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Event Calendar

Community Events Guide · Fall 2026

Fall in Tampa Bay, Ocala & Gainesville: Your Local Events Guide

From Halloween nights at Busch Gardens to fall festivals, live music, and community gatherings, here's what's happening across all three markets this season. And your next home might be closer than you think.

Tampa Bay Ocala Gainesville

Fall in Florida means cooler evenings, pumpkin patches, and a full calendar of festivals across our three markets. From craft fairs at the Shops at Wiregrass to Southern rock under the stars at Circle Square, there's no shortage of reasons to love living here this time of year.

At Solara Real Estate, we believe the right neighborhood is more than square footage. It's the events on your calendar, the people you meet, and the life you build. We've rounded up the best fall 2026 events across Tampa Bay, Ocala, and Gainesville, and if any of them make you think "I'd love to live closer to this," we're ready to help.

Tampa Bay · Wesley Chapel · Carrollwood

Tampa Bay Fall Events 2026

SEP
3
THU
Rock the Park
Free
6:30–9:00 PM · Curtis Hixon Waterfront Park, Tampa
Downtown Tampa's free monthly outdoor concert series marks its 16th anniversary this month, with live music, food trucks, and sunset views along the Hillsborough River.
View Event Details →
SEP
9
WED
Cafecito con Solara
Community
10:00–11:00 AM · The Perfect Press Coffee Co., 4526 West Village Drive, Tampa, FL 33624
Join the Solara Real Estate team for a relaxed morning over coffee — a monthly community drop-in to connect, ask real estate questions, and build relationships, in English or Español. No pressure, no sales pitch, just genuine conversation.
RSVP on Eventbrite →
SEP–NOV
Select Nights
Howl-O-Scream at Busch Gardens
Halloween
Sep 11 – Nov 1 · Gates 5 PM, event 7 PM · Busch Gardens Tampa Bay
Tampa's biggest Halloween event returns with haunted houses, scare zones, live shows, and the park's coasters running after dark. It's a separately ticketed night event geared toward teens and adults — no costumes allowed, and the scares run intense.
View Event Details →
SEP
13
SUN
Bubbles, Blowouts, Brows & Botox
Community
10:00 AM–1:00 PM · 1003 W Hillsborough Ave #1, Tampa, FL 33603
A fab, fun-filled morning hosted by Solara: sip bubbly and get glam with blowouts, brow touch-ups, and Botox, all in one spot. Offered in English and Español, with a deposit that applies toward your service.
RSVP on Eventbrite →
SEP
Monthly
Cafecito con Conexiones
Networking
9:00–11:00 AM · Rotating Tampa Bay coffee shops
The Tampa Bay Latin Chamber's monthly morning networking meetup moves between Hillsborough, Pasco, and Pinellas coffee shops. Grab a cup, meet fellow entrepreneurs and community leaders, and tap into local business resources.
Check This Month's Date →
OCT
16–18
FRI–SUN
Upper Tampa Bay Oktoberfest
Family
Fri 5–10 PM, Sat 11 AM–10 PM, Sun 11 AM–6 PM · Tampa Bay Downs, 11225 Race Track Rd
The Upper Tampa Bay Chamber's annual Bavarian-themed weekend brings a kids' fun zone, car shows, challenge games, and wiener dog races to Tampa Bay Downs — good times for the whole family, not just the beer garden crowd.
View Event Details →
OCT
17
SAT
Fall Fest at Carrollwood Cultural Center
Free
10:00 AM–5:00 PM · Carrollwood Cultural Center, 4537 Lowell Rd, Tampa
Presented by the Carrollwood Village HOAs, this harvest-themed outdoor event brings live music, food trucks, artisan vendors, pumpkin painting, and bounce houses to the heart of Carrollwood.
View Event Details →
OCT
24–25
SAT–SUN
Wesley Chapel Craft Festival
Family
10:00 AM–5:00 PM · The Shops at Wiregrass, 28211 Paseo Drive, Wesley Chapel
This dog-friendly weekend festival fills Wiregrass's main street with juried artists showing handmade jewelry, pottery, photography, and more. Free to attend, right in the heart of Wesley Chapel.
View Event Details →

Live Where You Love Tampa Bay

We have two homes available in the Tampa Bay market right now: 31848 Hedgerow Dr in Wesley Chapel's Fox Wood community, and 2209 Fletchers Point Cir in Carrollwood. Both are priced for today's buyer. We're bilingual and ready when you are.

View Tampa Listings
Ocala · Marion County · Silver Springs · WEC

Ocala Fall Events 2026

SEP–OCT
23–11
September & October Fall Series
Equestrian
Sep 23 – Oct 11 · World Equestrian Center, Ocala
Three weeks of USEF-rated hunter/jumper competition return to WEC's outdoor arenas. Watching is always free, making it an easy, full day out for the whole family, even non-riders.
View Event Details →
SEP
19
SAT
The Artimus Pyle Band
Live Music
7:00 PM · Circle Square Cultural Center, Ocala
A night of Southern rock honoring Ronnie Van Zant's Lynyrd Skynyrd, led by Artimus Pyle, the band's last surviving original drummer and a 2006 Rock and Roll Hall of Fame inductee.
View Event Details →
OCT
9
FRI
Gray Family Halloween Festival
Free
Ocala Downtown Market, 403 SE Osceola Ave, Ocala
A free, family-friendly Halloween festival at the open-air Downtown Market pavilion, with the market's usual mix of local farmers, artisans, and food trucks alongside seasonal fun.
View Event Details →
OCT
22
THU
Epic Eagles
Live Music
7:00 PM · Circle Square Cultural Center, Ocala
North America's premier Eagles tribute band brings faithful renditions of "Hotel California," "Take It Easy," "Desperado," and more to Circle Square's intimate stage.
Get Tickets →
Gainesville · Alachua County · UF Corridor

Gainesville Fall Events 2026

EVERY
Friday
THRU SEP 25
Free Fridays Concert Series
Free
7:00–9:00 PM · Bo Diddley Plaza, Gainesville
North Central Florida's longest-running free outdoor concert series wraps up its season with a rotating lineup of rock, reggae, R&B, funk, and more. Bring a lawn chair for the final Fridays of the run.
View Event Details →
OCT
17
SAT
The Great Pumpkin Bash
Family
12:00–5:00 PM · Bo Diddley Plaza, Gainesville
Downtown Gainesville's second annual fall celebration brings a corn maze, pumpkin patch, games, face painting, a themed photo booth, and a pumpkin carving contest — all free to attend.
View Event Details →
NOV
14–15
SAT–SUN
Downtown Festival & Art Show
Free
10:00 AM–5:00 PM · Historic Downtown Gainesville
Now in its 45th year, this nationally recognized fine art festival transforms downtown Gainesville with 200+ juried artists, live music on multiple stages, and food, drawing tens of thousands of visitors each fall.
View Event Details →

Love What You See? Let's Find Your Place in It.

Whether it's Tampa Bay, Ocala, or Gainesville, the Solara Real Estate Team knows these communities from the inside out. We're bilingual, local, and genuinely invested in helping you find the right home in the right neighborhood.

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Join Us at Cafecito con Solara, September 9

Real estate questions? Bring them to our monthly community coffee chat. No pressure, no sales pitch, just honest conversation in English or Español.

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