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The Hemenway family collection is made up of correspondence, documents, books, and other items related to the family of Asa and Lucia Hunt Hemenway, who worked as Christian missionaries to Siam (Thailand) in the mid-19th century. Most items pertain to family members' lives in the United States after their return in 1850. One group of letters pertains to the ancestors of Maria Reed, who married Lewis Hunt Hemenway.

The Hemenway family collection contains correspondence, documents, books, and other items related to the family of Asa and Lucia Hunt Hemenway, who served as Christian missionaries to Siam (Thailand) in the mid-19th century. Most items pertain to family members' lives in the United States after their return in 1850.

The Correspondence series is divided into two subseries. The Cotton Family Correspondence (26 items, 1819-1848) primarily consists of incoming personal letters to Frances Maria Cotton, whose father, siblings, and friends shared news from Vermont, New York, and Massachusetts. Her brother Henry, a member of the United States Navy, wrote about his travels to Cuba and Haiti on the USS St. Louis in the 1830s. The subseries also includes letters to Frances's father, John Cotton, and her husband, Joseph Reed.

The Hemenway Family Correspondence (116 items, 1857-1899) is comprised of letters between members of the Hemenway family. Lucia Hunt Hemenway wrote to her niece, Isabella Birchard, and her son, Lewis Hunt Hemenway, about her life in Ripton, Vermont, in the late 1850s and early 1860s, and corresponded with her sisters, Charlotte Birchard and Amanda Tottingham. Her letters contain occasional references to the Civil War. Other items include a letter from M. R. Rajoday to Asa Hemenway, written in Thai (March 23, 1860), and a letter from S. B. Munger to Asa Hemenway about Munger's experiences as a missionary in India (February 23, 1867).

The bulk of the subseries is comprised of Lewis Hunt Hemenway's letters to Isabella Birchard, his cousin, written between the 1860s and 1880s. He discussed his studies at Middlebury College, his decision to join the Union Army, and his service with the 12th Vermont Infantry Regiment, Company K, in Virginia in 1862 and 1863. He later wrote about his work at the King's County Lunatic Asylum in Brooklyn, New York; his medical practice in Manchester, Vermont; and his brief stint as a partner in an insurance firm in Saint Paul, Minnesota. His letter of February 16, 1877, includes a illustrated view of Saint Paul's city limits. Lewis and his wife, Maria Reed, corresponded with their children. Their daughter Clara also received letters from her grandfather Asa Hemenway.

The first item in the Diaries and Writings series is a diary that Lucia Hunt Hemenway kept while traveling from Boston, Massachusetts, to Thailand with other missionaries onboard the Arno between July 6, 1839, and September 21, 1839 (approximately 50 pages). She described her fellow passengers, discussed the religious meetings they held while at sea, and anticipated her missionary work in Thailand. A second item by Lucia Hemenway is a religious journal in which she recorded around 22 pages of Biblical quotations for her son Lewis from December 1, 1844-February 1, 1846. The final pages contain a poem entitled "Sunday School" and a list of rhymes that her son had learned.

The journals are followed by 15 speeches and essays by Lewis Hunt Hemenway. He composed Latin-language orations and English-language essays about politics, literature, the Civil War, death, and ancient history.

Maria Reed Hemenway kept a diary (39 pages) from November 20, 1875-[1878], primarily about her children's lives in Saint Paul, Minnesota, after September 1877. The final item in the series is a 47-page religious sermon or essay attributed to Asa Hemenway (undated)

The Documents and Financial Records series (7 items) includes Asa Hemenway's graduation certificate from Middlebury College (August 10, 1835); a documents certifying his position as a missionary for the American Board of Commissioners for Foreign Missions (June 29, 1839, and May 26, 1851); and a United States passport for Asa and Lucia Hemenway (December 26, 1838). Two account books belonged to an unidentified owner and contain records of debts and credits, dated December 1, 1830-December 1, 1831 (volume 1) and December 1, 1831-December 1, 1832 (volume 2).

The Photographs and Silhouettes series (9 items) includes silhouettes of Lucia and Asa Hemenway, photograph portraits of two Thai women, a portrait of an unidentified Thai man, and a portrait of King Mongkut. Two photographs show a tree and buildings near the missionary compound where the Hemenway family lived.

The Books series (22 items) includes volumes in English, Sanskrit, and Thai. Subjects include the history of Thailand, Christianity, and missionary work in southeast Asia.

A volume of Genealogy (approximately 40 pages) contains records pertaining to the births, marriages, and deaths of members of the Hunt family and their descendants, as well as a history of the descendants of Ralph Hemenway of Roxbury, Massachusetts. Manuscript notes and letters are laid into the volume.

The Artifacts and Fabrics series includes baskets, textiles from Thailand, coins, and bottles.

