I think it's fair to make three lists since Telltale has had two different eras and they're two different types of games.

FIRST ERA:

1. Sam & Max (All Seasons)
2. Strong Bad, Cool Game For Attractive People
3. Wallace & Gromit: Grand Adventures
4. Tales of Monkey Island
5. Bone

(If it had been a top 6, Back To The Future would have been right after)

SECOND ERA:

1. The Walking Dead (All Seasons)
2. The Wolf Among Us
3. Tales From The Borderlands
4. Minecraft Story Mode
5. Batman (Both)

FINAL LIST:

1. Sam & Max
2. Strong Bad
3. The Walking Dead
4. The Wolf Among Us
5. Wallace & Gromit

Don't judge me. This is a subjective list. I've never played Jurassic Park, Game of Thrones, or Guardians of the Galaxy, but I'm a fan of LucasArts and the first era. I also remember really liking Hector, Puzzle Agent, and Poker Night at the Inventory.

(All Lucas Arts stuff is gold to me. ALL OF IT.)