Unless otherwise specified, all sizes in this post are listed in women’s.
1. A laidback mini dress for harnessing all the main character vibes! Simple, elegant, and versatile, this baby pairs well with everything from sneakers and a sweater to heeled boots and a clutch.
2. A strapless asymmetrical tube dress for creating a spot-on 2000s look that embodies all the greats, from Lohan to Simpson. The olive green option screams fall date night, while the light pink colorway is perfect for a pop of color.
3. A midi bodycon dress equal parts moody and fabulous. Dubbed ‘THE dress’ by reviewers, it’s available in two deep colors perfect for fall and the fitted look pairs perfectly with a set of knee-high boots and a mini purse!
4. A very Reese Witherspoon in This Means War style bodycon dress bringing all the right vibes to the function! This knit midi is made to fit like a glove with cool side ruching for a bit of extra pizzazz.
Target
Promising review: “This is one of my favorite dresses. It’s fitted for the top to the hips and then loose fitting at the bottom. I can dress it up with heels and a blazer or down with a jean jacket and sneakers. Either way I look great! I bought three!” —Formercheerstar
Price: $25 (available in sizes XS–4X and three colors)
5. A silky floral halter neck dress because it’s giving standing in the rain, listening to someone profess their undying love to me vibes, and truly, what more could you want?
Target
Promising review: “This dress is gorgeous on and can’t wait to wear it. I ordered a small in the black floral, which is typically my size, and it fits perfect. I didn’t realize that the neckline was asymmetrical, so that threw me off when I first tried it on, but still love it.” —ChrisFish
Price: $89 (available in sizes XS–XL and three colors)
6. A flowy, relaxed maxi dress you’ll dream about wearing whilst drinking a mojito on the beach at sunset. Or, really, anywhere else because it’s made to exist as that perfect lightweight sundress you can just throw on.
Target
Promising review: “This dress is so beautiful and it fit me better than expected.” —joynchaostwinmom
Price: $35 (available in sizes XS–4X and three colors)
7. A structured linen midi dress so cute with its square neck design and sleek lace back detailing. It’s casual but elegant and if that’s not peak rom-com, idk what is.
8. A swishy halter neck mini dress with a fun open back for an extra breezy look. The simple LBD will have you feeling so darn cute no matter the season!
Target
Promising review: “Love this dress. I’m really into halter tops and dresses this season and with the extra tie across the back this one is super cute. I love the ties in the back. I purchased my usual size and the fit is great..” —Sara
Price: $19.60 (originally $28; available in sizes XL–4X and two colors)
9. A ballet-core midi-dress that embraces every Roman Holiday style note expertly. Bonus: this baby can transition from season to season with you because it’s just that good.
10. A denim midi dress because it feels very To All The Boys I Loved Before coded. Giving off major Lara Jean Covey energy, you can always layer it with a turtleneck and a pair of boots for a prime autumnal moment.
Target
Promising review: “The title says it all. I love a Halter dress and this one is perfect. I purchased my usual size and the fit is perfect. Just enough stretch to keep it comfy while being very cute. I went with the black wash version to mix things up a bit from my usual medium or light wash choices and I’m happy I did. Gives it a dressy touch that makes it so versatile.” —Vikki
Price: $34+ (originally $40; available in sizes 00–30 and two colors)
11. A sweet shift dress aka a surefire way to get all the compliments at your next formal event! With its chic oversized bow neckline and silky below-the-knee skirt, this look takes on the little black dress and revamps it tenfold for a sophisticated and stylish finish.
12. A mock-neck A-line dress that’s so Lemon Breeland from Hart of Dixie, it’s ridiculous. Okay, so technically, that’s a drama, not a rom-com, but the vibes are there, and this dress is screaming new adventure and maybe new love interest???
Target
13. A coquettecore dress because it’s the cutest thing I’ve ever laid eyes on! This comes with an extra sophisticated twist as the mesh midi dress has removable straps and bows if you want to go without. Though IMO, the bows make this sleek baby all the better.
14. A sweater dress if you refuse to participate in fall if it’s not entirely When Harry Met Sally coded. Paired with tall leather boots, you, too, can finally feel like you’re on a coffee run in autumnal NYC.
15. A lace dress screaming main character energy so it just had to be included in this list. It’s luxurious yet affordable, stylish yet extra edgy, and would look fantastic paired with heels, boots, or sneakers. If a dress could talk, this one would say “Buy me, I check all your boxes.”
16. A red hot ruched mini-dress for a showstopping yet comfortable look. You’ll feel like a rom-com starlet in the soft and stretchy dress that contours to your body for a fits-you-like skin feel. Paired with knee-high boots and you’re ready to go!
17. A fabulous floral print number because you deserve to feel fantastic at your end-of-summer garden party. Imagine this: sweet fizzy drinks, pastries galore, the sun setting, string lights glowing, and you wearing this high-neck beauty. C’est fantastique.
18. An athletic style dress because rom-com style doesn’t always have to be slinky cocktail dresses and furtive glances across a bar. Romance can be found on weekend strolls or while playing in a recreational pickleball league. At least, so I’ve heard.
19. A strapless A-line mini perfect for a stroll around your local bookstore as you simultaneously keep your eye out for a cute out-of-towner who might need some help seeing this small town of yours. 😉
20. A slip dress for those August slipped away like a moment in time experiences in life! You know, when summer is ending, and fall is rolling in, and you’re reminiscing on a love that could’ve been?
21. A swingy active-wear dress that’ll make you feel extra cute when you’re on the go. With a tennis-style skirt and striped waistband, this Challengers-style look hopefully won’t get you stuck in a love triangle.
22. A striped shirtdress because it’s very Vanessa Hudgens’s early 2010s. Whether you go the Coachella route and pair it with a floppy hat and endless necklaces or decide to keep it simple for a laidback everyday look, this classic number will fit seamlessly in your existing wardrobe.
23. A one-shoulder asymmetrical slip dress destined to make any and everyone feel extra elegant, even if it’s just for a self-date night. Because you deserve it!!!
24. An elegant silk dress perfect for those extra romantic moments. Think: anniversary dinner, getting proposed to in front of the Eiffel Tower, or, lounging on the couch with takeout and a good rom-com on TV.
25. A fluttery mini dress that somehow strikes the perfect mix of fresh bubble hem with a flirty ruffle cap sleeve?! Impossible, and yet, here I am looking at it.
Reviews have been edited for length and/or clarity.
