Cara and Ben return to the resort where they fell in love a year earlier. They invite her friend Megan, hoping she'll reconnect with Ben's friend Sean, now the resort's doctor. During the trip Cara finds a jewelry receipt, leading her to expect a proposal from Ben, but a misunderstanding may ice his plan.
Unfortunately the movie One Winter Proposal is not yet available on HBO Max.
| Costume & Make-Up | Katelynd Johnston | Costume Designer |
| Production | Taylor Cole | Executive Producer |
| Production | Stan Spry | Executive Producer |
| Art | Gordon Wilding | Production Design |
| Production | Anthony Fankhauser | Co-Executive Producer |
| Production | Penny Perry | Casting |
| Editing | John Gurdebeke | Editor |
| Camera | Paul Suderman | Director of Photography |
| Production | Dave Hansen | Co-Producer |
| Production | Eric Scott Woods | Executive Producer |
| Camera | Chad Simon | Second Assistant "B" Camera |
| Camera | Jakob Oket | Camera Trainee |
| Art | Jesse Miki | Art Direction |
| Production | Eve Stewart | Production Manager |
| Directing | Peter Mabrucco | Second Assistant Director |
| Camera | Caley Gibson | First Assistant Camera |
| Camera | Joao Pedro de Simone Balseiro | Second Assistant Camera |
| Camera | Devon Unrau | First Assistant "B" Camera |
| Art | Ali Can Cekirge | Set Dresser |
| Costume & Make-Up | Angela Wells | Assistant Costume Designer |
| Camera | Simon Schroeder | Second Assistant Camera |
| Camera | Tamara Roshka | Camera Trainee |
| Art | Kait Evinger | Graphic Designer |
| Directing | Elizabeth Farrer | First Assistant Director |
| Camera | Casey Harrison | "B" Camera Operator |
| Camera | Steven Ackerman | Still Photographer |
| Art | Jean Duarte Da Silva | Set Dresser |
| Art | Russell Normand | Construction Coordinator |
| Costume & Make-Up | Alisha Talbot | Makeup Department Head |
| Art | Ethan Braun | Set Dresser |
| Art | Julia Virkutis | Set Dresser |
| Costume & Make-Up | Sam Medd | Costume Set Supervisor |
| Costume & Make-Up | Roberta Gale | Key Hair Stylist |
| Art | Angela Cook | Set Decoration |
| Costume & Make-Up | Daena Groleau | First Assistant Makeup Artist |
| Crew | Adrian Young | Stunt Coordinator |
| Crew | Lindsey Dietz | Stunt Double |
| Camera | Matt Schween | Camera Operator |
| Costume & Make-Up | Rachael Poklitar | Costume Assistant |
| Costume & Make-Up | Kristy Greig | First Assistant Makeup Artist |
| Art | Kadin Gray | Set Dresser |
| Costume & Make-Up | Barb Myrvold | Seamstress |
| Art | Don Greenberg | Property Master |
| Costume & Make-Up | Ellie Thiessen | Truck Costumer |
| Costume & Make-Up | Jasmine Kroeker | First Assistant Hairstylist |
| Art | Roxanne Buhler | Lead Set Dresser |
| Art | Ian Johnson | Assistant Property Master |
| Lighting | Kris Bercier | Best Boy Electric |
| Camera | Vince Syposh | Dolly Grip |
| Art | Kasey Kelm | Set Dresser |
| Camera | Calvin Wood | Grip |
| Directing | Kelly Wolfman | Script Supervisor |
| Camera | Derek Hedley | Best Boy Grip |
| Camera | Toni Morovic | Grip |
| Camera | Cyril Karwa | Grip |
| Camera | Richard Doyle | Dolly Grip |
| Camera | Sean Gilles | Dolly Grip |
| Costume & Make-Up | Maryse Masse | First Assistant Hairstylist |
| Costume & Make-Up | Nicole Smigelski | Costume Assistant |
| Costume & Make-Up | Heather Streilein | First Assistant Hairstylist |
| Lighting | Aaron Merasty | Gaffer |
| Crew | James Chrystler | Generator Operator |
| Camera | Mingan Nabess | Grip |
| Crew | Pat Martin | Transportation Coordinator |
| Production | Brandy Hagborg | Location Manager |
| Sound | Evelio Manfred Gay Salinas | Sound Mixer |
| Production | Jim Heber | Casting |
| Production | David Franceschetti | Assistant Production Coordinator |
| Sound | Sheldon Williamson | Boom Operator |
| Production | Samantha DeGagne | Production Coordinator |
| Directing | Diana Kim | Third Assistant Director |
| Production | G. Thomas Arnold | Assistant Location Manager |
| Crew | Doug Arsenault | Transportation Captain |
| Sound | Dale Lennon | Dialogue Editor |
| Sound | Kayleigh Bell | Foley Artist |
| Editing | Mila Patriki | Colorist |
| Sound | Cailey Milito | Dialogue Editor |
| Editing | George Orallo | Assistant Editor |
| Sound | Dale Lennon | ADR Editor |
| Production | Wei Wilson | Post Production Coordinator |
| Editing | Richard Doman | Online Editor |
| Production | Patricia Kress | Extras Casting Assistant |
| Sound | Coltin Sparks | Foley Recordist |
| Sound | Steve Moore | Sound Re-Recording Mixer |
| Production | Lori Stefaniuk | Extras Casting |
| Production | Laura Enns | Assistant Accountant |
| Sound | Kayla Stewart | Sound Effects Editor |
| Sound | Steven Loewen | Sound Re-Recording Mixer |
| Sound | Lexy Brewer | Music Supervisor |
| Production | Mike Hurley | Production Accountant |
| Sound | Rob Sinko | ADR Recordist |
| Crew | Davin MacRae | Special Effects Coordinator |
| Production | Rick Loftson | First Assistant Accountant |
| Sound | Cam Boyer | Music Editor |
| Crew | Melinda Wells McCabe | Post Production Supervisor |
| Visual Effects | Scott Wheeler | Visual Effects Supervisor |
| Directing | Gary Yates | Director |
| Writing | Erinne Dobson | Characters |
| Writing | Eric Brooks | Writer |
| Sound | Matthew Rogers | Original Music Composer |
