Wiiliam Windom (again!) and Phillip Pine (again!) as the bad guy and innocent victim (respectively) in the Hawaii Five-O episode “Which Way Did They Go?”
SPECIAL BONUS: Jackie “Uncle Fester” Coogan as a canary who gets whacked!
Bill Zukert (“No questions asked!” in TOS’s “Spectre of the Gun”) as “Millionaire Gainham” in the Hawaii Five-O episode “The Devil and Mr Frog.”
F. Murray Abraham (Ru’afo in Star Trek: Insurrection) as the elderly Zero in one of my favorite movies, The Grand Budapest Hotel.
Rene “Odo” Auberjonois and Marta “Ardra” DuBois in the Matlock episode “The Assassination.”
Marcy Lafferty, “Chief DiFalco” in ST: TMP, as a bereaved wife in the Hawaii Five-O episode “Run, Johnny, Run!”
She was Shatner’s wife, too.
John “Kor” Colicos as “Lorenzo Corman” in the Hawaii Five-O episode “The One with the Gun.”
Michael “Apollo” Forest as “Basil” in the Get Smart episode “The King Lives?”
A quick look at IMDb shows that Judith McConnell is in this episode too, as King Charles’s fiancee. She was “Yeoman Tankris” (the one who was murdered?) in “Wolf in the Fold.”
Michael “Apollo” Forest (again!) as “Ugundi” in the Gilligan’s Island episode “Slave Girl.”
Bruce “Bela Oxmyx” Gordon as “The One-Handed Man” in the Get Smart episode “Don’t Look Back.” This episode is a parody of The Fugitive, narrated by John “Dr Boyce” Hoyt (and with a cameo by Milton Berle).
Stanley “Cyrano Jones” Adams as “King Kaliwani” in the Gilligan’s Island episode “Gilligan, the Goddess.”
Dude, it’s the Agony Booth for you.
As there is a general resemblance, you may qualify for a reduced stay.
Damn! I watched too many episodes of The Untouchables, I guess. 
Also in this episode is Mickey “Kloog” Morton (“Gamesters of Triskelion”) as “Native #1.”
Madelyn “Marla McGyvers” Rhue as a panelist on Match Game '74.
Reg E. Cathey (Surly Klingon Captain #2433 on TNG) as BBQ chef and later White House gardener Freddy on House of Cards.
Diana Muldaur (“Dr Ann Mulhaul,” “Miranda Jones,” “Dr Pulaski”) as Steve McGarrett’s lost love “Cathy Wallis” in the Hawaii Five-O episode “Time and Memories.”
Also in this episode, a very young Martin Sheen plays the murderer.
Stanley Adams was not selling Tribbles on Perry Mason’s The Case of the Missing Button.
Inside Straight (1951) stars David Brian (a.k.a. Prof. John Gill) as “Rip MacCool,” a total prick and chump obsessed with making money in late 19th century San Francisco. It was surprisingly good and featured future TOS actors John Hoyt, Richard Hale (“The Paradise Syndrome”) and Hal Baylor (“Elaan of Troyius” and “City on the Edge of Forever”), as well as a plethora of other familiar faces who seem to have appeared on every TV series of the 1960s except TOS.
Ed Begley, Jr, “Henry Starling” in the ST: Voyager episode(s) “Future’s End” as “Dr Malcolm Nash” in the Monk episode “Mr Monk and the End (Pt 1).”