior tickets for ages 9-11 are $46.95, and tickets for kids 6-8 are $34.95.
• Open-toed shoes and baggy clothing are not permitted on courses. 

For more information, visit the official Orlando Tree Trek Adventure Park website. 

Orlando Tree Trek Adventure Park Address: 7625 Sinclair Rd., Kissimmee, FL 34747

Stay in a Unique Airbnb

Thanks to all its nearby attractions and things to do, there are plenty of accommodations to choose from while staying in Kissimmee.

We’ve included a couple of unique and memorable options that are perfect places to unwind after exploring the city.

Treehouse in the Woods

Treehouse in the Woods is a distinctive and secluded Airbnb accommodation in Kissimmee. The one-bed, one-bath bungalow is located amongst the trees and accessible by stairs.

Enjoy coffee or a drink while lounging in one of the property’s cozy outdoor spaces. This Airbnb is a great place for nature lovers to relax at the end of the day. 

TIPS:

• Treehouse in the Woods is available for booking with an advanced reservation. 
• Check-in is after 3:00 pm. Check-out is before 11:00 am.
• Children under 16 years old are not permitted to stay on the property.  
• This accommodation is not pet-friendly. 

For more information, visit the official Treehouse in the Woods listing on Airbnb’s website. 

Treehouse in the Woods Address: Kissimmee, FL (location is disclosed after booking)

Paradise 8 BR Game Rm/Movie Theater/Pool/Mini Golf

Paradise 8 BR is a huge property perfect for accommodating larger groups. This Airbnb has 14 beds and can sleep up to 22 guests.

There are tons of amenities and things to do on the property. Some fun things include watching a movie in the private movie theater, swimming in the pool, or playing mini golf. 

TIPS:

• Paradise 8 BR is available for booking with an advanced reservation.  
• Check-in is after 4:00 pm. Check-out is before 10:00 am.
• This accommodation is not pet-friendly. 

For more information, visit the official Paradise 8 BR listing on Airbnb’s website. 

Paradise 8 BR Address: Kissimmee, FL (location is disclosed after booking)

Brightline Unveils Orlando Passenger Rail Station

Brightline has been famous for modern, eco-friendly intercity rail in America.

Recently they unveiled the much-anticipated Brightline Orlando Station at Orlando International Airport.

This new station connects two of the fastest-growing regions in the state: Central Florida and South Florida.

Tickets between South Florida and Orlando are on sale now.

For more information on Orlando, visit the official Brightline website.

Country Nights Live Dinner Show

It’s time for dinner and a show with Country Nights Live. This dinner show is new to the Kissimmee area.

It offers a good ol’ shindig where you can enjoy southern country food and drinks.

You can also enjoy a country celebration experience where you can dance and hear memorable music.

The live Barnyard Boys Trio brings the crowd to life every night.

For more information, visit the official Country Nights Live website.

Country Nights Live Address: 6400 Carrier Dr., Orlando, FL 32819

See Florida Panther Siblings at Gatorland

Have you ever wanted to see a Florida Panther safely? Gatorland in Orlando has welcomed baby siblings Yuma and Sakari.

The siblings were adopted from a sanctuary in the northeastern U.S. They now live in Gatorland’s Panther Springs, a sprawling natural habitat with a waterfall, stream, and majestic tree structure with platforms for playing and sunbathing.

For more information, visit the official Gatorland website.

Gatorland Address: 14501 S Orange Blossom Trl., Orlando, FL 32837

Additional Things to Do in Kissimmee, FL

• Butterfly Dans Butterfly Farm, 1803 Harbor Rd., Kissimmee, FL 34746
• Osceola County Welcome Center and History Museum, 4155 W Vine St., Kissimmee, FL 34741
• Kissimmee Lakefront Park, 201 Lakeview Dr., Kissimmee, FL 34741
• Spirit of the Swamp Airboat Rides, 2830 Neptune Rd., Kissimmee, FL 34744
• 3 Sisters Speakeasy, 226 Broadway, Kissimmee, FL 34741
• Lanier’s Historic Downtown Marketplace, 108 Broadway, Kissimmee, FL 34741

• The Paddling Center at Shingle Creek, 4266 W Vine St., Kissimmee, FL 34741
• Lazy H Ranch, 2120 Macy Island Rd., Kissimmee, FL 34744 
• Twin Oaks Conservation Area, 2001 Macy Island Rd., Kissimmee, FL 34744
• Krush Brau Park, 2198 Four Winds Blvd, Kissimmee, FL 34746
• Wat Florida Dhammaram, 2421 Old Vineland Rd., Kissimmee, FL 34746  
• Museum of Military History, 5210 W Irlo Bronson Memorial Hwy., Kissimmee, FL 34746 
• Wild Florida Drive-Thru Safari Park, 3301 Lake Cypress Rd., Kenansville, FL 34739

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