Claire Cooke lost her sisters in a plane crash thirty years ago. She adopted her three nieces and built a life as best she could, and at fifty-two, the girls' distant uncle surprises her with a six-million-dollar inheritance. Claire decides to take a risk and buy The Grand Madrona Hotel on beautiful Orcas Island to start a new chapter in her life.

When the Chambers sisters receive an invitation from their jet-setting aunt to spend the entire month of December at the family's cabin in Asheville, North Carolina, they have one question—why? The retreat, tucked into the Blue Ridge Mountains, may be the site of many happy childhood holidays and summers, but it also holds sad memories. The sisters and their aunt have spent twenty-five years avoiding the cabin and renting it to strangers. Why would Aunt Elizabeth want her "dearest darling" nieces to put their busy lives in three different states on hold and spend a month in the mountains?

At 48 years old, Margie Clifton never expected to be starting her life all over again. But when her brother gifts her a property on San Juan Island, that’s exactly what she decides to do. After all, it’s the perfect place to start a new business venture, provide a second home for her adult children, and recover from her nasty divorce. And if her new life happens to involve the town’s gruff and ruggedly handsome Chief Deputy Sheriff? All the better. The last thing Hank Kowalski wants is an emotional entanglement.

Samantha Parker is picking up the pieces of her life—and a pen to sign divorce papers—after she finds out her husband has been cheating on her and the other woman is expecting his child. While the idea of leaving town and starting over is appealing, Sam's only option is to head back to her childhood home of Cocoa Beach, Florida, to help her recently widowed mother run their family inn. Can she go home and start her whole life over at forty-three?

Still grieving the loss of her husband, Maddie retreats to the peaceful isolation of her Aunt Schatzi’s mountain home in the Smoky Mountains hoping for a quiet retreat. Christmas is approaching, but instead of bringing joy, the holiday season brings memories that intensify Maddie’s loneliness. Snowed in and surrounded by a winter wonderland, she begins to confront the grief that has left her feeling stuck in the past, and the strained relationship with her sister that needs to change.