Dynamic Watchlist Hub: Feb 05, 2026

10 Best Movies Like Legends of Sleepy Hollow

If you loved Legends of Sleepy Hollow, 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 Legends of Sleepy Hollow.

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#1
Dracula

Dracula

1931★ 7.2

Why watch this? A perfect follow-up to Legends of Sleepy Hollow for fans of Horror. It captures a similar spine-chilling atmosphere.

A British estate agent travels to Transylvania to meet the mysterious Count Dracula, who is interested in leasing a London castle. After Dracula enslaves the agent and drives him t...

#2
Titanic

Titanic

1997★ 7.9

Why watch this? A perfect follow-up to Legends of Sleepy Hollow for fans of Drama. It captures a similar emotionally gripping atmosphere.

101-year-old Rose DeWitt Bukater tells the story of her life aboard the Titanic, 84 years later. A young Rose boards the ship with her mother and fiancé. Meanwhile, Jack Dawson and...

#3
Shutter Island

Shutter Island

2010★ 8.2

Why watch this? A perfect follow-up to Legends of Sleepy Hollow for fans of Drama. It captures a similar emotionally gripping atmosphere.

World War II soldier-turned-U.S. Marshal Teddy Daniels investigates the disappearance of a patient from a hospital for the criminally insane, but his efforts are compromised by tro...

#4
Back to the Future

Back to the Future

1985★ 8.3

Why watch this? A perfect follow-up to Legends of Sleepy Hollow for fans of Adventure. It captures a similar light-hearted atmosphere.

Eighties teenager Marty McFly is accidentally sent back in time to 1955, inadvertently disrupting his parents' first meeting and attracting his mother's romantic interest. Marty mu...

#5
Once Upon a Time... in Hollywood

Once Upon a Time... in Hollywood

2019★ 7.4

Why watch this? A perfect follow-up to Legends of Sleepy Hollow for fans of Comedy. It captures a similar light-hearted atmosphere.

Los Angeles, 1969. TV star Rick Dalton, a struggling actor specializing in westerns, and stuntman Cliff Booth, his best friend, try to survive in a constantly changing movie indust...

#6
8 Mile

8 Mile

2002★ 7.1

Why watch this? A perfect follow-up to Legends of Sleepy Hollow for fans of Drama. It captures a similar emotionally gripping atmosphere.

For Jimmy Smith, Jr., life is a daily fight just to keep hope alive. Feeding his dreams in Detroit's vibrant music scene, Jimmy wages an extraordinary personal struggle to find his...