Winter Haven, FL Events

Free Health Screenings and Polk HealthCare Plan Enrollment May 2026

Fri, May 1, 2026 – Fri, May 29, 2026

Opportunity for adults to enroll in the Polk HealthCare Plan and receive free health screenings throughout May 2026. This event supports health and wellness in the professional community and offers a chance to learn about healthcare options.

Leadership Winter Haven Polk County Day

Wed, May 20, 2026

Learn about Polk County’s business, government, and community landscape as part of the Leadership Winter Haven program. This day offers professional development and networking opportunities for local leaders.

3rd Annual Endeavor Cornhole Classic

Wed, May 20, 2026

Participate in the 3rd Annual Endeavor Cornhole Classic in 2026, an energetic day of friendly competition among local businesses. This event supports leadership development and educational programming by the Winter Haven Chamber Foundation and offers networking opportunities for young professionals.

Auburndale - Satellite Club Meeting

Thu, May 21, 2026

The Kiwanis Club of Winter Haven's Auburndale Satellite Club meeting includes a brief meeting followed by trivia. It provides a professional networking opportunity for local adults.

Winter Haven Toastmasters Club Meeting

Tue, May 26, 2026

Join us at Winter Haven Toastmasters for an exciting and engaging meeting honing your communication and leadership skills. Whether you are a seasoned speaker or just starting out, a leader at a fortune 500 company or needing the skills to become one or just have a desire to become the best version of you, we are here to help you refine your leadership skills and build your communication confidence. Learn the art of impromptu speaking, receive valuable personal feedback, and gain insights on effective presentations. Networking opportunities will abound, connecting you with like-minded individuals who are passionate about self-improvement and self-empowerment. Don't miss this chance to boost your leadership skills and overcome the fear of public speaking in a supportive and encouraging environment. Let's learn together!

VillaMar Community Development District Board Meeting - May 27, 2026

Wed, May 27, 2026

The Board of Supervisors of the VillaMar Community Development District will hold a regular meeting at the Offices of PRIME Community Management, 375 Avenue A SE, Winter Haven, Florida. This meeting provides an opportunity for professional networking and involvement in community development and governance.

From Setup to Sellout: A Pop-Up Vendor Success Workshop

Fri, May 29, 2026

Attend this workshop at Kokomo's to learn strategies and tips for running a successful pop-up vendor business. Network with other local entrepreneurs and gain insights to advance your business.

Community Group Open House

Sun, May 31, 2026

An open house event for community groups, offering opportunities to network, share experiences, and discuss various topics relevant to professional and personal development.

Summer Teen Volunteer Program - Leader In Training (LIT)

Mon, Jun 1, 2026 – Fri, Jul 24, 2026

The City of Winter Haven's Teen Volunteer Program, also called Leader In Training (LIT), is for high school students aged 15 to 17 to earn community service hours by volunteering in summer camp programs. This program involves assisting Camp Counselors with crafts and activities. Applications can be submitted electronically or in person at Rotary Park Clubhouse or AdventHealth Fieldhouse and Conference Center.

Friends & Flowers

Thu, Jun 4, 2026

A women's ministry event focused on friendship and growth, providing a space for professional women to connect and build supportive networks.

2026 NHCHC Annual Conference and Policy Symposium

Mon, Jun 8, 2026 – Thu, Jun 11, 2026

Largest gathering of practitioners in homeless health care offering learning, professional growth, and networking.

Community Job Fair

Tue, Jun 9, 2026

A community job fair offering opportunities for adult professionals to network and connect with local employers and job openings in Winter Haven, FL.

Leadership Winter Haven Health & Social Services Day

Wed, Jun 17, 2026

Explore the health and social services sector in Winter Haven as part of the Leadership Winter Haven program. This event provides professional insights and networking opportunities for community leaders.

Auburndale - Satellite Club Meeting

Thu, Jun 18, 2026

Attend the Auburndale Satellite Club Meeting hosted by the Kiwanis Club of Winter Haven. The meeting includes a networking session from 6:00 to 6:30 p.m. followed by trivia, providing a relaxed environment for professional connections.

VillaMar Community Development District Board Meeting - June 24, 2026

Wed, Jun 24, 2026

The Board of Supervisors of the VillaMar Community Development District will hold a regular meeting at the Offices of PRIME Community Management, 375 Avenue A SE, Winter Haven, Florida. This meeting provides an opportunity for professional networking and involvement in community development and governance.

Winter Haven Toastmasters Club Meeting

Tue, Jun 30, 2026

Join us at Winter Haven Toastmasters for an exciting and engaging meeting honing your communication and leadership skills. Whether you are a seasoned speaker or just starting out, a leader at a fortune 500 company or needing the skills to become one or just have a desire to become the best version of you, we are here to help you refine your leadership skills and build your communication confidence. Learn the art of impromptu speaking, receive valuable personal feedback, and gain insights on effective presentations. Networking opportunities will abound, connecting you with like-minded individuals who are passionate about self-improvement and self-empowerment. Don't miss this chance to boost your leadership skills and overcome the fear of public speaking in a supportive and encouraging environment. Let's learn together!

Upcoming events

Free Health Screenings and Polk HealthCare Plan Enrollment May 2026

Leadership Winter Haven Polk County Day

3rd Annual Endeavor Cornhole Classic

Auburndale - Satellite Club Meeting

Winter Haven Toastmasters Club Meeting

VillaMar Community Development District Board Meeting - May 27, 2026

From Setup to Sellout: A Pop-Up Vendor Success Workshop

Community Group Open House

Summer Teen Volunteer Program - Leader In Training (LIT)

Friends & Flowers

2026 NHCHC Annual Conference and Policy Symposium

Community Job Fair

Leadership Winter Haven Health & Social Services Day

Auburndale - Satellite Club Meeting

VillaMar Community Development District Board Meeting - June 24, 2026

Winter Haven Toastmasters Club Meeting