| Art in the Park | Maxem Health Urgent Care Lake Oswego | Best in Show | Paul Nzalamba | |
| Art in the Park | Kathleen LeVee | Emerging Artist | Marlowe Urbina | |
| Art in the Park | Lake Oswego Periodontics & Implant Dentistry | Curator's Choice Award | Ha Austin | |
| Art in the Park | Dotten ADR | Blue Ribbon | Ian Petersen | |
| Art in the Park | Kelly Giampa | Blue Ribbon | Jan Schultz | |
| Art in the Park | Pacific West Roofing, LLC | Emerging Artist | Chelsey Hawkey | |
| Art in the Park | LexiDog Boutique & Social Club | Blue Ribbon | Robin Hostick | |
| Art in the Park | Sue Smith in honor of Jim Sanders | Blue Ribbon | Josh Blewett | |
| Art in the Park | | Honorable Mention | Cheryl Brown | |
| Art in the Park | | Honorable Mention | Sarah Hui | |
| Art in the Park | | Honorable Mention | Jenny Armitage | |
| Art in the Park | | Honorable Mention | Will Freeman | |
| Art in the Park | | Honorable Mention | Kate Beck | |
| Dee Denton Gallery | The Denton Family | Dee Denton Award | Teklemariam Zewde | Under the Moon |
| Dee Denton Gallery | | Honorable Mention | Alex Regasa | Love and Dance |
| Dee Denton Gallery | | Honorable Mention | Haelyn Y | Like the Wind |
| Imagination Menagerie | Pacific West Roofing, LLC | Blue Ribbon | Colleen Ennis LEGAL NAME Colleen Schoneveld | Maxwell's Magic Wings |
| Imagination Menagerie | | Honorable Mention | Atticus Perry | PURPETRATOR |
| Joan Eliot Sappington Youth Gallery | Kim & Lisa at Heartsong Massage | Best single work of art | Rachel Khalili | Birth-Marked |
| Joan Eliot Sappington Youth Gallery | Candace Jennings | Joan Eliot Sappington Award: Best Body of Work | Brandon Taliaferro | Whole body of work. |
| Joan Eliot Sappington Youth Gallery | | Honorable Mention | Emma Streano | Coil Vase |
| Joan Eliot Sappington Youth Gallery | | Honorable Mention | Lilly Horn | Please Hold My hand |
| Joan Eliot Sappington Youth Gallery | | Emerging Artist | Juno El-Ebrashi | Whole body of work. |
| My Happy Place | Lois & Harvey Suwol | Blue Ribbon | Gwen Kirk | And the Race is On |
| My Happy Place | | Honorable Mention | Rose West | Rock, More Rocks |
| Open Show All-Stars | Vic's Auto Center Inc | Blue Ribbon | Fasai Streed | The Journey |
| Open Show All-Stars | | Honorable Mention | Connie Colter | Thoughtful |
| Open Show Express | Marcia Kies, Principal Broker, Cascade Hasson S. I. R. | Blue Ribbon | Lisa Dubitsky | Go Ask Alice |
| Open Show Express | O'Bryan sisters in honor of Joan Eliot Sappington | Blue Ribbon | Mark Clifford | Steptoe, Washington St. |
| Open Show Express | Drs. Bill & Ricky Korach, in honor of artist/mother Phyllis Korach | Blue Ribbon | Steve Wenshi Chan | Timberline Lodge |
| Open Show Express | Paul & Teri Graham | Blue Ribbon | Betsy Soifer | Longhorn Steer Head |
| Open Show Express | HomeStreet Bank - Lake Grove Branch | Blue Ribbon | Thomas Brown | Bench in Oaks Bottom |
| Open Show Express | Minuteman Press | Blue Ribbon | Deanna White | Secret Admirer |
| Open Show Express | Alan & Sandy Hansen | Alan & Sandy Hansen Award for Artistic Achievement (best body of work) | Michael McGee | Whole body of work |
| Open Show Express | Gubanc's | Best in Show | Lena Noble | Whole body of work |
| Open Show Express | | Honorable Mention | John Kirk | In the Quiet Afternoon |
| Open Show Express | | Honorable Mention | Brian Geraths | Shade Maker |
| Open Show Express | | Honorable Mention | Toni Avery | Summer Fog |
| Open Show Express | | Honorable Mention | Jim Stears | Bad News is on the Way |
| Open Show Express | | Honorable Mention | Guifang Tang | Double Quails with Hosta |
| Open Show Express | | Honorable Mention | Carrie Kaufman | Good Times |
| Open Show Express | | Honorable Mention | Don Griffith | Beautiful Feather |
| Open Show Express | | Honorable Mention | Jeanie Bates | Koi Reflections |
| Open Show Express | | Honorable Mention | Gwen Kirk | Feelin' Lucky |
| Open Show Express | | Honorable Mention | Victoria Vysotskiy | Set My Heart on Fire |
| Open Show Express | | Honorable Mention | Harold Linke | Evening Stroll |
| Youth Gallery | Ed & Joann Frankel | Best Use of Value in Black + White K-5 | Grace Hadfield | Mt Hood Grayscale |
| Youth Gallery | Ed & Joann Frankel | Most Outstanding Use of Color K-5 | Audrey Cherrytree | Japan |
| Youth Gallery | Ed & Joann Frankel | Most Surprising Imagery K-5 | Elizabeth Shih | DaVinci |
| Youth Gallery | Ed & Joann Frankel | Loudest Work of Art K-5 | Savanah Ahmann | Western Meadowlark |
| Youth Gallery | Ed & Joann Frankel | Most Quiet Work of Art K-5 | Mia Zhou | Waterlillies |
| Youth Gallery | Ed & Joann Frankel | Most Innovative Use of Materials K-5 | Willa Motti | Van Gogh |
| Youth Gallery | Ed & Joann Frankel | Best Use of Value in Black + White 6-8 | Meg Allan | Chicken |
| Youth Gallery | Ed & Joann Frankel | Most Outstanding Use of Color 6-8 | Cassia Kost | Shades that can Melt! |
| Youth Gallery | Ed & Joann Frankel | Most Surprising Imagery 6-8 | Caden Rubey | Red Octopus |
| Youth Gallery | Ed & Joann Frankel | Loudest Work of Art 6-8 | Sawyer Brooks | Together We Rise |
| Youth Gallery | Ed & Joann Frankel | Most Quiet Work of Art 6-8 | Julia Kim | Untitled (White rhody) |
| Youth Gallery | Ed & Joann Frankel | Most Innovative Use of Materials 6-8 | Helen Stoller-Smith | Nyah Cat |
| Youth Gallery | Ed & Joann Frankel | Best Use of Value in Black + White 9-12 | Felicity Polloch | Hells Angel 2 |
| Youth Gallery | Ed & Joann Frankel | Most Outstanding Use of Color 9-12 | Travin Lindsay | Sunday Morning |
| Youth Gallery | Ed & Joann Frankel | Most Surprising Imagery 9-12 | Ashtyn Duff | A Child is Born |
| Youth Gallery | Ed & Joann Frankel | Loudest Work of Art 9-12 | Henry Ryan | Self Portrait |
| Youth Gallery | Ed & Joann Frankel | Most Quiet Work of Art 9-12 | Macy Maxwell | Paris Blue |
| Youth Gallery | Ed & Joann Frankel | Most Innovative Use of Materials 9-12 | Mattie Danforth | Nature's Mask |
