To sum up what AF put for Bleach, it's pretty much like this...
(Based on Broadcast Season Order)
The Substitute Arc (Ep. 1-20)
The Entry (Ep. 21-41, First Part of the Soul Society Arc. 33 is an episode based on the Karakura Superheroes special manga chapter)
The Rescue (Ep. 42-63, Second Part of the Soul Society Arc. 50 is another episode based on the Karakura Superheroes however this one is non-canon)
The Bount (Ep. 64-91, First part of the Bount Arc. All non-canon)
The Assault (Ep. 92-109, Second Part of the Bount Arc. All non-canon, 109 does have some manga canon at various points)
The Arrancar (Ep. 110-131, First Part of the Arrancar Arc. 128-131 are non-canon)
The Hueco Mundo (Ep. 132-151, Second Part of the Arrancar Arc & First Part of Hueco Mundo Arc. 132-137 are non-canon. 147-149 are also non-canon but Episode 149 does have a tiny bit of manga canon)
The Arrancar 2: The Fierce Fight (Ep. 152-167, The Second Part of the Hueco Mundo Arc)
The New Captain Shūsuke Amagai (Ep. 168-189, All non-canon)
The Arrancar 3: Arrancar vs Shinigami (Ep. 190-205, The Third Part of the Hueco Mundo Arc. 204-205 are non-canon)
The Past (Ep. 206-212, the Turn Back The Pendulum Mini-Series)
The Arrancar 4: Battle in Karakura (Ep. 213-229, Includes First Part of the Fake Karakura Town arc. 213-214 are based on the manga Specials featuring the Karakura-Raizer Team, 227 is a mish-mash of Canon, Non-Canon and Manga Special content, 228 is based on a special manga chapter, 229 is non-canon)
Zanpakutō: The Alternate Tale (Ep. 230-265, the Zanpakuto Unknown Tales arc, Split into two parts: 230-255 is Zanpakuto Unknown Tales Arc & 256-265 is Beast Swords Arc. All non-canon, However 239 does include a small bit of manga canon)
The Arrancar 5: Fall of the Arrancar (Ep. 266-316, Second Part of Fake Karakura Town Arc. 266 is a Recap Episode. 284 is canon but includes filler material. 298 is non-canon. 299 is a special to promote the Bleach Movie Hell Verse, this episode is based on special Manga Chapter. 303-305 are non-canon. 310 is canon but includes filler material & 311-316 are non-canon)
Squad 13 Incursion (Ep. 317-342, All non-canon. 342 does include a small amount of Manga Canon)
The Lost Agent (Ep. 343-366 END, 355 is non-canon)
Well there you go, you will either be more knowledgeable or even more confused after reading all that. As far as skipping episodes goes, on first viewing I recommend watching EVERY episode, but on subsequent watches you may want to skip past some parts, but I'll leave that down to the watcher everyone has their own personal preferences, I personally enjoyed some of the non-canon Bleach Episodes, but not all of them were great.
As for the Movies, Well...They are all non-canon and have no relation to either the Anime or Manga storylines. You can watch them at anytime preferably after the conclusion of the Soul Society: Rescue arc, but for those who want to stick religiously close to their actually airing dates, here they are:
Movie 1, "Memories of Nobody" (Closest Airing Episode Before Was #107)
Movie 2, "The Diamond Dust Rebellion" (Closest Airing Episode Before Was #153) [Note: Watch Movie 2 Before this!]
Movie 3, "Fade to Black" (Closest Airing Episode Before Was #198)
Movie 4, "Hell Verse" (Closest Airing Episode Before Was #299)