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          • Home
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          • Howard Pyle
          • Most Popular Paintings
          the collector's folio

          Howard Pyle Most Popular Paintings

          The 22 artworks by Howard Pyle our visitors ask for most, ranked by popularity and presented one by one, with the specification and the price of each hand-painted reproduction.

          Edition 2026 · 22 artworks Each artwork painted to order
          Linen canvas · Certificate of authenticity · Delivered worldwide Howard Pyle · 1853 – 1911

          Then Sang Sire Edward

          View the most popular artwork of Howard Pyle ranked #1: Then Sang Sire Edward
          1907 · Herbert F. Johnson Museum of Art, Ithaca · original 76.2 x 50.8cm
          Technique
          Hand-painted oil on linen canvas
          Made
          To order, by a trained painter
          Popularity
          No. 1 of 22 artworks by Howard Pyle
          Delivery
          Worldwide, about 5 weeks
          from$20626 × 39 cm Commission this artwork
          Same size as the original$29451 × 76 cm Commission at original size

          Thomas Jefferson Writing the Declaration of Independence, Howard Pyle

          View the most popular artwork of Howard Pyle ranked #2: Thomas Jefferson Writing the Declaration of Independence
          1898
          Technique
          Hand-painted oil on linen canvas
          Made
          To order, by a trained painter
          Popularity
          No. 2 of 22 artworks by Howard Pyle
          Delivery
          Worldwide, about 5 weeks
          from$18126 × 39 cm Commission this artwork

          Howard Pyle, Hosea and the Parson (1904)

          View the most popular artwork of Howard Pyle ranked #3: Hosea and the Parson
          1904 · New Britain Museum of American Art, New Britain
          Technique
          Hand-painted oil on linen canvas
          Made
          To order, by a trained painter
          Popularity
          No. 3 of 22 artworks by Howard Pyle
          Delivery
          Worldwide, about 5 weeks
          from$20639 × 26 cm Commission this artwork

          Joan of Arc (1863)

          View the most popular artwork of Howard Pyle ranked #4: Joan of Arc
          1863
          Technique
          Hand-painted oil on linen canvas
          Made
          To order, by a trained painter
          Popularity
          No. 4 of 22 artworks by Howard Pyle
          Delivery
          Worldwide, about 5 weeks
          from$18132 × 32 cm Commission this artwork

          Howard Pyle: Sorrow (also known as The Castle of Content/Through a darkness black'')''

          View the most popular artwork of Howard Pyle ranked #5: Sorrow (also known as The Castle of Content/Through a darkness black'')''
          Technique
          Hand-painted oil on linen canvas
          Made
          To order, by a trained painter
          Popularity
          No. 5 of 22 artworks by Howard Pyle
          Delivery
          Worldwide, about 5 weeks
          from$18137 × 27 cm Commission this artwork

          Attack on a Galleon – hand-painted oil reproduction by Howard Pyle

          View the most popular artwork of Howard Pyle ranked #6: Attack on a Galleon
          1905
          Technique
          Hand-painted oil on linen canvas
          Made
          To order, by a trained painter
          Popularity
          No. 6 of 22 artworks by Howard Pyle
          Delivery
          Worldwide, about 5 weeks
          from$18125 × 39 cm Commission this artwork

          In knighthood-s day – hand-painted oil reproduction by Howard Pyle

          View the most popular artwork of Howard Pyle ranked #7: In knighthood-s day
          Technique
          Hand-painted oil on linen canvas
          Made
          To order, by a trained painter
          Popularity
          No. 7 of 22 artworks by Howard Pyle
          Delivery
          Worldwide, about 5 weeks
          from$18126 × 39 cm Commission this artwork

          Guarded by Rough English Soldiers, Howard Pyle

          View the most popular artwork of Howard Pyle ranked #8: Guarded by Rough English Soldiers
          1904
          Technique
          Hand-painted oil on linen canvas
          Made
          To order, by a trained painter
          Popularity
          No. 8 of 22 artworks by Howard Pyle
          Delivery
          Worldwide, about 5 weeks
          from$18126 × 39 cm Commission this artwork

          Once it Chased Dr. Wilkerson Into the Very Town Itself, 1909, Howard Pyle

          View the most popular artwork of Howard Pyle ranked #9: Once it Chased Dr. Wilkerson Into the Very Town Itself
          1909

          Howard Pyle’s "Once it Chased Dr. Wilkerson" – a dramatic 1909 oil painting of a thrilling chase under the moon! Romantic & Expressionist style, explore this unique artwork.

