New TV Shows & Movies Being Added

Disney Plus’ schedule for May 26 – June 1, 2025, includes Me & Winnie the Pooh Season 2, Playdate with Winnie the Pooh Season 2, How Not to Draw Season 3, and Doctor Who (Season 2) – Season Finale.

On May 28, Me & Winnie the Pooh Season 2 drops on Disney Plus with a total of six episodes. The animated series chronicles the adventures of everyone’s favorite bear, Winnie the Pooh, and his group of friends. They go on numerous extraordinary and fun adventures while recording themselves in vlog style. Its voice cast includes Leon Chen as Winnie the Pooh, Gracen Newton as Tigger, Callum Vinson as Piglet, Emma Zavaleta as Rabbit, Dylan Alvarado as Eeyore, Arwen Monzon-Sanders as Kanga, and Madelyn Skylar Taketa as Bea.

Further, Playdate with Winnie the Pooh Season 2 premieres on the streaming platform with a total of five episodes. The animated series follows the journey of a much younger Winnie the Pooh. He goes on numerous playdates with his friends at his Treehouse. Every episode sees the cute buddies exploring a new playdate, from riding a tricycle to painting pictures. Similar to Me & Winnie the Pooh, Playdate with Winnie the Pooh has a voice cast of Leon Chen, Gracen Newton, Dylan Alvarado, and others.

Additionally, four episodes of How Not to Draw Season 3 will be available on Disney Plus. The drawing tutorial parody series aims to bring everyone’s favorite Disney characters to life.

Also coming out on Disney Plus on May 31 is Doctor Who Season 2’s last episode. The upcoming episode, titled “The Reality War,” will showcase Belinda, the Doctor, and Ruby trying their best to save a life.

New Disney Plus releases for May 26-June 1, 2025

Below are all the new TV shows and movies being added to Disney Plus from May 26 to June 1, 2025.

Wednesday, May 28

  • Me & Winnie the Pooh (S2, 6 episodes)
  • Playdate with Winnie the Pooh (S2, 5 episodes)

Saturday, May 31

  • How Not to Draw (S3, 4 episodes)
  • Doctor Who (Season 2) – Season Finale at 11 am PT

At the time of writing, Disney Plus’ June release schedule is not available.

For more Disney content, find out if you can watch The Grasshopper and the Ants for free.

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