2024
- Week of the Family (November 2-9, 2024)
- Herbert Felder Sr. Day (October 12, 2024)
- Patty Maddox Day (October 4, 2024)
- National Drive Electric Week (September 27-October 6, 2024)
- Peace Day in the Park (September 21, 2024)
- National Service Dog Month (September 2024)
- Florida Lineworker Appreciation Day (August 26, 2024)
- Winter Park Crew Day (July 24, 2024)
- Lakes Appreciation Month (July 2024)
- Kiwanis Club of Greater Orlando-Winter Park Day (June 26, 2024)
- Juneteenth (June 19, 2024)
- National Public Works Week (May 19-25, 2024)
- Building Safety Month (May 2024)
- Education and Sharing Day (April 19, 2024)
- Arbor Day (April 26, 2024)
- National Library Week (April 7-13, 2024)
- Earth Month (April 2024)
- Women in Construction Week (March 3-9, 2024)
- Irish-American Heritage Month (March 2024
- Bleeding Disorders Awareness Month (March 2024)
- Harold A. Ward III Day (February 1, 2024)
- Certified Registered Nurse Anesthetists Week (January 21-27, 2024)
2023 Proclamations
- Small Business Saturday (November 25, 2023)
- Week of the Family (November 4-11, 2023)
- The Mayflower at Winter Park Day (October 31, 2023)
- National Cyber Security Awareness Month (October 2023)
- Growing Bolder Day (October 7, 2023)
- Florida Climate Week & Energy Efficiency Day (October 2-8, 2023 & October 4, 2023)
- National Drive Electric Week (September 22-October 1, 2023)
- Felsing LLC Day (September 19, 2023)
- Rose Charlton Bynum Day (August 19, 2023)
- Richard “Dick” Strauss Day (July 27, 2023)
- Lakes Appreciation Month (July 2023)
- Juneteenth (June 19, 2023)
- Edyth Bush Charitable Foundation Day (June 22, 2023)
- Code Enforcement Officers’ Appreciation Week (June 5-9, 2023)
- Dr. Paul Wilhite Day (May 26, 2023)
- Franklin’s Friends Day (May 20, 2023)
- Historic Preservation Month (May 2023)
- Building Safety Month (May 2023)
- Winter Park High School Cheer Day (April 26, 2023)
- Arbor Day (April 13, 2023)
- Earth Month (April 2023)
- Carol Miller Rosenfelt Day (March 5, 2023)
- Irish-American Heritage Month (March 2023)
- Winter Park Chamber of Commerce 100th Anniversary (February 22, 2023)
- The 20th Annual Day of Planting Trees for Peace (February 14, 2023)
- Certified Registered Nurse Anesthetists Week (January 22-28, 2023)