Dynamic Watchlist Hub: May 15, 2026

10 Best Movies Like The Headless Horseman

If you loved The Headless Horseman, we've curated the perfect watchlist for you based on shared genres, themes, and directorial style.

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Expert Review & Ratings

See our full critical analysis and audience score for The Headless Horseman.

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#1
14 Peaks: Nothing Is Impossible

14 Peaks: Nothing Is Impossible

2021★ 7.4

Why watch this? A perfect follow-up to The Headless Horseman for fans of Documentary. It captures a similar compelling atmosphere.

In 2019, Nepalese mountain climber Nirmal “Nims” Purja set out to do the unthinkable by climbing the world’s fourteen highest summits in less than seven months. (The previous recor...

#2
Sherpa

Sherpa

2015★ 7.5

Why watch this? A perfect follow-up to The Headless Horseman for fans of Documentary. It captures a similar compelling atmosphere.

In 2013, the world's media reported on a shocking mountain-high brawl as European climbers fled a mob of angry Sherpas. Director Jennifer Peedom and her team set out to uncover the...

#3
Sky Captain and the World of Tomorrow

Sky Captain and the World of Tomorrow

2004★ 5.9

Why watch this? A perfect follow-up to The Headless Horseman for fans of Adventure. It captures a similar adrenaline-pumping atmosphere.

When gigantic robots attack New York City, "Sky Captain" uses his private air force to fight them off. His ex-girlfriend, reporter Polly Perkins, has been investigating the recent ...

#4
Lost on Everest

Lost on Everest

2020★ 7.6

Why watch this? A perfect follow-up to The Headless Horseman for fans of Documentary. It captures a similar compelling atmosphere.

Reaching 29,029 feet, Mount Everest has long captivated mountaineers of all stripes. But a peak that draws athletes and mountaineers to new heights isn’t without danger — or a dark...

#5
The Summit of the Gods

The Summit of the Gods

2021★ 7.8

Why watch this? A perfect follow-up to The Headless Horseman for fans of Adventure. It captures a similar compelling atmosphere.

A photojournalist's obsessive quest for the truth about the first expedition to Mt. Everest leads him to search for an esteemed climber who went missing....

#6
The Art of Flight

The Art of Flight

2011★ 7.8

Why watch this? A perfect follow-up to The Headless Horseman for fans of Documentary & Adventure. It captures a similar compelling atmosphere.

Iconic snowboarder Travis Rice and friends redefine what is possible in the mountains. Experience the highs, as new tricks are landed and new zones opened, alongside the lows, wher...

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