Every annual event that anchors the Ocala and Marion County calendar, season by season, with the crowds they draw. Visitors can plan a trip around them, and vendors and sponsors can plan their year. Exact dates are set by each organizer, so watch the events calendar as each season gets close.
December, January, and February: horse shows, rodeo season, gala season, and the Christmas Parade.

Ocala's biggest holiday tradition fills the downtown streets with floats, bands, and lights on the second Saturday of December.
Est. attendance: 20,000+
The 49th annual holiday 5K in downtown Ocala, presented by the Gaekwad Family. The 5K starts at 4:20 PM at NDS Global, the Rudolph Dash kids run is free, and the first 400 to register and finish take home the custom finisher medal.

Free living-history festival at Fort King National Historic Landmark with pioneer crafts, reenactments, artillery demos, and archaeology talks.
Est. attendance: 2,000 to 3,000

A premier combined-driving competition on Marion County's winter equestrian calendar, presented by AdventHealth.
Est. attendance: 8,000 to 12,000

Juried chalk art competition at Tuscawilla Art Park with live music, food trucks, and hands-on chalk art for the whole family.
Est. attendance: Hundreds

The long-running January driving invitational, a fixture of Marion County's winter horse-show season.
Est. attendance: Thousands

Antique and modified tractors go head-to-head in a January tractor pull with the Mid Florida Tractor Pullers Association.
Est. attendance: Thousands
The community marches through Ocala each January to honor Dr. Martin Luther King Jr.'s legacy.
Est. attendance: Thousands

Ocala Main Street's downtown New Year's celebration, ringing in the new year in the heart of the city.
Est. attendance: 2,000+

The team behind Live2Lead gathers local leaders for its annual January leadership conference.
Est. attendance: Hundreds

A New Year's celebration with Ocala Main Street in downtown Ocala as the calendar turns.
Est. attendance: Hundreds

A bourbon-tasting gala in a barn setting that raises funds for the Boys & Girls Clubs of Marion County.
Est. attendance: Hundreds

Dirt-track racers from across the country open their season at Bubba Raceway Park's Winter Nationals.
Est. attendance: Hundreds

A February expo for horse owners and riders with vendors, demonstrations, and equine industry exhibits.
Mopar classics and modern muscle take over the Florida Horse Park for the Florida Mopar Association's annual show.
Est. attendance: Thousands

Weeks of hunter and jumper competition at HITS Post Time Farm anchor Ocala's winter horse-show season.
Est. attendance: 4,000+

Kids Central's annual gala raises funds for the foster-care and family services it provides across the region.
Est. attendance: Hundreds
Dads and daughters dress up for a night of dancing at Marion County's annual Father Daughter Dance.
Est. attendance: Thousands
The Marion County Tax Collector's annual car show brings out classic cars and community fun each February.
Est. attendance: Hundreds

An annual gala backing Outdoor Valor's work with local veterans.
Est. attendance: Hundreds

Raney's annual truck-show fundraiser rolls out in support of Make-A-Wish wishes for local kids.
Est. attendance: Thousands

Marion County's annual fun run raising awareness and support for the springs.
Est. attendance: Hundreds

Flintknappers and primitive-skills demonstrators gather at Silver Springs for the annual Silver River Knap-In.
Est. attendance: Thousands

The South's largest Wild West shindig at Kirby Family Farm, with train rides, shootouts, Can-Can dancers, and the original gunfighters.
Est. attendance: Thousands

The Grand Oaks Classic brings combined driving competition to the Grand Oaks Resort each winter.
Est. attendance: Hundreds

A benefit concert at Sheltair Aviation supporting the Travis Mills Foundation's work with recalibrated veterans.
Est. attendance: Hundreds

A charity classic at HITS benefiting United Way of Marion County's programs for children.
Est. attendance: Thousands
VOCAL's annual gala raises funds for the dogs and cats in its Ocala rescue and shelter programs.
Est. attendance: Hundreds

Ocala's favorite holiday shopping tradition at WEC: 350+ artists and crafters, holiday decor, specialty foods, and free Santa photos.
Est. attendance: Thousands

An afternoon of bluegrass at Citizens' Circle with Yonder Mountain String Band, Appalachian Road Show, and more.
Est. attendance: 1,500 to 2,500

Ocala's own symphony orchestra performs its concerts at the Reilly Arts Center.
Est. attendance: 1,000+

Southeastern Livestock Pavilion · produced by Tampa Bay Rodeo · PBR bull riding, then Clay Walker live in concert with special guest Lee Greenwood
March through May: festival season at full tilt, from the Strawberry Festival to Symphony Under the Stars.

A March celebration of Florida's springs at Silver Springs State Park with exhibits, activities, and springs science.
Est. attendance: Several thousand

Habitat for Humanity's sweetest fundraiser: a March weekend of strawberry treats, rides, and live entertainment.
Est. attendance: 37,000+

Restaurants battle for the best wings in town at this March wing festival and tasting competition.
Est. attendance: 10,000+

World-class combined driving and show jumping at Live Oak Stud, one of the top equestrian events in the country each March.
Est. attendance: 15,000 to 20,000

Team show jumping at its highest level: nations compete in the Longines League of Nations at World Equestrian Center.
Est. attendance: 10,000+

A free community celebration of Marion County's birthday, with exhibits, entertainment, and county services on display.
Est. attendance: 10,000+
Mountain bikers take over the Santos trails for a March weekend of rides, demos, and camping at the Fat Tire Festival.
Est. attendance: 400+ participants

PRCA rodeo action returns to the Southeastern Livestock Pavilion each March with bull riding, barrel racing, and roping.

