It seems to be a kind of annual event around here to curate a list around this time of year of movies that fall under the romantic comedy movies to watch category. One of these days I’m not going to be able to do this because, let’s be real, there are always some repeats. Still, until that day, I rely on my own curiosity to track down underrated romantic comedies and of course, a few newer releases here and there.
These aren’t all specifically romantic comedies. Some are more of a drama, and others may take on an at-your-own-interpretation opinion. No matter what, we do like to offer some variety and hopefully in this list that’s precisely what you find – some variety. There’s plenty of giggles but I’m also sharing some more true-of-life script scenarios. No matter what you spy on our list, we hope you see something that looks like it could be a fun watch.
PS; before we get started, if a lot of fan favorites are missing, check out some of our other romantic comedy lists including, 15+ FAVORITE “STAY IN” ROMANTIC COMEDY MOVIES TO WATCH! or10+ of the Cute Romance Movies Perfect for Any Day.
ROMANTIC COMEDY MOVIES TO WATCH
1: 2 HEARTS
This one is way more bittersweet than probably any others on this list. If that’s not your jam, stay clear of this. Saying more I cannot do. If you watch it, you’ll know why. Find digitally on Amazon Video or at publication, find on Netflix15+ OF THE ROMANTIC COMEDY MOVIES TO WATCH #ROMANCEMOVIES #ROMCOMS #ROMCOM #ROMANTICCOMEDY #GOODMOVIES #FEELGOODMOVIES #VALENTINESDAY Click To Tweet
2: FIRST DAUGHTER
On Instagram, Rae mentioned this one, and she’s right, it does seem to be more underrated than not. The plot follows Katie Holmes president’s daughter off to college, and maybe finding her first love. It’s sweet. Find digitally on Amazon Video
The end gets silly, but this is a fun movie about a man who, after a mysterious one night stand, finds the woman on his doorstep weeks later with some very unexpected news. It’s a fun romantic comedy that won’t be for anyone who like more wholesome concepts. Find digitally on Amazon Video
Featuring Gabrielle Anwar, this 90s rom-com is really pretty cute. It has Michael J. Fox as a hard-working concierge who falls for the girlfriend of one of his clients. Find digitally on Amazon Video with a Starz add on
5: KEEPING THE FAITH
I don’t seen anyone talking about this one, but do remember really enjoying this title. It’s been a while since I saw it, but it’s a fun love triangle film about childhood friends, and the woman reuniting with her friends, one of whom is now a priest and the other a Rabbi. Find digitally on Amazon Video or find it with an HBO Max subscription.
6: THE KISSING BOOTH (TRILOGY)
Next to no one likes these. But I do. However I enjoy them as mindless watching. They follow teenager Elle and her tumultuous relationship with her best friend’s brother, Noah. Stream exclusively on Netflix
7: IT HAD TO BE YOU
This one is SUPER cute. I’ve seen it multiple times and it’s one of my mother’s favorites. Two people, planning their respective weddings, meet during a wedding planning weekend. Find digitally on Amazon Video, at publication it’s included with Prime; or see with Pluto or Tubi.
