Provide at least one entry for each category. If you have more than one per category, please rank them with best first and so on.
Color Movie
B&W Movie
B Western actor
A Western Actor
Classic TV series
Classic series star
Singing cowboy
Character whose main weapon was not a pistol
Provide other categories of interest to you.
Just some samples to get things rolling.
Color Movie - Big Jake
B&W Movie - Winchester '73
B Western actor - *Dan Duryea *
A Western Actor - John Wayne
Classic TV series - Maverick
Classic series star - James Garner
Singing cowboy - Cowboys don’t sing
Character whose main weapon was not a pistol - Caine from Kung Fu
Which category does The Terror of Tiny Town fit into? 
Color Movie - Toss up between The War Wagon and The Magnificent Seven
B&W Movie - She Wore a Yellow Ribbon
B Western actor - Walter Brennen
A Western Actor - John Wayne, who else?
Classic TV series - The Magnificent Seven (I’ve been watching them on DVD; a better cast has never been assembled for any TV series of any genre, ever).
Classic series star - Neville Brand, from the series Laredo
Character whose main weapon was not a pistol - Britt (James Coburn’s knife-throwing character in The Magnificent Seven)
Color Movie: Tie between Unforgiven and Silverado
B&W Movie: The Magnificent Seven
B Western actor: Gabby Hayes
A Western Actor: Clint Eastwood
Classic TV series: The Wild, Wild West
Classic series star: Robert Conrad
Singing cowboy: none
Character whose main weapon was not a pistol: none
Color Movie: Lonesome Dove or Unforgiven
B&W Movie: Toss-up between The Oxbow Incident and Treasure of the Sierra Madre (okay, technically, it’s not a western)
B Western actor: Jack Elam or Lee Van Cleef
A Western Actor: Clint Eastwood or Randolf Scott
Classic TV series: Have Gun, Will Travel
Classic series star: James Garner
Singing Cowboy: Roy Rogers
The other thing: Steve McQueen in Wanted, Dead or Alive or Chuck Connors in The Rifleman
Color Movie - Magnificient Seven
B&W Movie - My Darling Clementine
B Western actor - Ray “Crash” Corrigan
A Western Actor - Henry Fonda or maybe Tom Mix
Classic TV series - Toss up between Have Gun Will Travel and Wanted Dead or Alive.
Classic series star Richard Boone, Steve McQueen and Nick Adams
Singing cowboy - I was tempted to say Clint Eastwood from Paint Your Wagon, but I think the Bronze Buckaroo was probably my favorite - Herb Jefferies
Character whose main weapon was not a pistol - Lash LaRue - the Bull Whip (his Jersey accent alone was worth the price of admission)
May I add the category of:
Best sidekick - So many to choose from and such great names - I am going to go with Fuzzy St. James or even California
Also the category of:
Favorite Horse - I guess I loved Hopalong Cassidy’s Topper best.
Good category additions. Just out of curiosity, your mention of Fuzzy makes me wonder if you’ve ever seen Larry “Buster” Crabbe, Dave “Tex” O’Brien and Al “Fuzzy” St. John together as a trio with a name something like The Three Mesquiteers. I have looked online for confirmation that I’m not just making that up, because I do recall the three together, and I have seen The Three Mesquiteers mentioned, but have never found the whole package.
I must have seen it on afternoon TV decades ago.
Color Movie: How The West Was Won
B&W Movie 3:10 To Yuma
B Western actor Jack Elam
A Western Actor Steve McQueen
Classic(?) TV series Wild Wild West
Classic series star: James Garner
Singing cowboy Roy Rogers
Character whose main weapon was not a pistol: Lucas McCain
*** Additional Exercise for those interested ***
Add to the list of bad guys:
Lane Bradford
Roy Barcroft
I. Stanford Jolley
L. Q. Jones
Add to the list of B-List headliners:
Bob Steele
Tim Holt
Duncan Renaldo
Bill Elliott
Sunset Carson
Favorite actor in a serial or film: Clayton Moore as The Lone Ranger
Best sidekick: Jay Silverheels as Tonto
It was Fuzzy St. John and not Fuzzy St. James. I must have been thinking of Susan St. James or something. My favorite Mesquiteer was Max Terhune. I mean you have to love a cowboy ventriliquist. I think I remember the trio you mention. I am pretty sure I did. The Mesquiteers were such a rotating group.
Color: Rio Bravo
B&W: Red River
B actor: Andy Devine
A actor: Lee Van Cleef
TV series: The Virginian
TV star: James Garner
Singing cowboy: I don’t know, but I enjoyed the Gene Autry Museum of Western Heritage, so I’ll
say him
Alternative weapon: Chuck Connors/rifle, or Franco Nero as Django with his machine gun
I suggest a category for Spaghettis.
Go for it. Once you leave Eastwood’s I can’t help much. Trinity and My Name is Nobody are some I have heard of but not seen, but y’all have fun with it,
Spaghetti: A Bullet For the General, aka ¿Quién sabe?
Color Movie: Pale Rider / True Grit
B&W Movie: Flame of Barbary Coast
B Western actor: Gabby Hayes
A Western Actor: John Wayne
Classic TV series: Maverick, but only the ones starring…
Classic series star: James Garner
Singing Cowboy: Gene Autry
The other thing: Bat Masterson & his bat
Horse: Trigger
Comedy: Support Your Local Sheriff
Color Movie The Good, The Bad, and The Ugly, although McClintock! comes very close, mainly just lacking in any emotional punch
B&W Movie El Dorado
B Western actor Is the guy who played Tuco considered B-list?
A Western Actor Clint Eastwood. I wanna say Jimmy Stewart, but I’ve only ever seen two westerns he was in. I’m more impressed with him as a person then as an actor. Good guy, served his country as an officer in the Air Force (Brigadier General James Stewart flew bombers in WWII, many times without counting it towards his 25 missions, and also rode as an observer on B-52s once or twice during Vietnam), and did it without making it into a publicity stunt.
Classic TV series Is Firefly a classic yet? If not, then The Adventures of Brisco County, Jr.
Singing cowboy Dunno about singing cowboys. Guess I’ll say the sheriff in Blazing Saddles. He sang once during the movie, right?
Character whose main weapon was not a pistol Mississippi, as played by James Caan in El Dorado. Horrible shot with a pistol, so he relied either on knives (very very good) or a sawed off shotgun (he could probably hit the broadside of a barn if someone pointed the gun for him)
ETA: And a new category: Most Unconventional Western Hero: Jackie Chan playing Chon Wang in Shanghai Noon.
Isn’t El Dorado in color?
Best TV miniseries–Lonesome Dove.