There is always something going on in Sumter County!

Use this event calendar to plan your vacation, or check out what’s going on around you during your stay. Whether you want to attend a local festival or relax while listening to live music, it’s easy to see what’s going on.

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America 250 Community Roadmap

June 2026

City of Webster Ethnic Festival

June 20 • 10:00 AM - 1:00 PM • City of Webster • 85 E Central Ave • Webster, FL 33597

"The Greatness of culture can be found in its festivals". The City of Webster first-ever Ethnic Festival is the perfect family-friendly event filled with delicious food, exciting performances, and fun...

Saturday
20
June

Celebrate History, Patriotism & Community at the Patriot Marker Dedication Ceremony & Celebration!

June 24 • 4:00 PM - 6:00 PM • Gloria Rowe Hayward Sumter County Service Center • 215 Gloria Rowe Hayward Way • Sumterville, FL 33585

Celebrate History, Patriotism & Community at the Patriot Marker Dedication Ceremony & Celebration! Join Sumter County and the Cornerstone of Liberty Chapter, Daughters of the American Revolution, for a special...

Wednesday
24
June

“America 250” Joint Fire Training Demonstration

June 26 • 4:00 PM - 7:00 PM • Sumter County Joint Training Facility • 215 Gloria Rowe Hayward Way • Sumterville, FL 33585

Experience an evening of history, family fun and live public safety demonstrations as Sumter County celebrates America 250 at the Sumter County Joint Training Center on Friday, June 26, 2026,...

Friday
26
June

July 2026

Celebrate America 250 - Bushnell Freedom Fest

July 02 • 7:00 PM - 10:00 PM • Marge A. Thies Plaza Park • 117 E. Joe P. Strickland Jr. Ave • Bushnell, FL 33513

Thursday
02
July

Happy Birthday America: 250 Years

July 03 • 6:00 PM - 10:00 PM • Wildwood Community Center • 6500 Powell Rd., Wildwood, FL 34785 • 6500 Powell Rd., Wildwood, FL 34785, FL 34785

Friday, July 3, 2026, 6:00 – 10:00 p.m. with fireworks at 9:00 p.m. Wildwood Community Center, 6500 Powell Road, Wildwood, FL 34785 Live music, vendors, kids’ zone, giveaways, cash bar,...

Friday
03
July

Sumter County Fair & EBA Independence Day Bulls, Broncs, and Barrels - July 3rd, 2026

July 03 • 6:00 PM - 10:00 PM • Phillip Brady Arena @ the Sumter County Fair grounds • 7620 S R 471 Phillip Brady Arena • Bushnell, FL 33513

Friday
03
July

Sumter County Fair & EBA Independence Day Bulls, Broncs, and Barrels - July 4th, 2026

July 04 • 5:30 PM - 11:00 PM • Phillip Brady Arena @ the Sumter County Fair grounds • 7620 S R 471 Phillip Brady Arena • Bushnell, FL 33513

Saturday
04
July

Picnic in the Park

July 18 • 10:00 AM - 12:00 PM • Wildwood Community Center • 6500 Powell Rd., Wildwood, FL 34785 • 6500 Powell Rd., Wildwood, FL 34785, FL 34785

Bring your lunch, picnic blanket, and chairs. have a SUPER time with snacks, story time, and crafts at this FREE event for the whole family! Pets are not allowed. Service...

Saturday
18
July

August 2026

Back-2-School Collaborative Community Extravaganza!

August 01 • 11:00 AM - 3:00 PM • Wildwood Community Center • 6500 Powell Rd., Wildwood, FL 34785 • 6500 Powell Rd., Wildwood, FL 34785, FL 34785

Join us for our fun-filled Back to School Extravaganza hosted by City of Wildwood Parks & Recreation. This free event is open to all students and families in the community!...

Saturday
01
August

"Back To School" Friday Night at the Market

August 07 • 6:00 PM - 9:00 PM • Sumter County Farmers Market • 524 North Market Boulevard • WEBSTER, FL 33597

Come join us for our next monthly "Friday Night at the Market", this will be our Back To School event for the kids to have one last summer Hoo-Rah! We...

Friday
07
August

Waste Amnesty Day - Cities of Webster and Center Hill

August 15 • 8:00 AM - 12:00 PM • City of Webster North Well Site • Off SR 471 & CR 724 • Webster, FL 33597

Waste Amnesty Day – Saturday, August 15 The City of Webster and City of Center Hill invite residents to take part in Waste Amnesty Day on Saturday, August 15, from...

Saturday
15
August
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This corner of Florida is packed with events for families, couples, and individuals looking to explore the community.