Around Town · Updated Weekly
Events inKissimmee & St. Cloud
7 Waves Real Estate keeps a weekly guide to what's happening in Kissimmee & St. Cloud, Osceola County — farmers markets, festivals, concerts and live music, arts & entertainment, food-truck nights, nightlife, family fun, and holiday events, including hometown signatures like Osceola County Fair, Now Snowing — Celebration. Add anything to your calendar and get directions in a tap, or browse the interactive calendar a full year ahead.
Curated from Kissimmee's long-running traditions and official calendars. Recurring schedules are the events' usual patterns — confirm with the organizer before you go.
Nearby Kissimmee
The next 12 dated happenings in the towns closest to Kissimmee & St. Cloud.
Nearby in Lake County · Sat, Oct 24
Renninger's Antique Center & Farmers/Flea Market
Renninger's, Mount Dora (US-441) · Saturdays & Sundays · 9 AM–4 PM
Nearby in Lake County · Sun, Oct 25
Clermont Downtown Farmers Market
Montrose Street, downtown Clermont · Sundays · 9 AM–2 PM
Nearby in Lake County · Sun, Oct 25
Mount Dora Village Market
Evans Park, downtown Mount Dora · Sundays · 9 AM–2 PM
Nearby in Orlando · Sun, Oct 25
Orlando Farmers Market at Lake Eola
Lake Eola Park, downtown Orlando · Sundays · 10 AM–4 PM
Nearby in Lake County · Sat, Oct 31
Renninger's Antique Center & Farmers/Flea Market
Renninger's, Mount Dora (US-441) · Saturdays & Sundays · 9 AM–4 PM
Nearby in Lake County · Sun, Nov 1
Clermont Downtown Farmers Market
Montrose Street, downtown Clermont · Sundays · 9 AM–2 PM
Nearby in Lake County · Sun, Nov 1
Mount Dora Village Market
Evans Park, downtown Mount Dora · Sundays · 9 AM–2 PM
Nearby in Orlando · Sun, Nov 1
Orlando Farmers Market at Lake Eola
Lake Eola Park, downtown Orlando · Sundays · 10 AM–4 PM
Nearby in Melbourne · Fri, Nov 6
EGAD First Friday Art Walk
Eau Gallie Arts District, Melbourne · First Friday monthly · evening
Nearby in Lake County · Sat, Nov 7
Renninger's Antique Center & Farmers/Flea Market
Renninger's, Mount Dora (US-441) · Saturdays & Sundays · 9 AM–4 PM
Nearby in Lake County · Sun, Nov 8
Clermont Downtown Farmers Market
Montrose Street, downtown Clermont · Sundays · 9 AM–2 PM
Nearby in Lake County · Sun, Nov 8
Mount Dora Village Market
Evans Park, downtown Mount Dora · Sundays · 9 AM–2 PM
Where
From
What's on
Nothing dated in the next few weeks for this pick — try “All areas”, or browse the traditions and annual signatures below.
Save the date — annual signatures
The events each town is famous for, ordered by what's next on the calendar.
Late November–December · Kissimmee
Now Snowing — Celebration
Nightly "snowfall" on Market Street, ice skating, and carolers in Celebration's picture-book town center — a beloved Osceola holiday ritual.
February · Kissimmee
Osceola County Fair
The classic county fair: midway rides, livestock shows, fair food, and rodeo roots that run deep in Osceola's cattle-country history.
Thinking about living in Kissimmee?
Osceola County — Disney's doorstep, Lake Toho bass water, and Florida's vacation-home capital. Explore the full living guide — market snapshot, attractions, flood and insurance reality, schools, and what we tell our buyers.