SHEER GENIUSIs she dressed for Ascotor to parade down Astor Place?

Champion would rather keep her answer tucked under her gloriously frothy, silk gazar hat from Albertus Swanepoel.

Saint Laurent by Anthony Vaccarello bodysuit, skirt, and bracelets; ysl.com.

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HIGH AND MIGHTYUnderstatement has its merits, but so too does a bolt of pure whimsy—just ask model Abby Champion (near right) and her corker of a Stefan Cooke hat; stefancooke.co.uk. Miu Miu coat; miumiu.com. Model Ugbad Abdi wears a J.R. Malpere hat; jrmalpere.com. Ferragamo coat; ferragamo.com.Fashion Editor: Max Ortega.

Canfield wears a Chanel hat, pullover, and pants; select Chanel boutiques.

Pidgeon wears a Chanel hat.

Jil Sander by Lucie and Luke Meier jacket and skirt; jilsander.com.

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SHEER GENIUSIs she dressed for Ascot—​or to parade down Astor Place? Champion would rather keep her answer tucked under her gloriously frothy, silk gazar hat from Albertus Swanepoel. Saint Laurent by Anthony Vaccarello bodysuit, skirt, and bracelets; ysl.com.

Both from The Row; therow.com.

WELL SUITEDModel Alton Mason wears a McQueen by Sean McGirr hat; alexandermcqueen.com.

Max Mara coat; maxmara.com.

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THAT’S THE SPOTActor Sarah Pidgeon, a star of the Tony-winning playStereophonic,doffs her cap to the kingdom animalia in top-to-toe Dior; Dior boutiques.

Louis Vuitton Mens shirt and shorts; select Louis Vuitton boutiques.

His younger brother, Alston Mason, wears a Giorgio Armani hat; armani.com.

Louis Vuitton Mens jacket, shirt, and shorts; select Louis Vuitton boutiques.

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EVERYTHING UNDER THE SUNActor Juliana Canfield, one of Pidgeon’sStereophoniccostars, steals away into the sunlight in a coruscating skirt suit, turtleneck, and chic chapeau from Hermès; Hermès boutiques.

Produced by BOOM Productions.

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MAIN SQUEEZEChampion and her younger brother, Luke Champion, feel the love in bold hats and boxy coats from Prada; prada.com.

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UPTOWN GIRLSFrom the flat caps down to the tweedy skirt suits, there is something distinctly anachronistic—and enduringly appealing—about this tableau. Canfield wears a Chanel hat, pullover, and pants; select Chanel boutiques. Pidgeon wears a Chanel hat. Jil Sander by Lucie and Luke Meier jacket and skirt; jilsander.com.

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BELL DE JOURYou can almost hear Abdi’s glimmering, shimmering knit cap—a work of raucous maximalism tethered to the earth by a very good coat. Both from The Row; therow.com.

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WELL SUITEDModel Alton Mason wears a McQueen by Seán McGirr hat; alexandermcqueen.com. Max Mara coat; maxmara​.com. Louis Vuitton Men’s shirt and shorts; select Louis Vuitton boutiques. His younger brother, Alston Mason, wears a Giorgio Armani hat; armani.com. Louis Vuitton Men’s jacket, shirt, and shorts; select Louis Vuitton boutiques.