Miss Pioneer Way - Kailey Blackburn
Junior Miss Pioneer Way - Violette Harris
Junior Princess - Charlianne Eller
Young Miss Pioneer Way - Harper Horrobin
Young Princess - Aolani Joubert
Little Miss Pioneer Way - Maggie Chastain
Little Princess - Addison Horrobin
Mini Miss Pioneer Way - Addison Chapman
Mini Princess - Ryleigh Blackburn
Tiny Miss Pioneer Way - Braylee Thiele
Tiny Princess - Teagan Graves
Baby Miss Pioneer Way - Taytum Graves
Baby Princess - Cora Belle Butler
The Miss Pioneer Way Pageant is a one-day, all-natural (no makeup) event for girls ages 0-14. It is sponsored by Miss Oak Harbor, dba Whidbey Royalty, a nonprofit 501(c)(3) organization. It is organized and run by the 2023 Miss Oak Harbor Royalty.
Contestants must identify as female and be age 0-14 on July 1, 2023. They must have spent time on Pioneer Way within the last year, and they should be available for the 4th of July parade should they be crowned Queen or Princess.
There are seven age divisions, each with their own age-group pageant within the overall pageant:
Baby Miss Pioneer Way, ages 0-2 Check-in: 9:30am Pageant: 10:00-10:30am
Tiny Miss Pioneer Way, ages 3-4 Check-in: 10:00am Pageant: 10:45-11:15am
Mini Miss Pioneer Way, ages 5-6 Check-in: 10:45am Pageant: 11:30-12:15pm
Little Miss Pioneer Way, ages 7-8 Check-in: 12:15pm Pageant: 1:00-1:45pm
Young Miss Pioneer Way, ages 9-10 Check-in: 1:15pm Pageant: 2:00-2:45pm
Junior Miss Pioneer Way, ages 11-12 Check-in: 2:15pm Pageant: 3:00-3:45pm
Miss Pioneer Way, ages 13-14 Check-in: 3:15pm Pageant: 4:00-4:45pm
Yes, contestants must pre-register to participate. The deadline is June 16. Registration forms can be found on the MISS PIONEER WAY tab at MissOakHarbor.com. There is a $35 registration fee.
Contestants should arrive no later than the check-in time designated for their age group.
Beginning promptly at the check-in time for each division, contestants will learn a short dance to You’re a Grand Old Flag and will receive coaching in how to walk and present on stage and how to introduce themselves with the microphone.
There are age-group pageants all day long… come early to watch the pageants before your favorite contestant’s, and stay afterwards to watch the ones following. If parents or guardians can’t stay the whole day, we ask that they remain on the premises while their contestant is in our care.
Contestants perform the dance, walk the stage and present to the audience, and introduce themselves. Emcees ask each contestant an impromptu question. They are scored by a panel of judges, then the top two are crowned Queen and Princess.
Contestants are asked to wear something in patriotic colors.
Each contestant will receive a certificate of participation along with a Miss Pioneer Way goodie bag.
The top two in each division will be named Queen and Princess and will receive a crown and sash.
Immediately following each pageant, contestants will be photographed as a group, and individual pictures will be taken of the Queen and Princess. A press release will be sent to the Whidbey News Times and Whidbey Weekly, detailing the events of the day and recognizing participants and winners. All Queens and Princesses are invited to ride on the float with the 2023 Miss Oak Harbor Royalty in the 4th of July parade (ages 4 and under require a parent or guardian; detailed instructions will be emailed following the pageant). Miss Pioneer Way Royalty may also be contacted during their reign with additional opportunities for public appearances, such as during National Night Out and the 2024 Miss Oak Harbor Scholarship Pageant.
The Miss Pioneer Way Pageant is a fundraiser hosted by the Miss Oak Harbor Royalty. All net proceeds from the pageant, along with any donations received, will be donated to the 2023 Miss Oak Harbor Royalty’s service project, Deception Pass State Park Foundation.
Each Miss Oak Harbor Royal Court chooses an organization to adopt as their service project. The 2023 service project is Deception Pass Park Foundation, whose mission is to provide financial and volunteer support to Deception Pass State Park to promote education and preserve resources.
For additional questions, visit MissOakHarbor.com, email MissOakHarborInfo@gmail.com, or call 360-929-2097.
2023 Miss Oak Harbor: Kiersten Tyson
1st Princess: Cali Pretti
2nd Princess: Jordan Garstin
2023 Teen Miss Oak Harbor: Laurianna Newcomb
Teen 1st Princess: Elizabeth Hauter
Teen 2nd Princess: Danielle Becherer
President | Pageant Director | Royalty Director: River Powers
Secretary: Lindsey Smith
Treasurer: Kate Hauter
Visibility: Emilee Stone
Volunteer Support: Diana Bedford, Cheryl Grehan, Kristin Griffith, Abbie Martin
Miss Oak Harbor is a 501(c)(3) nonprofit organization – FEIN 85-1091323. Your donations are tax-deductible.
For lots of information about the Miss Oak Harbor Scholarship Pageant, the Miss Pioneer Way Pageant, and the new Mr. Oak Harbor Scholarship Pageant, visit MissOakHarbor.com. You can also find us on Facebook @missoakharbor and on Instagram @Miss_Oak_Harbor.
at the Oak Harbor Chamber of Commerce