This landscape by Alfred Thompson Bricher is almost twice as wide as it is high, underscoring the vastness of the coast. The brown rock that rises on the left horizon is Castle Rock at Nahant, a peninsula near Lynn, Massachusetts. On the right side of the horizon stands a lighthouse on the small island of Egg Rock. Bricher is associated with the Hudson River School in American art and is known for seascapes and marine landscapes.

This seascape by painter Fitz Henry Lane shows the wide expanse of Boston Harbor in Boston, Massachusetts and the many ships, boats, and ferries that sailed its waters daily. A cityscape of Boston and the Massachusetts State House are visible on the horizon. Lane was an American printer and painter raised in Gloucester, Massachusetts, which accounts for his familiarity with maritime scenes.

This photograph, taken by White House photographer Cecil Stoughton on August 4, 1962, shows President John F. Kennedy, First Lady Jacqueline Kennedy, and their children Caroline Kennedy and John F. Kennedy, Jr. at the Kennedy family's six-acre compound in Hyannis Port, Massachusetts. Kennedy's father, Joseph P. Kennedy, Sr., purchased the main house on the compound in 1929 as a summer house for his wife, Rose, and their eight children. By 1960, the Kennedy compound held three houses for the growing family, including one for Robert and Ethel Kennedy and another for John F. Kennedy and Jacqueline Kennedy.

This seascape by William J. Glackens was completed in 1919. A large pavilion overlooks the water in Gloucester, with several people standing in the pavilion's shade. Other leisure activities like swimming and sailing are also captured in this painting. Glackens was an American Realist painter and one of the founders of the Ashcan school. Four of his paintings are in the White House Collection.

This landscape of a rocky shoreline is by Worthington Whittredge (often referred to as Thomas Worthington Whittredge), a painter associated with the Hudson River School movement. The location is Thacher Island (referred to as Thatcher's Island by Whittredge), a small island off the coast of Rockport in Cape Ann, Massachusetts. Whittredge was an American painter who became known for his landscapes of the Great Plains and the west. Two of his paintings are in the White House Collection. Berhie Hill galleries offered the painting to White House, and the White House Historical Association partially funded the donation.

This landscape by Maurice Prendergast is of Boston Harbor in Boston, Massachusetts. The foreground consists of a varying green tones and loose brushstrokes, creating a windswept field and shore. On the right, a woman walks with four small children. In the harbor are several ships and boats sailing while on the far-off shoreline are the shadowy figures of several people. Prendergast was a Canadian-born painter who studied in Paris during the 1890s and is known as a Post-Impressionist. He has two paintings in the White House Collection.

This watercolor landscape of Revere Beach in Revere, Massachusetts by Maurice Prendergast was completed around 1896-1897. Prendergast captures a sunny day at the beach with swimmers, walkers, and sunbathers out enjoying a leisurely day. He was a Canadian-born painter who is known as a Post-Impressionist. He has two paintings in the White House Collection.

This landscape by American painter George Inness captures receding storm clouds and an emerging rainbow over a farm and dirt road. A heavily-laden hay cart drawn by oxen appears in the lower right corner, with a boy seated atop the hay while the farmer drives the oxen. Inness was a product of the Hudson River School but also influenced by the Barbizon School of painting in France. Inness was one of the pre-eminent American landscape painters of his time. Two of his landscapes are in the White House Collection.

This seascape depicting the Pilgrims' cold, wintry landing at Plymouth Rock in Plymouth, Massachusetts in 1620 is by painter Michele Felice Cornè. The Pilgrims arrive by rowboat, with the Mayflower anchored at the horizon near Clark's Island. A small group of American Indians greets the Pilgrims in the foreground. There are a few inaccuracies in the painting, including the red coats worn by the Pilgrims in the rowboat and the attire worn by the American Indians. Cornè was a native of Elba in Italy who left his home to escape the Napoleonic Wars and settled in the United States.