Historic downtown Kissimmee: Broadway's independent shops and restaurants, Lakefront Park, free parking, SunRail and the street events through the year.
Last checked Oct. 9, 2026. Sources: the City of Kissimmee’s Downtown Kissimmee CRA, events, Lakefront Park and downtown parking pages; Kissimmee Main Street and its dining directory; and Experience Kissimmee’s downtown guide.
Historic downtown Kissimmee is the old town center on the shore of Lake Tohopekaliga: brick storefronts along Broadway, City Hall and the courthouses, and Kissimmee Lakefront Park on the water. Experience Kissimmee, the county’s tourism agency, counts more than 30 locally owned restaurants, which it calls one of Central Florida’s largest independent dining districts.
Downtown at a glance
- Kissimmee Main Street (downtown nonprofit): 421 Broadway, 407-846-4643
- Parking: free on the street and in the Toho Square, Intermodal and County Courthouse garages
- SunRail and Amtrak: Kissimmee Intermodal station, by the depot at 111 E. Dakin Ave.
- Lakefront Park: 201 Lakeview Drive
- City events: 407-518-2503
Where downtown is
The city’s Downtown Kissimmee Community Redevelopment Area runs from John Young Parkway on the west to Lake Tohopekaliga on the east, and from Vine Street (U.S. 192) on the north to Clay Street on the south. It takes in the historic business district, Kissimmee Lakefront Park, the courthouse district, the medical arts district and the historic residential streets. Experience Kissimmee notes landmarks including the Kissimmee train station and the Osceola County Courthouse. Our history and landmarks page has the story.
Eat and drink on Broadway
Kissimmee Main Street’s dining directory lists downtown restaurants including:
| Restaurant | Address |
|---|---|
| Susana’s Cafe | 18 S. Orlando Ave. |
| Main Street Pizza | 16 Broadway |
| Soul Tapas and Bar | 24B Broadway |
| Pa’l Cajellon | 112 Broadway (back side) |
| Kissimmee Diner; Matador Tacos and Tapas | 120 Broadway |
| The Italian Joint | 215 Broadway |
| Miguelo’s Ultra Lounge | 219 Broadway |
| Queens and King Mexican Kitchen | 324 Broadway |
| La Ro Cafe; Willy’s Wieners and More | 103 E. Dakin Ave. |
| Kenny’s Cakes | 10 W. Dakin Ave. |
| Limbhelados | 201 Lakeview Drive |
Vintage Vino, the wine and cheese bar, lists its new address as 310 Broadway, and Big John’s Rockin’ BBQ is at 220 E. Monument Ave. Our brunch and date night guides have hours.
Shops
Family-owned shops along Broadway sell home decor, handmade treats and jewelry, according to Experience Kissimmee. The full list is in Kissimmee Main Street’s downtown directory.
Kissimmee Lakefront Park
Kissimmee Lakefront Park, 201 Lakeview Drive, sits between downtown and the lake, with playgrounds, a splash pad, a fishing pier, rentable pavilions and event lawns. Its landmarks are the Monument of States, the lighthouse, the Veterans Memorial and the Bataan-Corregidor Memorial. Big Toho Marina next door is the lake’s largest boat ramp. The Kissimmee Valley Farmers Market sets up here on Friday evenings; dates are on our farmers markets page.
Downtown’s year
| When | Event | Run by |
|---|---|---|
| March | Kowtown Festival, the city’s birthday party (March 21 in 2026) | City |
| Saturday before Easter | Hop on Downtown egg hunts (April 4 in 2026) | Kissimmee Main Street |
| May | Taste of Kissimmee (May 8 in 2026) | City |
| June | Juneteenth Festival (June 13 in 2026) | City |
| September | Fandom Kissimmee (Sept. 12 in 2026) | City |
| Late October | Boo! on Broadway: 5:30 to 9:30 p.m. Friday, Oct. 30, 2026 | Kissimmee Main Street |
| November | Veterans Day Parade | Osceola Veterans Council |
| Late November to early January | Festival of Lights, tree lighting, holiday market, parade | City and Kissimmee Main Street |
Details: Halloween events, Christmas parade and tree lighting and holiday lights.
Getting there and parking
- Parking is free downtown, on the street and in the Toho Square and Kissimmee Intermodal garages (city) and the Osceola County Courthouse garage (county), according to the city’s parking page.
- SunRail stops at the Kissimmee Intermodal station, next to the historic Amtrak depot at 111 E. Dakin Ave.
- The free Freebee on-demand shuttle links the station with downtown stops such as City Hall and Lakefront Park on weekdays. Our getting around guide has times.
Practical
- City Hall: 101 Church St.
- Library: Hart Memorial Central Library, 211 E. Dakin Ave.
- Downtown business help: the Community Redevelopment Agency, 407-518-2544, cra@kissimmee.gov
Related: free things to do, live music and nightlife and parks and trails.
Frequently asked questions
Is parking free in downtown Kissimmee?
Yes. The city says public parking downtown is free, on the street and in the Toho Square garage, the Kissimmee Intermodal garage and the Osceola County Courthouse garage.
What is there to do in downtown Kissimmee?
Independent shops and restaurants on Broadway, Kissimmee Lakefront Park with its lighthouse, splash pad and Monument of States, the Kissimmee Valley Farmers Market on Friday evenings and street events such as Boo! on Broadway and the Festival of Lights.
Does SunRail stop in downtown Kissimmee?
Yes. SunRail’s Kissimmee station is at the Kissimmee Intermodal station next to the historic Amtrak depot at 111 E. Dakin Ave., within walking distance of Lakefront Park.
Who runs events in downtown Kissimmee?
The City of Kissimmee runs the big festivals, such as the Festival of Lights. Kissimmee Main Street, the downtown nonprofit at 421 Broadway, runs Boo! on Broadway, Hop on Downtown, the holiday market and the farmers market.
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