The TV Cave Daily Watchlist: What to Watch on December 14: Tracker Fall Finale & Landman

What to Watch on Sunday, December 14, 2025

Grab the remote, cancel your plans (or pretend you had some), and settle into The TV Cave’s ultimate breakdown of what’s lighting up your screen today. From midnight streaming chaos to wall-to-wall holiday cheer and heavyweight finales, this Sunday is doing the absolute most — and we love that for us.

🌙 Late-Night & Early Morning Streaming Drops

3:00 AM ET

Landman (Paramount+) Everything is on fire — metaphorically and otherwise. Tommy is juggling fallout from a serious accident on company land while a legal nightmare inches closer to reality. Sleep is optional. Drama is not.

Mayor of Kingstown (Paramount+) Mike plays a risky game of chess as a prison break sends shockwaves through the town. Old enemies, new alliances, and one very dangerous plan take center stage.

Robby Hoffman: Wake Up (Netflix) Robby Hoffman arrives loud, fearless, and absolutely unfiltered. Her debut comedy special doesn’t tiptoe around hot-button topics — it sprints straight at them.

🎄 Holiday Mode: ACTIVATED

6:00 PM ET

White House Christmas 2025 (HGTV) Hundreds of volunteers, one iconic house, and just 72 hours to make holiday magic happen. This year’s theme, Home Is Where the Heart Is, turns the White House into peak festive inspiration.

🎬 Prime-Time Holiday Movies & Must-See TV

7:00 PM ET

Christmas in Big Sky Country (UPtv) A heartfelt holiday adventure brings together a determined woman and an unlikely PR partner as they race against winter — and time — to reunite family for Christmas.

8:00 PM ET — Absolute Chaos (the Fun Kind)

A Royal Christmas Tail (Great American Family) Royal romance meets puppy love when a prince searches for the woman — and dog — that captured his heart. Yes, it’s adorable. Yes, you’re watching.

Happiness (PBS) This two-episode premiere follows a successful Broadway director returning home after two decades

away, only to be pulled back into small-town life through a community theatre group that refuses to let him hide.

Oy to the World! (Hallmark Channel) Former high school rivals from rival choirs reunite for a joint holiday performance. Expect festive tension, unexpected sparks, and a whole lot of harmony.

Roy Wood Jr.’s Very Very Very Merry Holiday Special (CNN) Comedy, music, and holiday energy collide in a variety special that actually understands what December feels like.

Universal Basic Guys (FOX) A Super Bowl ticket is on the line, and the solution involves a wildly unsafe science experiment. What could possibly go wrong?

8:30 PM ET

The Simpsons (FOX) A future-set episode finds Marge navigating teenage chaos — until her own life takes a sudden turn, leaving Homer as the voice of reason… somehow.

Tracker (CBS) Fall finale alert! A missing person case spirals into something far more dangerous, forcing Colter to confront a conspiracy with a rising body count.

🔥 Big Drama Energy

9:00 PM ET

IT: Welcome to Derry (HBO) Season finale time. As fog smothers the town and plans go dangerously sideways, everyone must band together to save Derry and possibly themselves.

Krapopolis (FOX) Murder investigations and fake dating schemes collide in an episode that somehow balances chaos, comedy, and mythology.

Robin Hood (MGM+) A bold rescue mission turns into a deadly ambush as the sheriff tightens his grip. Trust no one.

9:30 PM ET

Bob’s Burgers (FOX) Holiday hijinks take over a Christmas tree farm while Bob focuses on cookie perfection and Linda attempts to save every tree in sight.

The Road (CBS) Penultimate episode vibes hit hard as the remaining musicians stop at Nashville’s legendary Blue Bird Café for intimate performances with some very special guests.

🎶 Late-Night Vibes

10:00 PM ET

Words + Music (MGM+) Elvis Costello and the Imposters deliver an evening of storytelling through song, blending classics with fresh material and surprise collaborators.

10:30 PM ET

I Love LA (HBO) With the finale just around the corner, relationships shift and ambitions rise as Maia works behind the scenes to secure a seat at fashion’s most exclusive table.

🛋️ Final Thoughts from The TV Cave

Whether you’re here for prestige drama, animated absurdity, festive fluff, or late-night music magic, December 14 is stacked from top to bottom. Clear the DVR, charge your devices, and let the binge begin.

Check back tomorrow for another TV Cave Daily TV Guide, because your watchlist isn’t going to manage itself.