The Prisoner (1967–1968) 
After resigning, a secret agent is abducted and taken to what looks like an idyllic village, but is really a bizarre prison. His warders demand information. He gives them nothing, but only tries to escape.
The Prisoner: Fall Out Rewatch Season 1, Episode 17
The Last Temptation of Number Six. [more inside]
The Prisoner: Once Upon a Time Rewatch Season 1, Episode 16
The Village, desperate for Number Six's soul, breaks out its most extreme measures. It's Degree Absolute: two men enter, one man leaves. [more inside]
The Prisoner: The Girl Who Was Death Rewatch Season 1, Episode 15
Number Six investigates a murderous young woman and her insane father in an episode featuring the most covetable pint glass in all of television. [more inside]
The Prisoner: Living in Harmony Rewatch Season 1, Episode 14
The Prisoner is now a Western. [more inside]
The Prisoner: Do Not Forsake Me Oh My Darling Rewatch Season 1, Episode 13
Patrick McGoohan is away filming Ice Station Zebra, and a memory-wiped, body-swapped Number Six carries on in his absence. [more inside]
The Prisoner: Hammer into Anvil Rewatch Season 1, Episode 10
As revenge for the death of a prisoner, Number Six turns the tables on Number Two. [more inside]
The Prisoner: A Change of Mind Rewatch Season 1, Episode 12
Number Six is declared "unmutual" and labeled for conversion. [more inside]
The Prisoner: It's Your Funeral Rewatch Season 1, Episode 10
Number Six is caught up in a plot to assassinate Number Two. [more inside]
The Prisoner: Many Happy Returns Rewatch Season 1, Episode 7
Number Six finds himself in a deserted Village. [more inside]
The Prisoner: The Schizoid Man Rewatch Season 1, Episode 5
Number Twelve is given the assignment of impersonating Number Six. [more inside]
The Prisoner: A. B. and C. Rewatch Season 1, Episode 3
Number Two believes Number Six had planned to sell information when he resigned, and tries to discover which of three agents Six was planning on selling out to. [more inside]
The Prisoner: The General Rewatch Season 1, Episode 6
"Speedlearn" is the latest thing in The Village — an entire three-year course of knowledge in three minutes; European History Since Napoleon in 15 seconds. Courses taught by the Professor, and promoted by the General. [more inside]
The Prisoner: The Chimes of Big Ben Rewatch Season 1, Episode 2
A new prisoner, Number Eight, arrives in The Village. An arts and crafts exhibition is held. [more inside]
The Prisoner: Checkmate Rewatch Season 1, Episode 9
Number Six takes part in a chess game. But how to tell white from black? [more inside]
The Prisoner: Dance of the Dead Rewatch Season 1, Episode 8
There's to be a Carnival in The Village — with music, dancing, and happiness, by order. Before that, Number Six wanders out at night. Also there's a cat. [more inside]
The Prisoner: Free For All Rewatch Season 1, Episode 4
It's election time in The Village! You don't want to have an uncontested election in a democratic society like The Village — bad for morale, you know. Number Six is persuaded to run for the position of Number Two. [more inside]
The Prisoner: Arrival Rewatch Season 1, Episode 1
The Prisoner was a British series which aired from 1967 to 1968. Although only 17 episodes were produced, it is widely considered one of the most influential series of that decade, if not in all of television.
In the first episode, a British secret agent heatedly resigns. He returns home and packs to leave quickly, but before he can, he is gassed and kidnapped. He awakes to find himself in a mysterious Village...
Also, an invitation to discuss the preferred viewing order for this rewatch in the thread. [more inside]