3 Answers2026-07-09 07:02:42
Okay so I actually went and looked this up because I was getting a headache trying to figure out out-of-order books and side novellas. The main trilogy is pretty straightforward: it's 'Maybe Someday', then 'Maybe Not', and then 'Maybe Now'. The catch is that 'Maybe Not' is a novella that slots right in the middle of 'Maybe Someday'. Like, it’s Ridge and Sydney’s story in the first book, and 'Maybe Not' is Warren and Bridgette’s thing happening at the same time.
I started with 'Maybe Someday' alone and loved it, then read 'Maybe Now' and was a little confused about some references until I backtracked to 'Maybe Not'. My two cents? Read 'Maybe Someday', then immediately the novella, then move to 'Maybe Now'. It just flows better and you get all the inside jokes and set-ups. The audio versions are fantastic too, with original music, which is a huge part of the first book’s vibe.
3 Answers2026-07-09 00:01:14
Colleen Hoover wrote three books, all carrying the 'Maybe Someday' title, which I think throws people off. 'Maybe Someday' is the first one with Ridge and Sydney. Then came 'Maybe Not', a novella about Warren and Bridgette. The third is 'Maybe Now', which picks up after the first book, following Ridge, Sydney, and Maggie. So if someone asks for the series in order, that’s the trio. Some lists include the 'Maybe Someday' soundtrack as a companion piece, but for the core story arc, you only need those three.
Reading them out of order is a bit of a mess, honestly. 'Maybe Not' is a prequel of sorts, but its emotional payoff hits harder if you’ve already met Warren in the first book as the grumpy roommate. 'Maybe Now' directly continues threads from 'Maybe Someday', so jumping in there would spoil a major relationship dynamic. I’d say publication order is the safest bet for the intended experience.
3 Answers2026-07-09 09:33:37
Colleen Hoover's 'Maybe Someday' is where it all begins. I remember picking it up because the cover looked interesting, then spending the whole night reading. The series order gets a little confusing because there are novellas and companion books, but the core trilogy is 'Maybe Someday', then 'Maybe Not', and finally 'Maybe Now'. 'Maybe Not' is a novella about Warren, and it slots in after the first book but before 'Maybe Now'.
I’d actually recommend reading 'Maybe Not' right after 'Maybe Someday' even though it’s a side story, because some of the emotional payoff in 'Maybe Now' hits better if you know Warren’s side of things. The audiobooks are fantastic for this series too, with the original songs included.
3 Answers2026-07-09 20:23:36
Trying to figure out the spin-offs for 'Maybe Someday' can feel like untangling headphone wires. It's not just a simple list because it's part of that whole interconnected universe Colleen Hoover plays with.
The main sequence is pretty clear: 'Maybe Someday', then 'Maybe Not', and finally 'Maybe Now'. The spin-offs are where it gets messy. 'Finding Cinderella' is a novella that connects, but it technically spins off from the 'Hopeless' series, yet characters from 'Maybe Someday' appear. Then there's 'All Your Perfects', which is a standalone but Quinn from the main series is a supporting character.
So in terms of reading order that focuses on Ridge and Sydney's core group? I'd stick with the main three, then maybe peek at 'Finding Cinderella' if you're desperate for more. The others feel more like cameo appearances than true continuations. Honestly, after 'Maybe Now', the story feels pretty wrapped up anyway.