Dynamic Watchlist Hub: Apr 11, 2026

10 Best Movies Like Gleason

If you loved Gleason, 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 Gleason.

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#1
Samantha: An American Girl Holiday

Samantha: An American Girl Holiday

2004★ 6.5

Why watch this? A perfect follow-up to Gleason for fans of Drama & Family & TV Movie. It captures a similar emotionally gripping atmosphere.

Kindhearted Samantha Parkington's world starts to change the day Nellie O'Malley walks into her life. Nellie, her father, and her two little sisters have moved in next door to be s...

#2
Rip Girls

Rip Girls

2000★ 6.3

Why watch this? A perfect follow-up to Gleason for fans of Drama & Family & TV Movie. It captures a similar emotionally gripping atmosphere.

A teen-age girl and her father come to an island on Hawaii, they find a closer relationship to each other and think about changing the island. During her adventures, Sydney finds f...

#3
Ray Donovan: The Movie

Ray Donovan: The Movie

2022★ 6.8

Why watch this? A perfect follow-up to Gleason for fans of Drama & TV Movie. It captures a similar emotionally gripping atmosphere.

A showdown decades in the making brings the Donovan family legacy full circle. As the events that made Ray who he is today finally come to light, the Donovans find themselves drawn...

#4
Cloud 9

Cloud 9

2014★ 6.9

Why watch this? A perfect follow-up to Gleason for fans of Drama & Family & TV Movie. It captures a similar emotionally gripping atmosphere.

Set high atop snow-capped mountains in the adrenaline-fueled world of competitive snowboarding, the Disney Channel Original Movie “Cloud 9″ tells the inspiring story of two snowboa...

#5
Little Lord Fauntleroy

Little Lord Fauntleroy

1980★ 7.4

Why watch this? A perfect follow-up to Gleason for fans of Drama & Family & TV Movie. It captures a similar emotionally gripping atmosphere.

Young Cedric Errol and his widowed mother live in genteel poverty in 1880s Brooklyn after the death of his father. Cedric's grandfather, the Earl of Dorincourt, has long ago disown...

#6
Christmas with Holly

Christmas with Holly

2012★ 6.3

Why watch this? A perfect follow-up to Gleason for fans of Drama & Family & TV Movie. It captures a similar emotionally gripping atmosphere.

After being dumped at the altar on her wedding day, Maggie Conway moves to the island town of Friday Harbor in Washington State, where she meets Mark Nagle, the local coffee shop o...

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