| Category | Author/Editor | Title | Result |
| Anthologies (Fiction) | Robert Drake and Terry Wolverton (eds.) | His(2) | Winner |
| Brian Bouldrey (ed.) | Best American Gay Fiction 2 | Finalist |
| Peter Burton (ed.) | The Mammoth Book of Gay Short Stories | Finalist |
| Christian McEwen (ed.) | Jo's Girls: Tomboy Tales of High Adventure, True Grit | Finalist |
| Tristan Taormino (ed.) | Best Lesbian Erotica 1997 | Finalist |
| Anthologies (Nonfiction) | Gordon Brent Ingram, AnneMarie Bouthillette, and Yolanda Retter (eds.) | Queers in Space: Communities, Public Places, Sites of Resistance | Winner |
| Michael Lowenthal | Gay Men at the Millennium | Finalist |
| Rictor Norton | My Dear Boy: Gay Love Letters Through the Centuries | Finalist |
| Carol Queen and Lawrence Schimel (eds.) | PoMoSexuals: Challenging Assumptions About Gender and Sexuality | Finalist |
| Jess Wells | Lesbians Raising Sons | Finalist |
| Children's and Young Adult | Jacqueline Woodson | The House You Pass On the Way | Winner |
| Jeanne Arnold | Amy Asks a Question: Grandma, What's a Lesbian? | Finalist |
| Liza Ketchum | Blue Coyote | Finalist |
| Adam Mastoon | The Shared Heart | Finalist |
| Paul Monette | Sanctuary: a Tale of Life in the Woods | Finalist |
| Drama | Moises Kaufman | Gross Indecency: the Three Trials of Oscar Wilde | Winner |
| Harry M. Benshoff | Monsters in the Closet | Finalist |
| Jonathan Larson | Rent | Finalist |
| Lillian Schlissel | Three Plays by Mae West | Finalist |
| Chay Yew | Porcelain and A Language of Their Own | Finalist |
| Gay Memoir or Biography | Rafael Campo | The Poetry of Healing | Winner |
| Michael Klein | Track Conditions | Finalist |
| Felice Picano | A House on the Ocean, A House on the Bay | Finalist |
| Gary Schmidgall | Walt Whitman: a Gay Life | Finalist |
| Mark Thompson | Gay Body: a Journey Through Shadow | Finalist |
| Gay Fiction | Aryeh Lev Stollman | The Far Euphrates | Winner |
| Neil Bartlett | The House on Brooke Street | Finalist |
| Christopher Bram | Gossip | Finalist |
| Allan Gurganus | Plays Well With Others | Finalist |
| Edmund White | The Farewell Symphony | Finalist |
| Gay Mystery | David Hunt | The Magician's Tale | Winner |
| Christopher Bram | Gossip | Finalist |
| Michael Nava | The Burning Plain | Finalist |
| John Morgan Wilson | Revision of Justice | Finalist |
| R. D. Zimmerman | Hostage | Finalist |
| Gay Poetry | Cyrus Cassells | Beautiful Signor | Winner |
| Frank Bidart | Desire | Finalist |
| James Broughton, edited by Jim Cory) | Packing Up for Paradise: Selected Poems 1946-1996 | Finalist |
| Tom Carey | Desire: Poems 1986-1996 | Finalist |
| Justin Chin | Bite Hard | Finalist |
| Gay Studies | Charles Kaiser (ed.) | Gay Metropolis | Winner |
| Martin Duberman | Queer Representations: Reading Lives, Reading Cultures | Finalist |
| Gabriel Rotello | Sexual Ecology: AIDS and the Destiny of Gay Men | Finalist |
| Michelangelo Signorile | Life Outside: The Signorile Report on Gay Men | Finalist |
| Mark Thompson | Gay Body: a Journey Through Shadow to Self | Finalist |
| Humor | Bob Smith | Openly Bob | Winner |
| Alison Bechdel | Hot, Throbbing Dykes to Watch Out For | Finalist |
| Erika Lopez | Flaming Iguanas | Finalist |
| David Sedaris | Naked | Finalist |
