This collection contains correspondence, business and legal papers, poetry, receipts, account books, genealogy, photographs, a drawing, printed material, and news clippings relating to three generations of the Bellamy family of Kittery, Maine. A few papers belonging to the Pepperrell and Tobey families of Kittery are also present. The contents have been divided into four series.

Series I. John Bellamy (1769-1834) Papers contain wills, legal papers and receipts belonging to John Bellamy and his wife Tamesin Haley Bellamy (1769-1836). They include notes from Tamesin's father, Samuel Haley, and John and Tamesin's son, John Haley Bellamy.

Series II. Charles Bellamy (1811-1892) Papers contain business and legal papers of Charles Bellamy (B1 F4). These include correspondence, wills, deeds of sale and indenture, summons, and notices concerning the Democratic Party of Kittery. Several documents reflect Charles's role as Justice of the Peace. The personal papers (B1 F5) include, among others, letters from Charles to his wife Fanny and sister Susan, and a letter to his wife from her granddaughter Sibyll. Also present are receipts, an account book, printed materials, and news clippings. The printed materials include announcements of York County political meetings and Charles's appointments as Justice of the Peace. Among the ephemera is a long poem, Kittery Point, by Moses A. Safford, Charles's son-in-law.

Series III. John Haley Bellamy (1836-1914) Papers include business and legal papers, receipts and accounts, poetry, genealogy, photographs, printed material, and news clippings related to John Haley Bellamy. The business and legal papers (B1 F12) span the years 1866 to 1873. Many concern patent applications for woodcarving designs or other inventions such as a check-rein for horses. Others document John Bellamy's brief associations with David Titcomb, a Boston patent agent, Elbridge Walcott, and Jonas Young. Other papers (B1 F14 and B2 F1) contain over thirty handwritten samples of John Haley Bellamy's poetry. On the back of one poem is a drawing of the stern board of the USS Wabash. The Antiques Magazine (B2 F4) contains the first remembrance of John Haley Bellamy written by his nephew Victor Safford in 1935. The printed materials (B2 F6) include one published poem, Mount Agamenticus, by John Haley Bellamy.

Series IV. Pepperrell and Tobey Family Papers contain papers of two other families with connections to the Bellamys. The Pepperrell family papers were presumably found in the house when Charles Bellamy purchased the Pepperrell Mansion. They include two receipts of William Pepperrell, a letter, a broadside advertising the Pepperrell Mansion, and notations pertaining to the broadside. The Tobey family papers include receipts and correspondence of Lucy, Augustus, Sarah, and Samuel Tobey.