          Technique
          Hand-painted oil on linen canvas
          Made
          To order, by a trained painter
          Popularity
          No. 9 of 22 artworks by Howard Pyle
          Delivery
          Worldwide, about 5 weeks
          from$18125 × 39 cm Commission this artwork

          Villon - The Singer Fate Fashioned to Her Liking – hand-painted oil reproduction by Howard Pyle

          View the most popular artwork of Howard Pyle ranked #10: Villon - The Singer Fate Fashioned to Her Liking
          Technique
          Hand-painted oil on linen canvas
          Made
          To order, by a trained painter
          Popularity
          No. 10 of 22 artworks by Howard Pyle
          Delivery
          Worldwide, about 5 weeks
          from$18125 × 39 cm Commission this artwork

          The Pirate was a Picturesque Fellow – hand-painted oil reproduction by Howard Pyle

          View the most popular artwork of Howard Pyle ranked #11: The Pirate was a Picturesque Fellow

          Explore Howard Pyle’s ‘The Pirate was a Picturesque Fellow,’ a Romantic adventure painting featuring a dashing pirate & intriguing companion. Oil on canvas, iconic style!

          Technique
          Hand-painted oil on linen canvas
          Made
          To order, by a trained painter
          Popularity
          No. 11 of 22 artworks by Howard Pyle
          Delivery
          Worldwide, about 5 weeks
          from$20625 × 39 cm Commission this artwork

          Red Coat Soldiers Toasting the Ladies of the House – hand-painted oil reproduction by Howard Pyle

          View the most popular artwork of Howard Pyle ranked #12: Red Coat Soldiers Toasting the Ladies of the House
          Technique
          Hand-painted oil on linen canvas
          Made
          To order, by a trained painter
          Popularity
          No. 12 of 22 artworks by Howard Pyle
          Delivery
          Worldwide, about 5 weeks
          from$18139 × 26 cm Commission this artwork

          ‘My hatred of him seemed suddenly to have taken to itself wings’ (A Wounded Enemy) by Howard Pyle

          View the most popular artwork of Howard Pyle ranked #13: ‘My hatred of him seemed suddenly to have taken to itself wings’ (A Wounded Enemy)
          1853 · Norman Rockwell Museum, Stockbridge · original 27.94 x 40.64cm
          Technique
          Hand-painted oil on linen canvas
          Made
          To order, by a trained painter
          Popularity
          No. 13 of 22 artworks by Howard Pyle
          Delivery
          Worldwide, about 5 weeks
          from$20638 × 27 cm Commission this artwork
          Same size as the original$21041 × 28 cm Commission at original size

          The nation makers – hand-painted oil reproduction by Howard Pyle

          View the most popular artwork of Howard Pyle ranked #14: The nation makers
          1906 · Brandywine Museum of Art, Delaware County
          Technique
          Hand-painted oil on linen canvas
          Made
          To order, by a trained painter
          Popularity
          No. 14 of 22 artworks by Howard Pyle
          Delivery
          Worldwide, about 5 weeks
          from$18125 × 40 cm Commission this artwork

          Howard Pyle: The Mermaid

          View the most popular artwork of Howard Pyle ranked #15: The Mermaid
          1910

          Howard Pyle’s ‘The Mermaid’ (1910) captures a romantic Art Nouveau scene of a human & mermaid. Watercolor beauty, mystical allure, and timeless charm – explore this captivating artwork.

          Technique
          Hand-painted oil on linen canvas
          Made
          To order, by a trained painter
          Popularity
          No. 15 of 22 artworks by Howard Pyle
          Delivery
          Worldwide, about 5 weeks
          from$18126 × 38 cm Commission this artwork

          Joan of Arc in Prison

          View the most popular artwork of Howard Pyle ranked #16: Joan of Arc in Prison
          Technique
          Hand-painted oil on linen canvas
          Made
          To order, by a trained painter
          Popularity
          No. 16 of 22 artworks by Howard Pyle
          Delivery
          Worldwide, about 5 weeks
          from$18124 × 41 cm Commission this artwork

          There is a time to fight, and that time has now come, 1902, Howard Pyle

          View the most popular artwork of Howard Pyle ranked #17: There is a time to fight, and that time has now come
          1902

          Howard Pyle’s "There is a time..." depicts a powerful Black figure in a courtroom scene. Oil painting, realism, & social commentary – explore this evocative 1902 artwork.

          Technique
          Hand-painted oil on linen canvas
          Made
          To order, by a trained painter
          Popularity
          No. 17 of 22 artworks by Howard Pyle
          Delivery
          Worldwide, about 5 weeks
          from$30626 × 39 cm Commission this artwork

          Howard Pyle, Who Shall be Captain (1911)

          View the most popular artwork of Howard Pyle ranked #18: Who Shall be Captain
          1911
          Technique
          Hand-painted oil on linen canvas
          Made
          To order, by a trained painter
          Popularity
          No. 18 of 22 artworks by Howard Pyle
          Delivery
          Worldwide, about 5 weeks
          from$43126 × 39 cm Commission this artwork

          La Salle Christening the Country Louisiana'''', Howard Pyle

          View the most popular artwork of Howard Pyle ranked #19: La Salle Christening the Country Louisiana''''
          Technique
          Hand-painted oil on linen canvas
          Made
          To order, by a trained painter
          Popularity
          No. 19 of 22 artworks by Howard Pyle
          Delivery
          Worldwide, about 5 weeks
          from$18126 × 39 cm Commission this artwork