Ballantine's spring craft fair fills WEC with handmade goods, gifts, and seasonal finds each March.
Est. attendance: Thousands

Ballantine's giant community garage sale brings hundreds of sellers and bargain hunters to WEC each spring.
Est. attendance: Thousands
A March symposium for horse owners and riders with clinics, speakers, and equine education.
Est. attendance: Hundreds

Boats, gear, and everything for life on the water at Ballantine's annual Ocala Boat Show.
Est. attendance: Hundreds

Ocala's Arbor Day Earthfest pairs tree plantings and giveaways with eco exhibits and family fun each April.
Est. attendance: 2,000 to 4,000

Classic cars and adoptable cats team up at this April car show benefiting the Humane Society of Marion County.
Est. attendance: Hundreds

Golfers hit the links to support Isaiah 117 House and its care for children entering foster care.
Est. attendance: Hundreds

Artists paint live against the clock and the crowd picks a winner at this May art battle.
Est. attendance: ~1,000+

Exotic cars, luxury brands, and high-octane style take over World Equestrian Center for Festivals of Speed.
Est. attendance: 2,000–4,000+

World Equestrian Center's Kentucky Derby celebration, with the Run for the Roses on the big screens.
Est. attendance: 5000+

A charity golf tournament raising funds and awareness for Alzheimer's and memory care.
Est. attendance: Hundreds

A Mother's Day tradition: the Ocala Symphony performs outdoors under the stars.
Est. attendance: 20,000+

Craft beer and wine tastings take over downtown Ocala for this spring festival.
Est. attendance: 3,000–5,000+

A family 5K at the Calesa Township community raising support for Kids Central's foster-care mission.
Est. attendance: Thousands
June through August: Fourth of July celebrations, movies in the park, and the biggest concert weekend of the year.

A June walk raising awareness and support for veterans and others living with PTSD.
Est. attendance: 1,000+

Ballantine brings holiday shopping to July with arts and crafts vendors at the World Equestrian Center.
Est. attendance: Thousands
On Top of the World celebrates the Fourth of July with its patriotic community celebration.
Est. attendance: ~5,000+

Ocala's Fourth of July fireworks light up the sky at the city's Patriotic Skies celebration.
Est. attendance: ~5,000+

Families gear up for the school year with supplies, resources, and fun at this August back-to-school bash.

Free outdoor movie nights in Ocala parks: bring a chair and watch under the stars.
Est. attendance: 500 to 1,000 per movie night

A two-day country music festival brings national headliners and thousands of campers to Ocala each summer.
Est. attendance: ~30,000/day + 6,000 campers
September through November: arts festivals, football season weekends, Light Up Ocala, and the Food and Wine Festival.
A September day of health screenings, wellness vendors, and resources for living well in Ocala.

Fine Arts For Ocala's juried downtown festival brings 150+ artists, live entertainment, and food trucks each October.
Est. attendance: ~15,000–20,000

AdventHealth Ocala powers this free health and wellness expo at WEC Expo Center 1 each October.
Est. attendance: Thousands

A free day at Paddock Mall with vendors, resources, and fun aimed at Ocala women.

A two-day pet expo at WEC with adoptable dogs, vendors, demos, and family fun.
Est. attendance: Thousands

Downtown's holiday kickoff: a Kids' Zone, live music, Santa, vendors, and the big lighting ceremony.
Est. attendance: 5,000–10,000+

The 45th annual cook-off at the Southeastern Livestock Pavilion: chili sampling, live music, a car show, and people's-choice voting.

Tour model homes across Marion County over two November weekends in the MCBIA Parade of Homes.

A free, fun day at Paddock Mall connecting seniors and families with services, health resources, and giveaways.

Old-Florida folk life at Silver River Museum: blacksmithing, spinning, syrup making, Seminole arts, music, and food.
Est. attendance: ~1,200/day + weekend crowd

A living-history weekend at Florida Horse Park reenacting the 1865 Ocklawaha River raid, Marion County's only Civil War battle.
Est. attendance: 2,000 to 4,000

John Maxwell’s annual leadership conference at Church of Hope Auditorium · free with breakfast · leadocala.com

Burn off Thanksgiving dinner early at the Frank DeLuca YMCA's Turkey Trot run on Thanksgiving morning.
Est. attendance: 3,000+

Hunting, fishing, and outdoor gear take over World Equestrian Center for this late-summer outdoor expo.
Est. attendance: Several thousand

Teams hit the lanes at the Swamp Bowl-a-Thon to raise money for Marion County Habitat for Humanity homes.
Est. attendance: 200+ Participants

A beloved small-town tradition under McIntosh's oak-lined streets: fine art, crafts, vintage goods, food, and live entertainment.
Est. attendance: 1,500–2,500

A three-day chef-led festival at WEC with grand tastings, chef dinners, and a jazz brunch.
Est. attendance: 5,000–7,000

Live music fills Dunnellon, where the Rainbow and Withlacoochee rivers meet, for this fall festival.
Est. attendance: 3,000 to 5,000
On their own rhythm all year long: ArtWalk Fridays, the WEC calendar, quarterly derby bouts, and more.

Downtown galleries and artists line the Square on the first Friday of the month, September through May.
Est. attendance: Several thousand

Cosplay, comics, gaming, and celebrity guests fill Ocala's own comic convention.
Est. attendance: 1,500–3,000

Ocala's roller derby skaters bout at the Downtown Market in quarterly matchups.
Est. attendance: Hundreds

Hunter and jumper shows, dressage, and more: world-class horse shows run at World Equestrian Center all year long.
Est. attendance: Hundreds–Thousands
Try part of the event name, or clear the search to see the whole year.
Run an annual event that belongs on this list? It is a living page and we keep adding to it. Want your business in front of the crowds these events draw? Talk to us about sponsoring the seasons your customers care about.