The fifth season of Elmo and Cookie Monster's Hotel aired from November 23, 1998 to May 27, 1999
- Elmo, played by Kevin Clash
- Cookie Monster, played by Frank Oz (since Season 6)
- Lifeguard, played by Marty Robinson
- Bert and Ernie-starring Bert and Ernie (since Season 7)
- "Silhouetted Faces"-from The Electric Company (since Season 11)
- Elmo's World-starring Elmo, Dorthory, Mr. Noodle, kids and baby.
- Monsters in Day Care-Join the monsters and kids. (since Season 7)
14 episodes in order.
- This is the Lifeguard's last season, where his death in the first Season 6 episode in 2000.
- This is the first season that Big Bird says, "Toodle-oo" and Big Bird doesn't appear on the episodes.
- This is the only season to feature Viewers Like You in the funding credits.
- This is the first season to feature the normal 1997 CTW logo.
- This is the first season that says, "SUNNYCHOICE HOTEL" on top.