This stereograph by Underwood & Underwood of President Theodore Roosevelt was taken circa 1902 during a visit to Waterville, Maine. During his presidency, Roosevelt wore formal attire for public outings. Here, he wears a dark frock coat and holds a top hat, which remained common for formal occasions, although the crown had become shorter by the 1890s. Around him, people in the crowd wear a range of hat styles, including the fedora, which was then growing in popularity. A former governor of New York, Roosevelt became president upon the assassination of William McKinley on September 14, 1901, and served until March 4, 1909.

This photograph of President Theodore Roosevelt and others on the back of a train car in the Panama Canal Zone was taken in November 1906 by W. A. Fishbaugh (also referred to as William A. Fishbaugh). When President Roosevelt was photographed wearing a Panama hat during his trip to the Panama Canal in 1906, the image of the president helped make the hat even more fashionable, with its popularity enduring into the 21st century. The boater and Panama hat became more prevalent as clothing associated with sporting pursuits became acceptable daywear. With its origins in Ecuador, Panama hats were recommended to travelers to South America since the mid-19th century for their protection from the elements. A former governor of New York, Roosevelt became president upon the assassination of William McKinley on September 14, 1901, and served until March 4, 1909.

This photograph of future president Theodore Roosevelt in a hunting outfit was likely taken by George Grantham Bain in 1885. In 1883, Roosevelt went buffalo hunting in the Dakota Territory, now known as North Dakota, for the first time. There, he faced even more scrutiny for his slim build and fashionable New York style. Eager to prove himself as a real frontier hunter, he acquired a custom-made buckskin suit and purchased his first ranch. After returning to New York, he sat for photographs at a studio while wearing the outfit in 1885. A former governor of New York, Roosevelt became president upon the assassination of William McKinley on September 14, 1901, and served until March 4, 1909.

This photograph is of future president Theodore Roosevelt posing in his Rough Rider uniform during the Spanish-American War. It was taken in 1898 by Siegel, Cooper & Co. His uniform was custom-made by the American clothing brand Brooks Brothers. Roosevelt wore a slouch hat, a hat style popular for military uniforms since the Civil War. Rough Rider uniforms also included a loosely tied blue bandana, cartridge belt, long gloves, and boots. This rugged look captured the adventurous, frontier spirit Roosevelt aspired to, and that earned the group the nickname, the “Rough Riders” though officially known as the 1st Volunteer Cavalry. A former governor of New York, Roosevelt became president upon the assassination of William McKinley on September 14, 1901, and served until March 4, 1909.

In this photograph, future president Theodore Roosevelt poses in a mountaineering outfit, representing his growing interest in outdoorsmanship. He posed for this photograph in 1881, around the time of his honeymoon to his first wife, Alice Lee Roosevelt. A former governor of New York, Roosevelt became president upon the assassination of William McKinley on September 14, 1901, and served until March 4, 1909.

This photograph of future president Theodore Roosevelt was taken by George Gardner Rockwood in 1898, and the card was made by F.M. Buckles & Co. in 1900. The quotation was adapted from a speech given by Roosevelt in 1899, called "The Strenuous Life." From the late 1880s through his election as president, Roosevelt held several prominent positions, including U.S. Civil Service commissioner, New York police commissioner, governor of New York, and Vice President of the United States. During this time, he dressed in typical 1890s fashion: a frock coat, waistcoat, and trousers. Roosevelt added patterned ties and striped trousers to his wardrobe. His pince-nez eyeglasses, fashionable during the late 19th and early 20th centuries, also added sophistication to his look. Roosevelt became president upon the assassination of William McKinley on September 14, 1901, and served until March 4, 1909.

This stereograph of President Theodore Roosevelt, right, with his daughter Alice Roosevelt Longworth and her husband, Nicholas Longworth, left, was taken by C. L. Wasson. Longworth, a member of the House of Representatives from Ohio who went on to become Speaker of the House, married Alice Roosevelt in the East Room of the White House on February 17, 1906. The trio was captured surrounded by an array of palms and lilies, among other fronds and flowers. Alice’s wedding gown was made of American materials: a pure white heavy satin foundation with corded satin along the seams. Rare old point lace trimmings on the bodice and sleeves were embellished by clusters of orange blossoms. A four-yard court train in white brocade satin in a lily pattern trailed behind the bride. To ensure that Alice’s gown could not be copied, the loom cards used to create the brocade weaving pattern of Alice's dress were destroyed when the fabric was completed.

This portrait photograph of Alice Roosevelt Longworth in her wedding ensemble was taken by Edward S. Curtis around February 19, 1906. Alice Roosevelt Longworth, the daughter of President Theodore Roosevelt and Alice Lee Roosevelt, married Nicholas Longworth in a ceremony in the East Room of the White House on February 17, 1906. Longworth, a member of the House of Representatives from Ohio, would eventually serve as Speaker of the House during his career. Alice’s wedding gown was made of American materials: a pure white heavy satin foundation with corded satin along the seams. Rare old point lace trimmings on the bodice and sleeves were embellished by clusters of orange blossoms. A four-yard court train in white brocade satin in a lily pattern trailed behind the bride. In an attempt to make sure Alice’s gown could not be copied, the loom cards used to create the brocade weaving pattern were destroyed when the fabric was completed.

This portrait photograph of Alice Roosevelt Longworth in her wedding ensemble was taken by Frances Benjamin Johnston. Alice Roosevelt Longworth, the daughter of President Theodore Roosevelt and Alice Lee Roosevelt, married Nicholas Longworth in a ceremony in the East Room of the White House on February 17, 1906. Longworth, a member of the House of Representatives from Ohio, would eventually serve as Speaker of the House during his career. Alice Roosevelt Longworth's wedding dress featured rare old point lace that trimmed the neckline and elbow-length sleeves of her gown. The lace had been used on her mother when she married Theodore Roosevelt in 1880. The use of the lace was a nod toward her mother, who died two days after Alice was born.

In this photograph by Ricardo Thomas, Queen Elizabeth II of Great Britain welcomes Alice Roosevelt Longworth in a receiving line on the on July 7, 1976. Behind Longworth is President Gerald R. Ford. The receiving line, which took place on the South Drive of the White House, was held prior to a State Dinner in honor of Queen Elizabeth. The State Dinner was held under a tent in the Rose Garden on the South Grounds of the White House and followed a State Arrival Ceremony held earlier in the day. Queen Elizabeth, along with her husband, Prince Philip, the Duke of Edinburgh, visited the United States from July 6 to 11 in celebration of the American Bicentennial.

This photograph, taken in August 1908 by society photographer E. F. Foley, shows President Theodore Roosevelt with members of the 1908 United States Olympic Team at Sagamore Hill, his New York residence. The athletes visited in August 1908, following their return from the London Olympic Games. During the reception, President Roosevelt greeted each athlete by name and was presented with trophies won by gold medalists Mel Sheppard and John Flanagan.