History Photo and Art Contest

(Photo is of Moores Creek National Battlefield, NC)

About the Contest

Pine Castle Pioneer Days is proud to bring back this contest, which is open to all school age children.  Sponsored by the Pine Castle Historical Society with co sponsor Historic Florida Towns & Places
By Richard L. Cronin, Author & Historian

There will be Nine Cash prizes awarded in the following categories:
Category 1 - Grade School
Category 2 - Middle School
Category 3 - High School


Cash Prizes in each category are:
1st Place $75.00
2nd Place $50.00
3rd Place $25.00 


(artwork at right is that of Guilford Courthouse National Battlefield, NC)

Contest Rules

 All Contestants must comply with the following History Photo & Art Contest rules: 

  • DO NOT POST name, age or contact information of any contestant on social media!
  • Entries may be a photo, sketch or painting of a person, place or event that is historic in nature and celebrates Orange County or America’s 250th Anniversary. Non-history related entries will not be eligible for awards. Photo or artwork submitted should not be larger than 8 ½” x 11”. Entries will be judged based on its creativity in keeping with the 2026 Pine Castle Pioneer Days local and national historic theme, Spirit of ’76.
  • Photo or art entries may be of a historic structure or site within Orange County; or of a recreation of a historic event within Central Florida; or of an artistic rendition of an American historic place or event related to the founding of America. “Historic” for this contest will be defined as a place or event no less than 90 years old (Prior to 1936).
  • Entries must be received by Pine Castle Historical Society by no later than 12 o’clock noon on Sunday, February 22, 2026. Entries may be mailed to PCHS, 631 Wilks Ave., Orlando, FL 32809, but entry must be received by PCHS no later than Friday, February 20, 2026. Entries may be dropped off at the PCHS Booth at the Pioneer Days History Tent on Saturday, February 21, 2026, or prior to 12 noon on Sunday, 22 February 2026.
  •  On the back of each entry should be the artist’s name, age & category, plus the name and phone number of a parent or guardian 18 years of age or older.
  • Winners will be chosen by PCHS judges, and all decisions will be final. Winners will be announced in the History Tent at 2PM on Sunday, Feb. 22, 2026.
PCHS Photo Contest Co-Sponsored by Historic Florida Towns & Places
By Richard L. Cronin, Author & Historian

Available at Orange County Regional History Center, Tavares History Research Center, and Cronin’s Pioneer Days booth next to the Pine Castle Historical Society (PCHS) booth and the Pine Castle Historical Society’s HISTORY TENT.

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