The Prettiest Pageant

The Prettiest Pageant is a Milwaukee Youth Scholarship Pageant taking place September 18–20, 2026, created to celebrate confidence, beauty, creativity, and talent in girls ages 6–17. Contestants will compete in four exciting categories—Business Wear, Swimsuit/Fitness Wear, Creative Outfit with Talent, and Ball Gown—while developing stage presence, communication skills, and personal style. The weekend includes a meet & greet, contestant brunch, rehearsals, and the main pageant event where participants compete for scholarships, crowns, and titles. The 1st Place Winner will receive a crown, sash, and a $5,000 college scholarship, along with other prizes and recognition. The Prettiest Pageant is designed to empower young girls while providing opportunities for future educational success. 👑✨

👑 The Prettiest Pageant

Milwaukee Youth Scholarship Pageant

Dates: September 18–20, 2026
Location: Milwaukee

The Prettiest Pageant is a weekend event designed to celebrate confidence, beauty, creativity, and talent among girls ages 6–17 while providing scholarship opportunities for their future education.

🎯 Purpose of the Pageant

The Prettiest Pageant encourages young girls to develop:

• Confidence and stage presence

• Creativity and talent

• Professional etiquette and communication

• Personal style and presentation

Participants will compete for scholarships, recognition, and the official title of “The Prettiest Pageant Queen.”

👧 Contestant Eligibility

Age Groups:
Girls ages 6 – 17

Requirements to Enter

• $100 Registration Fee

• Submit 4 professional photos for entry

• Attend monthly contestant meetings (Zoom or in person)

• Prepare a 1-minute talent performance that matches the creative outfit category

👗 Competition Categories (4 Outfit Changes)

Contestants will compete in four fashion segments:

1 Business Wear

◦ Professional outfit

◦ Demonstrates confidence and communication

2 Swimsuit / Fitness Wear

◦ Focus on posture, confidence, and stage presence

3 Creative Outfit + Talent

◦ Unique costume

◦ Includes 1-minute talent performance

4 Ball Gown

◦ Formal evening wear

◦ Focus on elegance and poise

🏆 Judging Criteria

Contestants will be judged in two main categories:

Performance (50%)

• Walk

• Talk / stage introduction

• Confidence

• Posture

• Talent performance

Beauty & Presentation (50%)

• Hair

• Makeup

• Outfit styling

• Overall appearance

Judges will consist of 3–5 professionals in fashion, modeling, and community leadership.

💰 Prizes & Scholarships

🥇 1st Place – The Prettiest Pageant Queen

• Crown 👑

• Sash

• $5,000 College Scholarship

• Professional Photoshoot

• Official Pageant Title & Bragging Rights

🥈 2nd Place

• Sash

• $1,000 Scholarship

🥉 3rd Place

• Sash

• $500 Scholarship

📅 Pageant Weekend Schedule

Friday – September 18, 2026

Meet & Greet

• Contestant introductions

• Icebreaker activities

• Parent orientation

• Photo opportunities

• Judges meet contestants informally

Saturday – September 19, 2026

Contestant Brunch

• Networking brunch for contestants and families

• Confidence and etiquette talk

• Runway practice

• Final rehearsal for talent

Sunday – September 20, 2026

The Prettiest Pageant – Main Event

Event Schedule:

12:00 PM

• Doors open/ Sponsors and Acknowledgments

1:00 PM

• Opening ceremony/Entertainment act

1:30 PM

• Business wear competition

2:00 PM

• Swimsuit/Fitness wear

2:30 PM

• Creative outfit + talent performances

3:30 PM

• Ball gown competition

4:30 PM

• Judges deliberation

5:00 PM

• Closing Entertainment

5:30 PM

• Crowning ceremony

📸 Contestant Promotion

Each contestant will:

• Submit 4 professional photos

• Create Introduction Promo Video

• Be featured on pageant social media

• Participate in promotional marketing

💻 Monthly Meetings

Participants must attend monthly preparation meetings.

Meeting topics include:

• Pageant walk training

• Confidence building

• Talent coaching

• Hair and makeup tips

• Pageant etiquette

Meetings will be held:

• Via Zoom

• Or in person in Milwaukee

💵 Registration Information

Registration Fee: $100

Includes:

• Contestant participation

• Pageant materials

• Meet & greet event

• Brunch participation

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Host or Publisher Sha Sha & Kay