Frederic Remington recorded in his diary for March 28, 1907: "Mrs [sic] and I went into towne [New York City] to Metropolitan Museum. Lunched at Belmont and then to Academy. I bought little painting of 'Hudson River' 125—." The Hudson in Winter is the picture to which Remington refers. It appears as number fifteen in the catalogue for the 1907 National Academy of Design Annual Exhibition.
Anna Richards Brewster was the daughter of the well-known nineteenth-century landscape painter William Trost Richards, an artist identified with the Hudson River School and the American Pre-Raphaelite movement. Anna Richards learned painting from her father, but later, having studied with Dennis Miller Bunker and William Merritt Chase, moved away from his tight realistic style. After furthering her artistic studies at the Académie Julian in Paris, she established a studio in England in 1895. She returned to the United States in 1905, to marry William Tenney Brewster, a college professor, and to establish herself as an artist in New York.
The Hudson in Winter exemplifies her skills as an Impressionist and talent in rendering the subtle color nuances of a winter scene. Adopting the French Impressionist plein air approach, she made numerous oil sketches outdoors; a smaller study related to this painting exists. Wintertime as a subject especially appealed to her: "I am enamored of winter, with its calm quiescence and trust, and restrained force." These sentiments and her picture's muted tonality clearly appealed to Remington, an artist who had depicted a number of wintry scenes in his career.