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| Acknowledgements | p. 11 |
| Introduction | p. 13 |
| Early Madison County | |
| The Kentucky Frontier | p. 19 |
| Boonesborough: Madison County's Pioneer Town | p. 21 |
| Notes on Pioneer Times | p. 23 |
| Adventures of Early Explorers | p. 25 |
| Stations Existed Before There Was a Madison County | p. 26 |
| Buffalo Trails and Creeks | p. 27 |
| The County Se... MORE | p. 28 |
| The Richmond Market | p. 29 |
| Remembering the Battle of Richmond | p. 31 |
| Who Stole the Honey in 1862? | p. 33 |
| Madison Countians | |
| Clever Cook's Corn Breads Purchased Freedom for Herself and Her Family | p. 35 |
| French Tipton and His Papers | p. 36 |
| Pioneers Carson, Kinkead and Wolfskill Went to New Mexico | p. 38 |
| James McCreary: Soldier, Statesman, Patriot | p. 40 |
| Cassius M. Clay's Fight at Foxtown | p. 41 |
| Preston Gordon Was Madison's Master Drummer | p. 43 |
| Laura Clay and Belle Bennett | p. 44 |
| Three African American Leaders | p. 46 |
| The Story of the Hermit of College Hill | p. 48 |
| Veterans' Stories from World War II | p. 49 |
| Education | |
| Madison Academy | p. 51 |
| Early Private Schools: Texas Seminary, Elliott Institute and the Kingston School | p. 52 |
| Richmond Schools for Girls | p. 55 |
| The Founding of Berea | p. 57 |
| Berea College's Leaders | p. 59 |
| Central University Opened Path for EKU | p. 60 |
| A Brief History of the Model School | p. 62 |
| Some Significant Dates in Eastern's History | p. 64 |
| 1906-1910: Dr. and Mrs. Roark Headed Eastern | p. 66 |
| Hiram Brock Auditorium: A Source of Pleasant Memories | p. 67 |
| Richmond City Schools: Caldwell and Madison High | p. 69 |
| "Richmond High Forever" | p. 71 |
| "Fruit Jar High" | p. 73 |
| Communities and Schools | p. 74 |
| Businesses | |
| Craftsmen and Tradesmen Lined Richmond Streets in the 1800s | p. 76 |
| Interesting Enterprises | p. 78 |
| Richmond's Downtown Drugstores | p. 79 |
| The Glyndon Hotel at the Turn of the Twentieth Century | p. 81 |
| An Assortment of Local Businesses | p. 83 |
| Mills Have Become a Thing of the Past | p. 85 |
| Four Richmond Mills | p. 87 |
| The Waco Pottery | p. 89 |
| Boone Tavern Opened in 1909 | p. 90 |
| The Richmond Daily Register and Other Local Newspapers | p. 92 |
| Early Travel in Madison County | p. 94 |
| The Rowland Branch of the L&N | p. 96 |
| The Sells Brothers Circus Train Disaster | p. 98 |
| The "Riney-B" Railroad | p. 99 |
| Devore's Large Transportation Business | p. 101 |
| Madison County Life | |
| Richmond's Downtown Churches | p. 102 |
| Old Madison County Churches | p. 104 |
| Pattie A. Clay: A Lasting Memorial | p. 106 |
| The Gibson Hospital Was Founded by Physician Brothers | p. 107 |
| Irvinton: Elizabeth Irvine's Gift to Richmond | p. 109 |
| The Beginnings of the Blue Grass Army Depot | p. 111 |
| Recollections of Speedwell | p. 112 |
| Earle Combs: Yankee Center Fielder | p. 114 |
| Spider Thurman and Roy Kidd: Madison's Hall of Famers | p. 116 |
| 1940 Eastern Team Unbeaten and Untied | p. 117 |
| School Nicknames and Colors | p. 119 |
| The Tobacco Baseball League | p. 120 |
| How Well Do You Know Local History? | p. 122 |
| Waco Citizens Were Excited About New Dial Telephone System | p. 124 |
| Revisiting Rural Richmond | p. 125 |
| About the Authors and Editor | p. 127 |
| Table of Contents provided by Ingram. All Rights Reserved. |