| ___ holiday | 11 |
| ___ holes (half a golf round) | 29 |
| ___ hole into (corrodes) | 24 |
| ___ hole in one | 15 |
| ___ hole in (rips) | 18 |
| ___ hole in (rip) | 17 |
| ___ hole in (corrodes) | 22 |
| ___ hole (golfers' bar) | 27 |
| ___ hole (camouflaged foxhole) | 30 |
| ___ hole | 8 |
| ___ Hold'em (poker variant) | 31 |
| ___ Hold'em | 15 |
| ___ hold on | 11 |
| ___ Hold 'Em (poker variant) | 32 |
| ___ hold | 8 |
| ___ Hogg | 8 |
| ___ hog | 7 |
| ___ Hoffman of the Chicago Seven | 32 |
| ___ Hoek, African city | 22 |
| ___ Hoek (cartoon pooch) | 24 |
| ___ hoe (a task) | 16 |
| ___ Hodesh | 10 |
| ___ Hobbs (fictional drummer in Gorillaz) | 41 |
| ___ Ho Lee (scientist in 1999 news) | 35 |
| ___ Ho (Yellow River) | 21 |
| ___ ho | 6 |
| ___ hitch (kind of knot) | 24 |
| ___ hit, penalty causer | 23 |
| ___ hit (single) | 16 |
| ___ history: A.D. 500–1500 | 33 |
| ___ history | 11 |
| ___ his word | 12 |
| ___ his own | 11 |
| ___ Hirsch of "Lords of Dogtown" | 42 |
| ___ Himself ("Jackass" stuntman) | 42 |
| ___ Himself ("Jackass" regular) | 41 |
| ___ Hilton (Vietnam prison nickname) | 36 |
| ___ Hills, in Burma | 19 |
| ___ Hills, former HUD head | 26 |
| ___ Hills, English range | 24 |
| ___ hills of Rome | 17 |
| ___ Hills of Rhûn | 20 |
| ___ Hills of India | 18 |
| ___ Hills (Southern California range) | 37 |
| ___ Hills (HUD head for G.R.F.) | 31 |
| ___ Hills (edge of the San Fernando Valley) | 43 |
| ___ Hill, San Francisco | 23 |
| ___ Hill, home of Theodore Roosevelt | 36 |
| ___ Hill, city in Calif. | 24 |
| ___ Hill, breed of English sheep | 32 |
| ___ hill (washed up) | 20 |
| ___ Hill (Teddy Roosevelt's Long Island home) | 49 |
| ___ Hill (soul group composed entirely of one-named musicians) | 62 |
| ___ Hill (Sisqo's original group) | 37 |
| ___ Hill (Sisqo's old group) | 32 |
| ___ Hill (Sisqo's group) | 28 |
| ___ Hill (R&B group) | 24 |
| ___ Hill (R & B group) | 26 |
| ___ Hill (Oyster Bay, N.Y., landmark) | 37 |
| ___ Hill (James Monroe's home) | 34 |
| ___ Hill (Baltimore band with the hit "In My Bed") | 60 |
| ___ Hill (after translation, "Hill Hill Hill") | 56 |
| ___ Hill (affluent district in San Francisco) | 45 |
| ___ hill 'n' dale | 25 |
| ___ Hill | 8 |
| ___ Hilario, Brazilian-born N.B.A. star | 39 |
| ___ Highway, old auto route from New York City to San Francisco | 63 |
| ___ Highway, classic New York-to-San Francisco route | 52 |
| ___ Highway System | 18 |
| ___ Highway (WWII construction project) | 39 |
| ___ Highway (route through Whitehorse, Yukon) | 45 |
| ___ Highway (route from Dawson Creek) | 37 |
| ___ Highway (road through Ft. Nelson) | 37 |
| ___ Highway (old 1,500-mile route) | 34 |
| ___ Highway (historic route to Delta Junction) | 46 |
| ___ Highness (title in England) | 31 |
| ___ Highness (Princess Grace) | 29 |
| ___ highness | 12 |
| ___ high standard | 17 |
| ___ High Stadium (old Denver landmark) | 38 |
| ___ High Life ("The Champagne of Beers") | 50 |
| ___ high heaven (really reek) | 29 |
| ___ High Dam | 12 |
| ___ High Command of W.W. II | 27 |
| ___ high (elated) | 17 |
| ___ high (about that tall) | 26 |
| ___ high | 8 |
| ___ Hidalgo, hometown of the "Patroness of the Americas" | 66 |
| ___ Hickory (Andrew Jackson) | 28 |
| ___ Hickory | 11 |
| ___ Heyerdahl | 13 |
| ___ Hewitt, 2002 Wimbledon winner | 33 |
| ___ heure (afternoon time in France) | 36 |
| ___ Heuer (Swiss watch brand) | 29 |
| ___ Heuer | 9 |
| ___ hers | 8 |
| ___ herring (ruse) | 18 |
| ___ Herr | 8 |
| ___ Here, schooner in "Captains Courageous" | 53 |
| ___ Herder ("nerd rock" band) | 39 |