AllMusic's Neil Yeung reviewed the album positively, stating that the production of the album was better than Horan's 2017 debut album, Flicker, adding that "despite the often dour and forlorn lyrical content, the songs are full-blooded and more energetic than the average breakup album". Chris DeVille, writing for Stereogum, stated that the album is "much better" than Flicker, commenting that Heartbreak Weather writing, production, and performance all represented "an upgrade". However, he felt that "Horan is capable of evolving" but added that "such flourishes suggest this boy-band alumnus may someday grow up to be the man after all — or at the very least he won't be desperate for a reunion tour". Jason Scott, writing for American Songwriter, named the record "a stylistic leveling-up" while complimenting Horan's take on heartbreak. Michael Cragg of The Guardian highlighted that the album contains "hints of experimentation, such as the swaggering hybrid of Arctic Monkeys and Kasabian in "Nice To Meet Ya", but it's the excellent title track's flirtation with glossy, synth-tinged MOR that suggests where Horan might be headed next. Proof that it's often the quiet ones you need to keep an eye on". Mike Wass, writing for Idolator, wrote that the record "just might be pop's first, feel-good breakup album" and that "there's no sophomore slump here" while calling it "a winning collection of love songs from multiple perspectives with very few skips."
