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Good double/triple features?

The DS9 Q episode isn’t very good. It’s kind of like Q in VOY. You realize the magic of Q as a character is his chemistry with Picard.
Even if you hated everything else about the second season of PIC, that chemistry had to be a redeeming virtue.
 
The Creature Double-Feature

"Genesis" (TNG)
"Macrocosm" (VOY)

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The Creature Double-Feature

"Genesis" (TNG)
"Macrocosm" (VOY)

If you have no idea what I'm talking about, then...

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Dude, WLVI was so awesome. The Creature Double Feature is outmatched only by the fact that they used to play 2 TOS episodes back-to-back every weekday with interviews and intros by some of the actors.
 
I've been known to watch "The Cage," and then immediately follow it up with "The Menagerie, Parts I and 2." And of course, I've watched ST II, III, and IV in quick succession, since they form a natural trilogy.

Not a ST double- or triple-feature, nor even one made up of movies I've actually seen, but many years ago I joked about a triple-feature of Spider-Man, Arachnophobia, and Eight-Legged Freaks.
 
Change of Heart (DS9)
Tomorrow and Tomorrow and Tomorrow (SNW)

I, Excretus (LDX)
Only a Paper Moon (DS9)

Obsession (TOS)
The Spy Humungous (LDX)

In the Pale Moonlight (DS9)
A Private Little War (TOS)

Way to Eden (TOS)
Lessons (TNG)
His Way (DS9)
Subspace Rhapsody (SNW)
 
Same show but I particularly love and remember "A Piece of the Action" and "Patterns of Force" back to back, very light/goofy followed by very grim examples of consequences of not following Prime Directive principles back to back.

TNG's "The Chase" and Deep Space Nine's "Battle Lines" which actually did originally air same week could be a pretty striking contrast of the different tones.

Originally in order, TNG's "Chain of Command" duology and Deep Space Nine's "Emissary" do make a strong sequence and sense of passing the torch and having to cope (the new crew a lot more regularly) with a new kind of adversary.

Same crew but different format, "Tapestry" and then Generations, interesting contrast and character growth of Picard deciding to and then refusing to try to change the past. Or TNG's "Interface" followed by Voyager "Caretaker" both dealing with, the latter directly, disappearing ships going to vast distances.

I do think TNG's "Lessons" and Voyager's "Fair Haven" were pretty deliberately made as companion pieces and do work as comparisons to Picard and Janeway and the ships' different situations.
 
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Great answers - I can definitely see myself watching lots of these back to back for fun
 
Action trilogy:

Balance of Terror
The Doomsday Machine
The Ultimate Computer

The threat:

Operation: Annihilate
Obsession
Immunity Syndrome

Wonder:

Tin Man
Loud as a Whisper
Masks

Personal:

Duet
The Thaw
Chain of Command

The Unknown:

Dead Stop
Silent Enemy
The Nth Degree
 
Crazy Computers Gone Out of Control:

"The Ultimate Computer" (TOS)
"Emergence" (TNG)
"Civil Defense" (DS9)
"Dreadnought" (VOY)

Okay, that was quadruple, but all the 20th Century produced series had at least one. But curiously not really in the 21st. Maybe because now computers are so ingrained into our lives and there's less fear of them.
 
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