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Red Bridge Books in Order

Part ofMax Monroe Books in Order

Explore the Red Bridge series by Max Monroe in order, with summaries, character arcs, and guidance on reading these emotional small town romances.

Last updated: December 25, 2025

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Publication Order

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2 books

1

When I Should've Stayed

by Max Monroe

2025

When his marriage falls apart, a man who once promised it would always be him and Josie against the world realizes how badly he failed her. Set in Red Bridge, this emotional second chance romance follows his fight to repair trust and prove that walking away was his biggest mistake.

2

What I Should've Said

by Max Monroe

2024

Grumpy, closed off artist Bennett Bishop is content to be left alone in Red Bridge, Vermont, until runaway bride Norah Ellis hitchhikes into his truck. One turbulent summer forces them to unpack old wounds, face buried secrets, and decide whether this small town can be home for two.

Series background & context

Red Bridge is Max Monroe’s small town series set in a fictional Vermont town tucked away in the woods. On the surface, Red Bridge looks like a postcard: a charming main street, a close community, and summers that feel like they could last forever. Underneath, though, it is full of people carrying heartbreak, unfinished business, and secrets they would rather leave buried.

The series opens with What I Should've Said. Bennett Bishop is a gruff, muscled up artist who keeps to himself and speaks bluntly when he speaks at all. Norah Ellis is a runaway bride who hitchhikes into town still wearing the weight of what she just walked away from. Their first interaction is pure friction, but the town has a way of throwing them together until their sharp edges start to fit.

Bennett’s reluctance to talk and Norah’s tendency to ramble make for an unlikely match. Over one vivid Vermont summer, enemies slowly become friends, and friends become something more. Dark family secrets, old hurts, and the question of whether Norah will stay or run again give their romance real weight.

When I Should've Stayed shifts the focus to a couple with a shared history instead of strangers. Josie and her husband once promised it would be them against the world, but life did not cooperate. When the book begins, they are separated, and he is drowning in regret. The narrative follows his attempt to come back, make amends, and convince Josie that they still have a future.

Through their story, Red Bridge shows how grief, bad coping mechanisms, and pride can erode even the strongest bonds, and how hard it is to rebuild trust once it has been broken. The tone is more emotional than Max Monroe’s straight romcoms, but the books still find room for warmth, humor, and the odd bit of small town absurdity.

Each Red Bridge novel stands alone with a complete romance, yet the town itself is an ongoing character. Side characters reappear, local hangouts become familiar, and every goodbye seems to leave the door cracked for a return. The overarching theme is second chances in many forms: at love, at family, at finding a place that feels like home.

If you are in the mood for stories that are a little quieter, more reflective, and not afraid to tug on your heart, Red Bridge is a rewarding corner of the Max Monroe world to visit.

Edited by

Richard Reis

Software engineer whose passion for tracking book recommendations from podcasts inspired the creation of MRB.

Anurag Ramdasan

Lead investor at 3one4 Capital whose startup expertise and love for books helped shaped MRB and its growth.

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All 2 Red Bridge Books in Order (Complete List 2026)