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Happy Movies To Cheer You Up

  • Lois Wilson
  • Jun 18, 2025
  • 2 min read

Updated: Nov 29, 2025


Baby, it's cold outside and your just a girl.

It's time to dim the lights, climb under the covers, and press play on something comforting & magical. Whether it’s a romantic glow-up, a well-timed makeover montage, or just two people falling in love in a bookshop, these are the feel-good films that never let us down.


Here’s our handpicked list of comforting, iconic movies to turn your evening around — no emotional heavy lifting required.


13 Going on 30

(2004)



Why we love it: Jenna Rink goes from awkward teen to glamorous 30-year-old overnight — but learns that growing up isn’t just about the lip gloss and dream job.

Why it feels good: It taps into the fantasy of transformation, the innocence of first love, and the realisation that being yourself is the best glow-up of all.


You’ve Got Mail

(1998)



Why we love it: Tom Hanks and Meg Ryan bring their slow-burn magic to this digital-age romance between a mega bookstore owner and an indie shop girl.

Why it feels good: Autumn in New York, bookshops, witty emails, and the gentle hope that love can sneak up on you when you least expect it.



Clueless

(1995)



Why we love it: A Valley Girl spin on Emma, with heart, humour, and more quotable lines than most modern comedies.

Why it feels good: It’s fashion, fun, and female friendship wrapped in plaid. Cher grows, learns, and still ends up with the cute boy.




Roman Holiday

(1953)



Why we love it: Audrey Hepburn plays a runaway princess exploring Rome with Gregory Peck. She chops her hair, eats gelato, and tastes freedom.

Why it feels good: It’s romantic and wistful — with that perfect bittersweet ending that still somehow leaves you smiling.




How to Lose a Guy in 10 Days

(2003)



Why we love it: Kate Hudson’s yellow dress. Matthew McConaughey’s dimples. And a romcom setup that actually delivers.

Why it feels good: The enemies-to-lovers tension is electric, and it reminds us love doesn’t have to be taken so seriously.






Sex and the City (The Movie)

(2008)



Why we love it: Designer closets, deep friendships, and the occasional emotional breakdown in couture.

Why it feels good: It’s fun, fabulous, and reminds us we can survive heartbreak and still show up in heels.

 
 
 

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