Tasha Tudor was born in Boston, Massachusetts as Starling Burgess. She was originally named after her father, the naval architect W. Starling Burgess, known as "the Skipper". As he was an admirer of the War and Peace character Natasha, his daughter was soon re-christened, and the name was eventually shortened to Tasha.

When socializing with her mother's friends, Tudor was usually introduced as "Rosamund Tudor's daughter, Tasha", leading others to believe that her last name was Tudor. Liking the sound of it, she adopted the name and eventually changed her surname legally following her first divorce. She married Thomas McCready in 1938 in Redding, Connecticut. Tasha and Thomas McCready purchased a large old farm in Webster, New Hampshire, where four children, Bethany, Seth, Thomas, and Efner, were raised. Her first story, Pumpkin Moonshine, was published in 1938, as a gift for a young niece of her husband. They were divorced in 1961, and her children legally changed their names from McCready to Tudor. A later marriage, to Allan John Woods, lasted only a brief time.

Tasha Tudor illustrated nearly one hundred books, the last being Corgiville Christmas, released in 2003. Several were collaborative works with a New Hampshire friend Mary Mason Campbell. Tudor lived in Marlboro, Vermont in a house copied from that of other New Hampshire friends Donn & Doris Purvis. Her son Seth built the replication and lives next door with his family. It is documented in Drawn from New England, and in The Private World of Tasha Tudor. Mother and son worked closely on family endeavors.

She received many awards and honors, including Caldecott Honors for Mother Goose in 1945 and 1 is One in 1957. She received the Regina Medal in 1971 for her contributions to children's literature. Her books feature simple and often rhyming text accompanied by detailed and realistic drawings with soft colors. Text and pictures are often bordered by intricate details such as flowers, birds or other charming objects and animals. The visual or textual content often refers to traditions , artifacts or memories of the 19th century. Her books are highly valued possessions of an appreciative audience - one that has grown since she was first represented in the 1940s by the Pennsylvania shop The Dutch Inn in Mill Hall. She also created thousands of original works of art which appear on Christmas cards, Advent calendars, Valentines, posters, and in other forms. The original art is found in museums, libraries and hundreds of private collections around the world.

One of her most famous books is Corgiville Fair, published in 1971. The first of a series to feature anthropomorphic corgis, the book was extremely popular.

Tudor toured the country for many years, giving speeches at libraries, colleges and museums. Her last major appearances were at the 1996/97 retrospective exhibition at Colonial Williamsburg. Many of her personal artifacts and doll house objects were shown there as well as the manuscripts and watercolors for Corgiville Fair and A Time to Keep. The original art for these two books belongs to Colonel Thomas Strong Tudor and was loaned through the auspices of the Pierpont Morgan Library. An exhibition celebrating Tudor's holiday artwork and celebrations, "Tasha Tudor's Spirit of the Holidays", was gathered from the collections of Janette Knazek and Gretchen McKeever. The combined large and impressive exhibition was displayed in 2005/06 at the Norman Rockwell Museum, Stockbridge, Massachusetts and the Henry Ford Museum in Dearborn, Michigan in 2006/07. It was shown at the Toy and Miniature Museum of Kansas City from November 2007 through March 2008; and in Lake Charles, La. during the winter of 2008/08. That exhibit included two early oil paintings that Rosamund Tudor created of her daughter circa 1920 and 1930. Many other original paintings and her first miniature illustrated manuscript Hitty's Almanac were included in the 2006 exhibition at the Shelburne Museum in Vermont.

She died on June 18, 2008 in Marlboro, Vermont. Her estate, valued at over 1.2 million pounds, is being contested by the three children she disinherited. According to the Daily Telegraph:"Her will, written in 2001, left the bulk of the estate to Seth Tudor, 67, and his son Winslow.It left only £600 each to her two daughters, Bethany Tudor, 69, and Efner Tudor Holmes, and a piece of antique furniture to younger son Thomas Tudor, 64, because of their "estrangement" from her." However, according to Marlboro Probate Court documents, over Tasha Tudor's lifetime she gave her son Thomas Tudor a half share in her home in Marlboro, VT, and over $2,000,000.00 in art work and other gifts, with a similar lifetime disposition to her two daughters.

Tudor's daughters Bethany Tudor and Efner Holmes are also accomplished authors and illustrators.

Titles written and illustrated by Tasha Tudor include the following:

• Pumpkin Moonshine
• A Tale for Easter
• Snow before Christmas
• Thistly B
• The Dolls' Christmas
• Edgar Allan Crow
• Amanda and the Bear
• A is for Annabelle
• 1 is One
• A Time to Keep
• Corgiville Fair
• Tasha Tudor's Seasons of Delight
• The Great Corgiville Kidnapping

Titles illustrated by Tasha Tudor include the following:

• The Wind in the Willows, 1966, World Publishing
• Wings from the Wind, 1964, J. B. Lippincott
• A Basket of Herbs, 1983, Stephen Greene Press
• The Night Before Christmas, 1975, Rand McNally & Company
• The Secret Garden, 1962, Harper & Row Publishers
• A Little Princess, 1963, HarperCollins Publishers
• A Child's Garden of Verses, 1947, Henry Z. Walck, Inc.