The Sonic Hacking Contest is split into three distinct macro categories: ROM Hack, Modern 2D, and 3D. Each of these categories are given their own sets of qualified Judges and voting tallies in order to ensure that entries can compete more evenly and fairly. Think of it as our version of a weight class system.
A table of which games belong to each macro category is attached below for your reference:
Trophies are major awards intended to recognize excellence in broad categories, such as achievements in audiovisual or general game design elements. For each macro category, one of each trophy will be awarded to the winning category entry. Most trophies are voted on by the community, but there are two notable exceptions:
Points are awarded through a ranked-choice voting system. In all cases, voters will rank their top-3 picks for each trophy, in each category. The top pick will be awarded 3 points, the second pick will be awarded 2 points, and the third pick will be awarded 1 point. Whichever entry has the greatest number of points for a given trophy at the end of the voting period will win the trophy, with the second and third place runner-ups receiving honorable mentions instead. In the event of a tie, the trophy will go to all entries that tie and no honorable mentions will be awarded.
Below is a list of all the trophies we will be awarding this year and their criteria:

Entry voted overall first place by the judges

Entry voted overall second place by the judges

Entry voted overall third place by the judges

Entry voted overall first place by the community

Entry voted overall second place by the community

Entry voted overall third place by the community

Entry voted to have the best graphical design work

Entry voted to have the best sound design work

Entry voted to have the best level design work

Entry voted to have the best executed story/narrative

Entry voted to have the most future potential

Entry voted to have improved the most since its entry in a previous year

Entry voted to have the most interesting new ideas or use of pre-existing ones

Entry voted the most entertaining

Entry voted the most "what the absolute fuck is this?!"

Entry voted the best by the Media Panel
Medals are minor awards intended to highlight more niche or specific achievements in entries reviewed and evaluated by Judges. Unlike trophies, where only one is given out to the winners in each category, there is no set limit on the number of medals awarded to entries in each category; as long as ⅔ or more of eligible Judges approve of giving an entry a medal, said entry will be awarded the medal. Some medals are also intended to be absurd or humorous in nature, and may not return for next year’s contest, making them possibly exclusive to this year only.
Here is a list of all the medals we will be giving out this year and their criteria:

Entry represents a technical achievement

Entry has excellent special stages or alternative gameplay design

Entry has an excellent multiplayer implementation

Entry has excellent and unique character implementation(s)

Entry has excellent boss fights

Entry has excellent enemy design

Entry has excellent and unique level gimmicks

Entry features fresh takes on old concepts

An excellent entry based on a game not commonly modified

Entry is highly replayable and addictive

An unexpected entry of exceptional quality

Entry features excellent UI and presentation

Entry with excellent horror or Halloween themes (excluding Sonic.EXE)

A challenging entry of exceptional quality

Entry pays respects to Big the Cat, who died defending his home planet from an invasion of malicious, sentient cucumbers

Entry contains one or more insane or entertaining glitches

Entry contains pesky plumbers

Entry feels... illegal, somehow...
In addition to honorable mentions being awarded to entries which come close to winning a trophy, Judges may nominate and vote for any entry to receive an honorable mention for achievements which fall outside of trophies and medals.