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Heartland Cowboy Christmas Books in Order

Part ofJessie Gussman Books in Order

Get the Heartland Cowboy Christmas books by Jessie Gussman in order, with summaries, holiday reading order, and background for the series.

Last updated: June 29, 2026

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Heartland Cowboy Christmas books in publication order

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9 books

1

Heartland Cheer

by Jessie Gussman

2021

A secret marriage was hard enough. Prison, betrayal, and lost time make reunion even harder. This holiday romance asks whether two people can rebuild what was broken before it is too late.

2

Heartland Giving

by Jessie Gussman

2021

A messy attraction pulls two people together even when they look wrong for each other on paper. In Prairie Rose, giving love a chance means untangling family and expectations first.

3

Heartland Gold

by Jessie Gussman

2021

A single mother wants working heat and a roof that holds. The cowboy helping her fix both starts wanting far more than a good deed and a holiday project.

4

Heartland Holidays

by Jessie Gussman

2021

Holiday glitter cannot hide that two hurting people have real choices to make about bitterness, healing, and home. This Prairie Rose romance balances Christmas charm with emotional weight.

5

Heartland Joy

by Jessie Gussman

2021

A widow blamed for bad luck on her family farm does not want another man near her heart. The cowboy who comes to help sees strength where everyone else sees a curse.

6

Heartland Romance

by Jessie Gussman

2021

A hardworking businessman only notices what his longtime friend means to him when she decides to leave town. It is a friends-to-more story wrapped in gratitude and Christmas hope.

7

Heartland Faith

by Jessie Gussman

2022

A woman who stayed too long in the wrong marriage cannot forget the man she once loved. When the past breaks open, both of them have to decide if faith can carry a second chance.

8

Heartland Mistletoe

by Jessie Gussman

2022

A late-night holiday errand and a bad first impression bring two people together in Prairie Rose. Working side by side through the season, they start to see each other much more clearly.

9

Heartland Stars

by Jessie Gussman

2022

A worn-out Iowa farm woman and a widower with four children agree to a practical solution that quickly grows complicated. It is a marriage-of-convenience story with real family stakes.

Heartland Cowboy Christmas books in chronological order

  1. Book cover for "Heartland Joy"

    Heartland Joy

    by Jessie Gussman

    2021Heartland Cowboy Christmas, Book 1
  2. Book cover for "Heartland Cheer"

    Heartland Cheer

    by Jessie Gussman

    2021Heartland Cowboy Christmas, Book 2
  3. Book cover for "Heartland Romance"

    Heartland Romance

    by Jessie Gussman

    2021Heartland Cowboy Christmas, Book 3
  4. Book cover for "Heartland Gold"

    Heartland Gold

    by Jessie Gussman

    2021Heartland Cowboy Christmas, Book 4
  5. Book cover for "Heartland Giving"

    Heartland Giving

    by Jessie Gussman

    2021Heartland Cowboy Christmas, Book 5
  6. Book cover for "Heartland Holidays"

    Heartland Holidays

    by Jessie Gussman

    2021Heartland Cowboy Christmas, Book 6
  7. Book cover for "Heartland Stars"

    Heartland Stars

    by Jessie Gussman

    2022Heartland Cowboy Christmas, Book 7
  8. Book cover for "Heartland Mistletoe"

    Heartland Mistletoe

    by Jessie Gussman

    2022Heartland Cowboy Christmas, Book 8
  9. Book cover for "Heartland Faith"

    Heartland Faith

    by Jessie Gussman

    2022Heartland Cowboy Christmas, Book 9

Series background & context

This series blends Christmas romance with working-farm reality. Set around Prairie Rose, Iowa, the Heartland Cowboy Christmas books follow families who are busy, stretched thin, and often hurting long before the holiday lights go up.

That gives the series more weight than its name might suggest.

The books are packed with farm chores, financial strain, children, snowstorms, and relatives who are always half a step into your business. The Christmas setting adds warmth, but it does not erase the bigger problems. Widows, secret marriages, failing homes, single parents, and long-buried feelings all show up here.

Across the series, Jessie Gussman keeps returning to the same strengths: practical kindness, faith under pressure, and the way love can grow in crowded kitchens, drafty houses, and ordinary acts of service. The romances are sweet, but they are built out of work. People haul gifts, fix roofs, care for children, and show up when they are needed.

The community matters too. Families overlap, characters reappear, and each book adds another angle on the same world. Even when the leads are facing their own crisis, you still feel the larger network around them.

Start with Heartland Joy if you want the full arc. By the time you get to later books like Heartland Stars and Heartland Faith, the emotional connections are stronger because you already know the place and the people.

If holiday romance works best for you when it feels cozy but not sugary, this series hits that balance.

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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