
2023 Winona High School alumnus Bailey Holly (pictured second from right) is currently interning with the Mississippi Secretary of State's office in the Charities Division. The internship will provide valuable exposure to key sectors including charitable organizations, securities regulation, public land management, and business services.
Bailey is a Public Policy Leadership major with a minor in Disaster Sciences at the University of Mississippi.. She is part of the Trent Lott Leadership Institute, a member of the Sally McDonnell Barksdale Honors College, and is a member of Pi Beta Phi sorority.
She is the daughter of Trent and Amanda Holly of Winona.
Bailey is a Public Policy Leadership major with a minor in Disaster Sciences at the University of Mississippi.. She is part of the Trent Lott Leadership Institute, a member of the Sally McDonnell Barksdale Honors College, and is a member of Pi Beta Phi sorority.
She is the daughter of Trent and Amanda Holly of Winona.


ATTENTION: Affidavits for residency will be handled during registration at the WCTC.


With gratitude


Attention!!!!


There will be NO INTERNET or TELEPHONE service DISTRICT WIDE on Thursday, June 26.


The 2025-2026 District Calendar


Welcome to our new Tiger Perks Partner, Modern Woodmen of America. WMSD employees can enjoy FREE financial consultations on financial planning, retirement strategies, investments, Mississippi PERS and estate planning. Modern Woodmen members enjoy discounts at local restaurants, access to college scholarships, Do Good Grants, and other member benefits. Thank you, Matt Bennett and Modern Woodmen for your support of the Winona-Montgomery School District!


This incredible opportunity is available to ALL students of the Winona-Montgomery School District. The summer youth theater is in honor and memory of Patti Finley and Vanessa Miller, both of whom worked for the WMSD.


Happy Father's Day, Tiger Nation!


2025-2026 New School Year Registration!


Attention, parents!


Attention, parents!!!


Happy Mother's Day to the wonderful moms of Tiger Nation!


Congratulation to our winners!


Congratulations to our winners!


Attention parents! UPDATED TESTING SCHEDULE!


This is to encourage students to come and have breakfast at school before testing starts tomorrow through Friday!


On our way to the "A"! Go Tigers!


Attention Parents!!!


We appreciate you!!!
