This is a bit older, but you can find the list with commentary here. Apparenly I have read less than a quarter of the books that are must-reads for conservatives; although there are a few books here that are not really very readable (look me in the eye and tell me that you have read The Joy of Cooking from cover to cover). I have bolded the ones I have read. (Hat-tip to Fides Q.)
1. The Second World War, Winston S. Churchill
Vol. 1, The Gathering Storm
Vol. 2, Their Finest Hour
Vol. 3, The Grand Alliance
Vol. 4, The Hinge of Fate
Vol. 5, Closing the Ring
Vol. 6, Triumph and Tragedy
2. The Gulag Archipelago, Aleksandr I. Solzhenitsyn (excellent, but everyone should find an abridged version)
3. Homage to Catalonia, George Orwell
4. The Road to Serfdom, F. A. von Hayek
5. Collected Essays, George Orwell
6. The Open Society and Its Enemies, Karl Popper (meh.)
7. The Abolition of Man, C. S. Lewis (Lewis's Durham Lectures; they deserve more recognition than they get)
8. Revolt of the Masses, José Ortega y Gasset
9. The Constitution of Liberty, F. A. von Hayek
10. Capitalism and Freedom, Milton Friedman
11. Modern Times, Paul Johnson
12. Rationalism in Politics, Michael Oakeshott
13. Capitalism, Socialism, and Democracy, Joseph A. Schumpeter
14. Economy and Society, Max Weber
15. The Origins of Totalitarianism, Hannah Arendt
16. Black Lamb and Grey Falcon, Rebecca West
17. Sociobiology, Edward O. Wilson
18. Centissimus Annus, Pope John Paul II
19. The Pursuit of the Millennium, Norman Cohn
20. The Diary of a Young Girl, Anne Frank
21. The Great Terror, Robert Conquest
22. Chronicles of Wasted Time, Malcolm Muggeridge
23. Relativity, Albert Einstein (a genuinely great introduction; I wish all books intended to introduce people to scientific issues were as good)
24. Witness, Whittaker Chambers
25. The Structure of Scientific Revolutions, Thomas S. Kuhn (overrated)
26. Mere Christianity, C. S. Lewis (cut my teeth on this one)
27. The Quest for Community, Robert Nisbet
28. Encyclopedia Britannica, 11th ed.
29. Up in the Old Hotel, Joseph Mitchell
30. The Everlasting Man, G. K. Chesterton
31. Orthodoxy, G. K. Chesterton
32. The Liberal Imagination, Lionel Trilling
33. The Double Helix, James D. Watson
34. The Feynman Lectures on Physics, Richard Phillips Feynman
35. Radical Chic and Mau-Mauing the Flak Catchers, Tom Wolfe
36. The Myth of Sisyphus and Other Essays, Albert Camus
37. The Unheavenly City, Edward C. Banfield
38. The Interpretation of Dreams, Sigmund Freud
39. The Death and Life of Great American Cities, Jane Jacobs
40. The End of History and the Last Man, Francis Fukuyama
41. Joy of Cooking, Irma S. Rombauer, Marion Rombauer Becker, and Ethan Becker
42. The Age of Reform, Richard Hofstadter
43. The General Theory of Employment, Interest and Money, John Maynard Keynes
44. God & Man at Yale, William F. Buckley Jr.
45. Selected Essays, T. S. Eliot
46. Ideas Have Consequences, Richard M. Weaver
47. The Economy of Cities, Jane Jacobs
48. The Closing of the American Mind, Allan Bloom (utterly blah.)
49. Ethnic America, Thomas Sowell
50. An American Dilemma, Gunnar Myrdal
An American Dilemma, Vol. 1
An American Dilemma, Vol. 2
51. Three Case Histories, Sigmund Freud
52. The Struggle for Europe, Chester Wilmot
53. Main Currents in American Thought, Vernon Louis Parrington
54. The Waning of the Middle Ages, Johann Huzinga
55. Systematic Theology, Wolfhart Pannenberg
Systematic Theology, Vol. 1
Systematic Theology, Vol. 2
Systematic Theology, Vol. 3
(skimmed some of the rest; I don't find Pannenberg particularly interesting)
56. The Campaign of the Marne, Sewell Tyng
57. Tractatus Logico-Philosophicus, Ludwig Wittgenstein
(why the Tractatus rather than the Philosophical Investigations? - although I have an affection for the Tractatus that I do not for the Investigations)
58. Insight: A Study of Human Understanding, Bernard Lonergan (it's OK; Lonergan is rather tiresome and unoriginal sometimes. Verbum is much better; at least there he's looking at Aquinas, who actually has interesting things to say.)
59. Being and Time, Martin Heidegger
(no, I haven't read it. I've looked at its binding on the library shelf sometimes and said, "I should read that sometime." But I haven't ever done so.)
60. Disraeli, Robert Blake
61. Democracy and Leadership, Irving Babbitt
62. The Elements of Style, William Strunk & E. B. White (the worst thing to happen to the English language in a long, long time)
63. The Machiavellians, James Burnham
64. Reflections of a Russian Statesman, Konstantin P. Pobedonostsev
65. The Hedgehog and the Fox, Isaiah Berlin
66. Roll, Jordan, Roll, Eugene D. Genovese
67. The ABC of Reading, Ezra Pound
68. The Second World War, John Keegan
69. The Making of Homeric Verse, Milman Parry
70. The Strange Ride of Rudyard Kipling, Angus Wilson
71. Scrutiny, F. R. Leavis
72. The Edge of the Sword, Charles de Gaulle
73. R. E. Lee, Douglas Southall Freeman
74. Bureaucracy, Ludwig von Mises
75. The Seven Storey Mountain, Thomas Merton
76. Balzac, Stefan Zweig
77. The Good Society, Walter Lippmann
78. Silent Spring, Rachel Carson (meh. The Sense of Wonder is better)
79. The Christian Tradition, Jaroslav Pelikan (but I have no recollection of most of it)
80. Strange Defeat, Marc Bloch
81. Looking Back, Norman Douglas
82. Mont-Saint-Michel and Chartres, Henry Adams
83. Poetry and the Age, Randall Jarrell
84. Love in the Western World, Denis de Rougemont (not great, but not bad either)
85. The Conservative Mind, Russell Kirk
86. Wealth and Poverty, George Gilder
87. Battle Cry of Freedom, James M. McPherson
88. Henry James, Leon Edel
89. Essays of E. B. White, E. B. White
90. Speak, Memory, Vladimir Nabokov
91. The Electric Kool Aid Acid Test, Tom Wolfe
92. Darwin's Black Box, Michael J. Behe
93. The Civil War, Shelby Foote
94. The Way the World Works, Jude Wanniski
95. To the Finland Station, Edmund Wilson
96. Civilisation, Kenneth Clark
97. The Russian Revolution, Richard Pipes
98. The Idea of History, R. G. Collingwood (boooooooring)
99. The Last Lion, William Manchester
Last Lion: William Spencer Churchill: Vol. 1 Visions of Glory, 1874-1932
Last Lion: William Spencer Churchill: Vol. 2 Alone, 1932-1940
100. The Starr Report, Kenneth W. Starr (!?!)
