| 100% | CAPE | 4 | "___ Cod" (1865 Henry David Thoreau book set in Massachusetts) |
| 39% | WALDEN | 6 | Book by Henry David Thoreau that is considered a seminal work for transcendentalism |
| 37% | POND | 4 | Henry David Thoreau's Walden ___ |
| 36% | EST | 3 | Clock setting in Massachusetts (Abbr.) |
| 35% | WALDEN | 6 | Henry David Thoreau lived, wrote by this pond |
| 34% | MONALISASMILE | 13 | Julia Roberts film set in Massachusetts (3 wds.) |
| 34% | HORTONHEARSAWHO | 15 | Kids' book set in the jungle of Nool |
| 34% | EMERSON | 7 | Major influence on Walt Whitman and Henry David Thoreau |
| 33% | TAR | 3 | "___ Beach," acclaimed 1991 children's book set in Harlem |
| 32% | BOSTONLEGAL | 11 | Mid-2000s dramedy starring James Spader set in Massachusetts (2 wds.) |
| 31% | NATURE | 6 | It is "full of genius, full of the divinity," per Henry David Thoreau |
| 31% | DRZHIVAGO | 9 | David Lean film set in an icy Revolutionary Russia |
| 30% | HORRID | 6 | __ Henry; rebellious boy in children's books |
| 30% | THOREAU | 7 | Henry David ___, essayist and a transcendentalist who is known for his book "Walden" |
| 29% | CSIMIAMI | 8 | Long-running police drama set in Florida starring David Caruso (2 wds.) |
| 28% | EATME | 5 | Words “beautifully marked in currants,” in an 1865 book |
| 28% | LONDON | 6 | City in which most of Dickens' books are set |
| 28% | FIX | 3 | "The ___" (third book in David Baldacci's Memory Man Series) |
| 28% | WASHI | 5 | Henry James novel set in New York City |
| 27% | CIA | 3 | Org. in David E. Hoffman's book "The Billion Dollar Spy" |
| 27% | BLACKKKLANSMAN | 14 | 2018 John David Washington film set in the 1970s |
| 27% | SCHITTSCREEK | 12 | Sitcom set in Canada with a 2020 same-sex wedding between David and Patrick: 2 wds. |
| 26% | WALDEN | 6 | Thoreau book |
| 26% | LITERATI | 8 | Book set? |
| 26% | EMBED | 5 | Set in |
| 26% | TAKEHOLD | 8 | Set in |
| 26% | RECESSED | 8 | Set in |
| 26% | TAKESHOLD | 9 | Sets in |
| 26% | BEGINS | 6 | Sets in |
| 26% | STANLEY | 7 | Henry Morton —, Welsh journalist and explorer who famously met Dr David Livingstone in Ujiji in 1871 |