Dylan Dore competed with the West Boynton Gators (FL) at Cooperstown Dreams Park in 2006 during Week 2. Dylan and the Gators won the weekly championship, defeating the Lakeland Rawlings Renegades (FL), 12-0. Dylan scored the final run of the game in the bottom of the fifth inning, ending the contest prematurely due to the 12-run mercy-run rule.

Dylan was a three-year letter winner on the diamond at Johns Creek High School (Johns Creek, GA). As a senior (2012), he was a captain, compiled a .402 batting average and helped his team to a Region 7AAA championship, advancing to the GHSA baseball semi-finals. A centerfielder throughout his scholastic career, Dylan was named an All-Region Outfielder (2011 and 2012), named to the Rawlings 2012 Southeast 2nd Team All-American, and received the team's 2012 Golden Glove Award. Dylan was also a member of the East Cobb Braves who clinched the 17WWBA championship during the summer of 2011.

Prior to graduating from Johns Creek High School in 2012, Dylan signed a letter of intent to play baseball at Georgia Tech (Atlanta, GA).