8: MEET MY VALENTINE
I haven’t seen this one with Scott Wolf, but it looks like it may be interesting. The plot follows a man who, after learning he’s not well, sets out to ensure his family is cared for. Again… sounds super bittersweet but it does have a four-star average on Amazon, so maybe there is something good in there. Find digitally on Amazon Video
On Instagram, Britt shared this title with me as an underrated rom-com film and I think I agree. I do love this 1940s comedy that has some darkness, too, being set on the cusp of WWII. Still, it retains that mostly lighthearted banter and features a hilarious Amy Adams. Find digitally on Amazon Video with a Starz add on
A little jagged in spots, this one is based off a Harlequin novel and features a fun story about a man looking to take his company to the next level and a woman with a unique dating app idea. Christopher Russell stars, who we’ll recognize from Hallmark. Find digitally on Amazon Video
11: NOT SINCE YOU
This is a really good romance dramedy that is a “harder” look at the realities of a relationship. But much to me immense surprise, it also chooses the better way to end, and I’m weirdly, so proud of the film for doing this! Also, you’ll see Will Estes from Blue Bloods as well as Christian Kane from Leverage. Find digitally on Amazon Video
12: NOTTING HILL
Finally watched this one in recent months. One of the more famous films with Julia Roberts and Hugh Grant, the plot follows Roberts American movie star and Grant’s quiet British book shop owner, with one of the most famous movie lines “I’m Just a Girl Standing in Front of a Boy…” found in this film. Find digitally on Amazon Video15+ OF THE ROMANTIC COMEDY MOVIES TO WATCH #ROMANCE #ROMANTICCOMEDIES #GOODMOVIES #FUNMOVIES #JULIAROBERTS #JESSEMETCALFE Click To Tweet
Featuring Jesse Metcalfe in the lead role, this is an adorable romantic comedy about a man who ends up forming an attachment to the customer service rep at his credit card company. I promise, it’s cute. Find digitally on Amazon Video
14: PERFECT ROMANCE
One of the older titles I’ve recently seen, this one is pretty cute. The picture quality is certainly not high definition (odd since you’d think it could be corrected with all the technology), but the story is sweet. Henry Ian Cusick (from MacGyver) plays in this story about a man who meets a woman through a personal ad. From there, we enter a fun comedy of errors that has a good heart even if its script is a little silly in places. Find digitally on Amazon Video (at publication it’s with Prime)
15: PERSONALLY YOURS
This one seems like a title I would have first seen as a CBS (or some network) TV movie. I remember thinking it was cute all those years ago. When I re-watched it years later (and even now, years ago), I still thought it was cute, but also noticed its production flaws. It follows a divorced couple who still may be in love. Or are they? Find digitally on Amazon Video (at publication with Prime)
*Fun fact: this one is also known as Wilderness Love
Netflix’s newest, this is a royal romance trope that is more about its people over the “pretty” castle setting. I don’t love it in a new favorite kind of way, but it certainly has charms and is still fun. Stream on Netflix
17: SAVED BY GRACE
Another one that won’t have a wide appeal. It’s more philosophical and bittersweet, plus it doesn’t have a deep connection in the romance (because the message is something different), but it’s still there and sweet. Oh, and Joey Lawrence stars, too. Find digitally on Amazon Video, at publication it’s with Prime
18: WHAT IF
Daniel Radcliffe stars in this, a film that questions whether friendship can also be true love. Find digitally on Amazon Video, at publication it’s with Prime
19: A WINTER ROMANCE
Featuring Chad Michael Murray, this one has been rumored to be releasing for a while now. It’s on Amazon as A Winter Romance but you may also know it as An Autumn Romance. For a TV production, it has a really good grasp on the romance and does impress me. Find digitally on Amazon Video with Prime at publication
YOU MAY ALSO ENJOY
I don’t love(love) these, but they’re cute if you want something fun
- 1: Always Be My Maybe (like seeing Ali Wong in something outside of American Housewife, but I just cannot like the leading man) Find on Netflix
- 2: Beauty and the Briefcase (Hilary Duff stars in this ABC Family – now Freeform, rom-com from 2010) Amazon
- 3: Dorfman in Love (Sara Rue stars as a woman in love with her neighbor… or is she?) Amazon
- 4: Everything You Want (a silly but also cute one aka Love Surreal with Sheri Appleby – thanks for shouting this one out, Kirsty) Amazon
- 4: It Happened One Valentines (cute and silly, you’ll see James Maslow in this title also known as Love Exclusively) Amazon
- 5: The Lost Husband (I really like this one and think its WAY underrated. It’s not a romance per se, but it’s still got that vibe and somehow, it just works) Amazon or find on Netflix
- 6: Love Finds you in Valentine (really enjoyed this title about a woman who tries to save her father’s ranch) Amazon
- 7: Shirin in Love (a fun little comedy of errors) Amazon
- 8: Overboard, 2018 (this one is way more fun than the 80s version and doesn’t seem to get much love) Amazon
- 9: This Little Love of Mine (cute and fun, and really, very wholesome if you’re looking for a family rom-com) Find on Netflix
Your turn! Do you see any you’ve watched and enjoyed? Any you’d re-watch or are there some you may watch? Any that you hadn’t ever heard of? What would make your underrated romantic comedy movies list? Leave all the thoughts below. I’d love to chat.
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