| Sarah Strohmeyer | Barbie Unbound | Finalist |
| Lesbian Biography and Autobiography | Barbara Wilson | Blue Windows: a Christian Science Childhood | Winner |
| Kim Chernin | My Life as a Boy | Finalist |
| Hermione Lee | Virginia Woolf | Finalist |
| Margaret Peters | May Sarton: a Biography | Finalist |
| Daphne Scholinski and Jane Meredith Adams | The Last Time I Wore a Dress | Finalist |
| Lesbian Fiction | Elana Dykewomon | Beyond the Pale | Winner |
| Persimmon Blackbridge | Prozac Highway | Finalist |
| Blanche McCrary Boyd | Terminal Velocity | Finalist |
| Frankie Hucklenbroich | A Crystal Diary | Finalist |
| Ruthann Robson | A/K/A | Finalist |
| Lesbian Mystery | Randye Lordon | Father Forgive Me | Winner |
| Katherine V. Forrest | Apparition Alley | Finalist |
| Carole LaFavor | Evil Dead Center | Finalist |
| Jaye Maiman | Old Black Magic | Finalist |
| Cynthia Webb | No Daughter of the South | Finalist |
| Lesbian Poetry | Joan Larkin | Cold River | Winner |
| Eileen Myles | School of Fish | Winner |
| Pat Califia | Diesel Fuel | Finalist |
| Emma Donoghue | Poems Between Women | Finalist |
| Gerry Gomez Pearlberg | Queer Dog: Homo/Pup/Poetry | Finalist |
| Lesbian Studies | Lisa C. Moore | Does Your Mama Know? | Winner |
| Susan K. Raffo | Queerly Classed | Finalist |
| Catherine Reid and Holly Iglesias | Every Woman I’ve Ever Loved: Lesbian Writers on Their Mothers | Finalist |
| Diana Souhami | Mrs. Keppel and Her Daughter | Finalist |
| Arlene Stein | Sex and Sensibility | Finalist |
| Science fiction, fantasy or horror | Nicola Griffith and Stephen Pagel | Bending the Landscape | Winner |
| Harry M. Benshoff (ed.) | Monsters in the Closet | Finalist |
| Perry Brass | The Harvest | Finalist |
| William J. Mann Mann | Grave Passions | Finalist |
| Lawrence Schimel (ed.) | The Drag Queen of Elfland | Finalist |
| Small Press | Lisa C. Moore | Does Your Mama Know? | Winner |
| Bruce Benderson | Toward the New Degeneracy | Finalist |
| Justin Chin | Bite Hard | Finalist |
| Elana Dykewomon | Beyond the Pale | Finalist |
| Sarah Strohmeyer | Barbie Unbound | Finalist |
| Spirituality | Rebecca Alpert | Like Bread on the Seder Plate | Winner |
| Bruce Bawer | Stealing Jesus | Finalist |
| Randy P. Conner | Cassell's Encyclopedia of Queer Myth, Symbol, and Spirit | Finalist |
| Andrew Harvey | The Essential Gay Mystics | Finalist |
| Winston Leyland | Queer Dharma: Voices of Gay Buddhists | Finalist |
| Transgender | Carol Queen and Lawrence Schimel (eds.) | PoMoSexuals: Challenging Assumptions about Gender and Sexuality | Winner |
| Daphne Scholinski and Jane Meredith Adams | The Last Time I Wore a Dress | Winner |
| Pat Califia | Sex Changes | Finalist |
| Annick Prieur | Mema's House, Mexico City: On Transvestites, Queens, and Machos | Finalist |
| Riki Anne Wilchins | Read My Lips: Sexual Subversions and the End of Gender | Finalist |
| Visual Arts | Robert Giard | Particular Voices: Portraits of Gay and Lesbian Writers | Winner |
| David Leddick | Naked Men: Pioneering Male Nudes 1935-1955 | Winner |
| Joani Blank | I Am My Lover: Women Pleasure Themselves | Finalist |
| Anderson Jones and David Fields | Men Together | Finalist |
| John Waters | John Waters: Director's Cut | Finalist |