The collection focuses primarily on John Tailyour, a Scottish merchant who traveled to North America and Jamaica in the 1770s and 1780s to conduct business, before finally returning to his home in Scotland in 1792. His correspondence is heavily business related, centering especially on his trading of slaves, foodstuffs, and sundry goods. It also chronicles the current events in both Jamaica and the Empire. Many of Tailyour's correspondents debate the meaning and merit of the cessation of the slave trade in the late 18th century, as well as the military events of the American and Haitian revolutions, and of the Maroon rebellion of 1795. The papers also include letters between John and his family in Scotland regarding John's mixed-race Jamaican children. He sent three of his children to Britain to be educated, which caused much family concern. Tailyour's account books and financial papers relate both to his Jamaican estate and business, and to his Scottish estate, from which he received added income from rents. The accounts for this estate continue for several decades after Tailyour’s death in 1815. A number of disparate and miscellaneous letters, war records, photographs, and realia that belonged to various members of the extended Tailyour family date mainly from the late-nineteenth and early-twentieth centuries.

The collection has three substantial parts. The most comprehensive and cohesive section is the one concerning John Tailyour, until his death in 1815. The second part contains business papers and accounts related to the Tailyour estate. The third part is the least integrated, and consists of a variety of family papers, photographs, military memorabilia, and other miscellanea.

The Tailyour papers date from 1743 to 2003, with the majority of the collection concentrating in the period from 1780 to 1840. Within these bulk dates, are the two largest portions of the collection: the correspondence and accounts of John Tailyour until his death in 1815, and the account records of the Tailyour estate after 1815.

Seven boxes contain John Tailyour's personal and business correspondence of 3757 letters. The letters focus on Tailyour's mercantile activities in the Atlantic market, especially on the slave trade, its profitability, and the threat posed by abolitionists. Tailyour's correspondence also chronicles personal and family matters, including the education and provision for his mixed-race children from Jamaica. In addition, the collection contains four of Tailyour's letter books of 1116 copies of retained letters that cover the period from 1780 to 1810, with the exception of the years 1786-7 and 1793-1803. In these letters, Tailyour's focus is business, particularly as it relates to the slave trade, but he also includes personal messages to his friends and family.

Tailyour's business papers contain 32 loose account records, as well as five account books documenting the years between 1789-90 and 1798-1816. These primarily concern his Kingston and Scottish estates, including the expense accounts and balance sheets for each, as well as the finances of his merchant activities during the period. Finally, 38 documents of probate records for John Tailyour mainly relate to his landed estate.

The latter portion of collection within these bulk years (1815-1840) also contains correspondence and accounts, although the 228 letters are almost entirely concerned with business accounts. These focus on Tailyour's estate after his death, with John's brother Robert as the main correspondent. Additional materials include 1761 business papers that chronicle the finances of the estate, 11 account books, and 6 hunting books. The business letters and account books detail the estate's expense accounts and receipts, as well as the balances for their annual crops, salmon fishing business, and profits derived from the rents collected on their land. The hunting books contain descriptive accounts of the family's hunts and inventories of their hunting dogs.

The third, and final, part of the collection consists of Tailyour family records (bulk post-1815), including 49 letters from various family members in the late-nineteenth and early-twentieth centuries and five letterbooks, kept by Alexander Renny Tailyour and Thomas Renny Tailyour. 4 account books are also present kept by Alexander Renny Tailyour and others. Some of the records concern the First World War, including a group of prisoner-of-war records sent from Germany, and journals kept at home that detail news of the war, and daily domestic activities.

The family history documents include 64 genealogical records and 58 probate records. Many of the genealogical items are brief notes on family history, and sketches of the family tree, including a large family tree that spans several hundred years to the present day. The probate records contain one will from the late-nineteenth century, but are otherwise entirely concerned with John Tailyour's estate in the years immediately after his death.

Of the printed records, Memoirs of my Ancestors (1884), by Hardy McCall is a genealogy of the McCall family, and Tailyour's Marykirk and Kirktonhill's estates are described in two printed booklets, one of which is an advertisement for Kirktonhill's sale in the early-twentieth century. Other printed material includes 14 various newspaper clippings concerning the family over the years, and 12 miscellaneous items.

The illustrations, artwork, and poetry comprise 14 fashion engravings, 12 sailing illustrations, a picture of a hunting cabin, two silhouettes, and a royal sketch, all of which date from the early- to mid-nineteenth century. Kenneth R. H. Tailyour's sketches are represented in two sketch books created in his younger years (1917 and 1920). Loose records of poetry, as well as a book of poems from George Taylor, are in this section.

The 221 photographs are of the Tailyour family from the late-nineteenth to the twentieth century, with the majority falling in the early decades of the twentieth century. Most are portraits of the Tailyour family from the early twentieth century, particularly Kenneth R. H. Tailyour.

The 138 pieces of ephemera are, for the most part, postcards of foxhunts during the nineteenth century. These announce the almost-weekly family foxhunts during the middle years of the nineteenth century. The 19 items of realia, include Robert Taylor's quill pen from 1826.

The audio-visual portion of the collection contains three items: a compact disc with an audio interview of John Dann, Director of the Clements Library, on National Public Radio's "The Todd Mundt Show;" a compact disc with photos of the West Indies; and a collection of photographs of the Tailyour papers in their uncatalogued state, and of the festivities surrounding the acquisition of the collection.

Finally, miscellaneous material of 18 pieces includes Robert Taylor's commonplace book of short stories, letters, and poems; the catalogue of Robert Taylor's books; James Tailyour's 1771 style and form book; and a communion book.