| PINOTNOIR | Red wine that was popularized in the Academy Award-winning film Sideways: 2 wds. |
| ALTERNATIVE | ___ rock style of music that was popularized in the 90s and has sub-genres like emo and post-grunge |
| SKINNYTIE | Neckwear that was popularized in the 1950s |
| MERLOT | Red wine that was featured in the film The Perks of Being a Wallflower |
| SAUVIGNON | Cabernet ___ red wine that was featured in the film Miss Congeniality |
| GIAMATTI | Paul, U.S. actor who played Miles Raymond in 2004 road film Sideways (8) |
| IVORY | Director noted for his collaborations with Ismail Merchant and Ruth Prawer Jhabvala such as the Academy Award-winning film Howards End (5) |
| PORTOFENTRY | Wine that was in the competition came through here ... (4,2,5) |
| IGNORANCE | Full title of the Academy Award-winning Best Picture from 2014, Birdman or (The Unexpected Virtue of -) (9) |
| KRIS | Composer Bowers who co-directed the Academy Award-winning 2023 short "The Last Repair Shop" |
| MEH | Interjection meaning whatever that was popularized by The Simpsons |
| BANJO | African in origin, this instrument was popularized in the United States by enslaved people in the 19th century. It has a tambourine-like body with a hoop and a screw that secure the vellum belly to th |
| PUYI | Chinese sovereign depicted in Bernardo Bertolucci's multi-Academy Award-winning film The Last Emperor (4) |
| KESEY | Author whose novel One Flew Over the Cuckoo's Nest was adapted into a multi Academy Award-winning film (5) |
| FREE | Born -; based on a book by Joy Adamson, an Academy Award-winning film set in Kenya about Elsa the lioness (4) |
| ALLTHEPRESIDENTSMEN | Academy Award-winning film based on the 1974 book of the same name by Bob Woodward and Carl Bernstein |
| GANDHI | Mahatma -; Indian nationalist and spiritual leader portrayed by Ben Kingsley in an Academy Award-winning film (6) |
| THEDEERHUNTER | 1978 Academy award winning film starring Robert De Niro and Meryl Streep (3,4,6) |
| EDUCATION | Cautioned playing in the classy practice for those in the academy (9) |
| FREDCARTER | The fist bump was popularized by this NBA journeyman in the 1970s |