Season 5 was released from October 2013 to May 2014.
Episodes
- Bertie and Bulgy/Bertie and Bulgy's Great Race - Bertie and Bulgy meet and have a race.
- Kevin in Charge - Kevin becomes in charge while Victor's at the Skarloey Railway.
- Winston and Elizabeth/Winston Proves Himself - Elizabeth makes fun of The Fat Controller about not being able to drive Winston.
- Improper Engines/Henry's Overcoming - James calls Henry "improper" due to him being accident-prone.
- Open Slot
- Open Slot
- Open Slot
- High and Mighty/Mighty Goes Backwards - Mighty starts to boast that he's the better half, so Mac takes action.
- The Fastest Engine in the Hills/Freddie the Fastest Engine in the Hills - Freddie thinks he's the fastest engine in the hills, but Duke proves him wrong.
- Mind my Paintwork!/Isobella Keeps Up Her Appearance - Isobella tries to keep her paintwork clean while delivering some supplies to Ulfstead Castle.
- Something Smells Fishy - When Porter has to shunt the Flying Kipper, Cranky begins to tease him.
- Nigel - Nelson needs help pulling the Pack around, so Nigel is brought in to help after being stuck in a shed.
- Diesel Domination - Diesel tries to dominate the island, but Sidney accidently, and unknowingly, spoils his plan to dominate Sodor.
- Trapped in the Shed/Toby and the Frozen Shed - Toby gets trapped in his shed due to icy weather, and everyone has a difficult time getting him out..
- Wheels of Fortune - A shipment error causes a shortage of wheels on Sodor, causing chaos.
- Down the Bridge - Duncan plays a trick on Rheneas, with help from Max and Monty.
- James and Flynn - James thinks that Flynn's job of fighting fires is easy. but soon discovers the dangers that firefighters go through.
- Whistles!/Thomas's New Whistle - Thomas gets his whistle fixed, much to James's dismay.
- Open Slot
- Be On Your Guard! - Bill and Ben catch some theives after they steal some jewels from the jewelry store in the town of Knapford.
- Electric Power - Stafford shows the new electric engine, Jonathon, how to shunt.
- Mountain Danger - Wilfred tries to travel through a blizzard, after making a promise to Culdee.
- Kelly's New Friend - When Kevin topples over and needs repair, Kelly is sent to the Steamworks. But Kevin is worried he's being replaced.
- Open Slot
- Cows and Whistles - Caitlin proves Gordon and Henry wrong about cows.
- Thomas Gets Juiced - Thomas get covered in lemonade thanks to Percy.
- Thomas Runs Away - A boy fiddles with Thomas' controls while his whistle is being repaired, and the boy keeps on making obnoxious noises with Thomas' whiste.
- The Early Whirlybird - When Harold takes over Percy's mail duties, he becomes a nusiance.
- The Seaside Ghost - Salty tells Arthur that there's a ghost near the Fishing VIllage.
- "It's A Great Story After All......" - Christmas is coming up very soon but the engines don't feel up for it, so Thomas tells them all about his first Christmas on Sodor.
Characters
- Thomas
- Edward
- Henry
- Gordon
- James
- Percy
- Toby
- Emily
- Duck
- Donald and Douglas
- Oliver
- Bill and Ben
- BoCo
- Diesel
- Mavis
- Stepney
- Bear
- Pip and Emma
- Mark
- Wilson
- Brian
- Mallard
- The Duchess of Hamilton
- 'Arry and Bert
- Derek
- Diesel 10
- Salty
- Harvey
- Murdoch
- Arthur
- Dennis
- Rosie
- Stanley
- Hank
- Flynn
- Sidney
- Paxton
- Norman
- Winston
- Stephen
- Connor
- Caitlin
- Porter
- Dave
- Skarloey
- Rheneas
- Sir Handel
- Rusty
- Duncan
- Duke
- Mighty Mac
- Freddie
- Luke
- Jayden
- Millie
- Victor
- Bertie
- Annie and Clarabel
- Henrietta
- Harold
- Trevor
- Bulgy
- Caroline
- Cranky
- Elizabeth
- Nelson
- Jack
- Alfie
- Ned
- Oliver
- Max and Monty
- Kelly
- Byron
- Isobella
- Buster
- Hector
- Kevin
- Sir Topham Hatt
- Mr. Percival
- Miss Jenny
- Dowager Hatt
- Sir Robert Norramby
- Splatter and Dodge (do not speak)
- Spencer (does not speak)
- Neville (does not speak)
- Den (does not speak)
- Dart (does not speak)
- Rocky (does not speak)
- Hiro (cameo)
- The Horrid Lorries (cameo)
Characters Introduced
- Quinton
- Nigel