What To Watch: Dynasty's XL Return, Annie Live Encore And More

On TV this Monday: The CW's Dynasty returns for Season 5, NBC revisits its recent staging of Annie, and Nick Cannon headlines a VH1 Christmas movie. Here are 11 programs to keep on your radar; all times are Eastern.

Showtimes for December 20, 2021

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Elite Short Stories

Netflix

When Samuel faces possible eviction, Omar proposes an idea to raise money.

ET

Annie Live

NBC

Encore presentation: Celina Smith (Tyler Perry’s Young Dylan) takes on the title role opposite Harry Connick Jr. (Will & Grace) as Daddy Warbucks and Taraji P. Henson (Empire) as Miss Hannigan. (Live Musicals, Ranked!)

Candy Cane Candidate

LIfetime

TV-movie premiere: A natural-born leader (Shadowhunters' Jacky Lai) goes up against her high school rival (Degrassi's Jake Epstein) in their hometown's mayoral election. (Christmas Movie Guide!)

Dynasty

The CW

Season 5 premiere (two episodes): As fallout from Blake's gala finally begins to settle, he and Cristal get to work on the phase of his campaign. Then at 9 pm, the Carringtons ring in the holidays. (Watch trailer.)

Holiday Baking Championship

Food Network

Season 8 finale: The most successful cake maker is deemed Holiday Baking Champion and walks away with $25,000.

One Last Time: An Evening With Tony Bennett and Lady Gaga

CBS

Encore presentation: Bennett, 95, is accompanied by Gaga for his last concert before retiring from touring.

The Secrets of Christmas: Revealed

Fox

Produced for Tubi, this two-hour special "exposes earth-shattering revelations of how Santa Claus pulls off the most magical day of the year."

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Monday Night Football

ABC, ESPN

The Chicago Bears (4-9) host the Minnesota Vikings (6-7), live at Soldier Field.

ET

Landscapers

HBO

In the season's penultimate hour, Lancing and Wilkie's focus shifts to Christopher's past and his tendency to go too far for those he loves.

Miracle Across 125th Street

VH1

TV-movie premiere: After overcoming drug addiction, a Harlem rapper (played by writer/director Nick Cannon) returns to his family's church to confront his past.

ET

Reopening Night

HBO

The 90-minute documentary follows the cast, crew and staff of the Public Theater as they prepare to mount a production of Shakespeare's Merry Wives — the first live performance since COVID (first) shut down live theater in New York City.

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