Jews have lived in small-town New England since the colonial era, but during the last hundred years they have been especially active contributors to the region's cultural life. Part oral history, part ethnography, and part literary portrait, How Strange It Seems tells the story of this often overlooked group, tracing its patterns of settlement, economic activity, civic involvement, and religious life since the late 1800s. Based on more than fifty interviews with men and women of all ages from Maine, New Hampshire, Vermont, Massachusetts, and Connecticut, it seeks to understand what is distinctive—and not so distinctive—about contemporary Jewish communities outside the larger urban centers of the Northeast. Michael Hoberman weaves the personal stories of these individuals and families into a collective narrative that offers as much folklore as history and is equal parts Jewish and Yankee. He introduces us to Hiram Adelman, a Russian immigrant peddler and potato farmer who settled in northernmost Maine because its climate was comparable to his native Siberia, and to Shmuel Simenowitz, an urban transplant who produces kosher maple syrup in southern Vermont. We also meet Suzie Laskin, who moved to the White Mountains region of New Hampshire in the 1900s and soon established a local havurah, and Bob August of Whately, Massachusetts, who once ran what may have been the world's only Christmas tree farm owned by a Jewish family. Each section of the book explores how small-town New England Jews have both departed from and mimicked the broader patterns of Jewish American experience, while also illustrating how they have acclimated themselves to local practices without relinquishing a strong sense of Jewish identity. Accompanying the text are photographs by Janice Sorensen that include portraits of many of the interviewees and lively glimpses of the region's present-day Jewish revival.

The New England Puritans' fascination with the legacy of the Jewish religion has been well documented, but their interactions with actual Jews have escaped sustained historical attention. New Israel/New England tells the story of the Sephardic merchants who traded and sojourned in Boston and Newport between the mid-seventeenth century and the era of the American Revolution. It also explores the complex and often contradictory meanings that the Puritans attached to Judaism and the fraught attitudes that they bore toward the Jews as a people.

More often than not, Michael Hoberman shows, Puritans thought and wrote about Jews in order to resolve their own theological and cultural dilemmas. A number of prominent New Englanders, including Roger Williams, Increase Mather, Samuel Sewall, Benjamin Colman, Cotton Mather, Jonathan Edwards, and Ezra Stiles, wrote extensively about post-biblical Jews, in some cases drawing on their own personal acquaintance with Jewish contemporaries.

Among the intriguing episodes that Hoberman investigates is the recruitment and conversion of Harvard's first permanent instructor of Hebrew, the Jewish-born Judah Monis. Later chapters describe the ecumenical friendship between Newport minister Ezra Stiles and Haim Carigal, an itinerant rabbi from Palestine, as well as the life and career of Moses Michael Hays, the prominent freemason who was Boston's first permanently established Jewish businessman, a founder of its insurance industry, an early sponsor of the Bank of Massachusetts, and a personal friend of Paul Revere.