Dynamic Watchlist Hub: May 18, 2026

10 Best Movies Like The Riding Mistress

If you loved The Riding Mistress, 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 Riding Mistress.

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#1
Free Rein: Valentine's Day

Free Rein: Valentine's Day

2019★ 7.5

Why watch this? A perfect follow-up to The Riding Mistress for fans of Romance. It captures a similar heartwarming atmosphere.

Love is in the air as Zoe and friends go on a quest to find a fabled Maid's Stone. But when rivalry blinds them to danger, it's Raven to the rescue!...

#2
Sailing Into Love

Sailing Into Love

2019★ 6.9

Why watch this? A perfect follow-up to The Riding Mistress for fans of Romance. It captures a similar heartwarming atmosphere.

A biology teacher’s crusade to save a nearby island from development leads to unexpected romance with the handsome and mysterious young sea captain who is new to the seaside town o...

#3
Holiday Date

Holiday Date

2019★ 6.5

Why watch this? A perfect follow-up to The Riding Mistress for fans of Romance. It captures a similar heartwarming atmosphere.

When Brooke’s boyfriend, Ethan, breaks up with her just before the holidays, she agrees to go home with Joel, an actor who will pose as her boyfriend....

#4
Chateau Christmas

Chateau Christmas

2020★ 6.3

Why watch this? A perfect follow-up to The Riding Mistress for fans of Romance. It captures a similar heartwarming atmosphere.

Margot, a world-renowned pianist, returns to Chateau Newhaus to spend the holidays with her family and is reunited with an ex who helps her rediscover her passion for music....

#5
Come Away

Come Away

2020★ 5.8

Why watch this? A perfect follow-up to The Riding Mistress for fans of Fantasy. It captures a similar compelling atmosphere.

Before Alice went to Wonderland, and before Peter became Pan, they were brother and sister. When their eldest brother dies in a tragic accident, they each seek to save their parent...

#6
Brigadoon

Brigadoon

1954★ 6.5

Why watch this? A perfect follow-up to The Riding Mistress for fans of Fantasy & Romance. It captures a similar heartwarming atmosphere.

Americans Jeff and Tommy, hunting in Scotland, stumble upon a village - Brigadoon. They soon learn that the town appears once every 100 years in order to preserve its peace and spe...

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