          A Wolf Had Not Been Seen at Salem for Thirty Years

          View the most popular artwork of Howard Pyle ranked #20: A Wolf Had Not Been Seen at Salem for Thirty Years
          1909
          Technique
          Hand-painted oil on linen canvas
          Made
          To order, by a trained painter
          Popularity
          No. 20 of 22 artworks by Howard Pyle
          Delivery
          Worldwide, about 5 weeks
          from$30641 × 25 cm Commission this artwork

          So the Treasure Was Divided, 1905, Howard Pyle

          View the most popular artwork of Howard Pyle ranked #21: So the Treasure Was Divided
          1905
          Technique
          Hand-painted oil on linen canvas
          Made
          To order, by a trained painter
          Popularity
          No. 21 of 22 artworks by Howard Pyle
          Delivery
          Worldwide, about 5 weeks
          from$18138 × 26 cm Commission this artwork

          The Settlers by Howard Pyle, 1897

          View the most popular artwork of Howard Pyle ranked #22: The Settlers
          1897 · Brandywine Museum of Art, Delaware County · original 22.9 x 30.8cm
          Technique
          Hand-painted oil on linen canvas
          Made
          To order, by a trained painter
          Popularity
          No. 22 of 22 artworks by Howard Pyle
          Delivery
          Worldwide, about 5 weeks
          from$18126 × 39 cm Commission this artwork
          The artist

          Howard Pyle

          1853 – 1911

          Portrait of Howard Pyle
          Quick facts
          • Typical colorsearthy, neutrals
          • Works on APS22
          • NationalityUnited States
          • Also known asH. Pyle, هوارد بيل, Хауърд Пайл, Χάουαρντ Πάιλ, ハワード・パイル
          • Top-ranked workThen Sang Sire Edward
          • Art period19th Century
          • Lifespan58 years
          Biography

          A Pioneer of American Illustration: The Life and Legacy of Howard Pyle

          Howard Pyle, born in Wilmington, Delaware, in 1853, stands as a monumental figure in the history of American illustration. More than simply an artist, he was a storyteller, educator, and innovator who fundamentally shaped the visual landscape of late 19th and early 20th-century America. His influence extends far beyond the pages of books and magazines; Pyle essentially *created* the romanticized image of pirates that continues to dominate our collective imagination today. From a young age, Pyle displayed an innate talent for both drawing and writing, nurtured by supportive parents who recognized his potential despite his somewhat indifferent attitude toward formal schooling. His artistic training was relatively brief—three years at the studio of F.A. van der Wielen in Philadelphia, supplemented by lessons at the Art Students League of New York—but it proved sufficient to launch a career that would redefine illustration as a serious art form. Early struggles in New York were overcome with encouragement from established artists like Edwin Austin Abbey and A.B. Frost, culminating in his first published spread in Harper’s Weekly in 1878, a moment that signaled the beginning of his ascent.

          The Brandywine School and a Generational Impact

          Pyle's commitment to fostering artistic talent led him to teaching roles at the Drexel Institute of Art, Science, and Industry in 1894, and subsequently, to founding his own school, the Howard Pyle School of Illustration Art around 1900. This wasn’t merely a classroom; it was an immersive environment where students were instilled with Pyle's rigorous standards and unique approach to narrative illustration. The impact of this school—later dubbed the “Brandywine School” by scholar Henry C. Pitz, due to its concentration in the Brandywine region—is immeasurable. A remarkable roster of artists passed through his tutelage, including N.C. Wyeth, Frank Schoonover, Violet Oakley, and Jessie Willcox Smith, each going on to achieve significant recognition in their own right. Pyle’s teaching philosophy emphasized not just technical skill but also a deep understanding of history, literature, and the power of visual storytelling. He encouraged his students to research their subjects thoroughly, to immerse themselves in the atmosphere of the scenes they depicted, and to strive for authenticity even when portraying fantastical worlds. His home and studio in Wilmington, still standing today as a National Historic Landmark, served as the heart of this artistic community.

          Medieval Visions and Modern Mythmaking

          Pyle’s artistic output was remarkably diverse, encompassing historical scenes, adventure stories, fairy tales, and—most famously—pirate imagery. He found particular inspiration in medieval European history and Arthurian legends, producing lavishly illustrated editions of *The Merry Adventures of Robin Hood* (1883) and a four-volume set on King Arthur that captivated readers with their romanticism and attention to detail. These works weren’t simply illustrations; they were immersive visual experiences that transported audiences to another time and place. However, it was his depictions of pirates that truly cemented his legacy. Prior to Pyle, the popular image of a pirate was largely undefined. He single-handedly crafted the now-iconic stereotype—the flamboyant attire, the eye patches, the swaggering poses—drawing inspiration from diverse sources like gypsy dress and historical costume books, but ultimately creating something entirely new and enduring. While historically inaccurate for practical seafaring life, Pyle’s pirates were undeniably *romantic*, embodying a spirit of adventure and rebellion that resonated with audiences then and continues to do so today. His influence can be seen in countless depictions of pirates in film, literature, and popular culture, from Errol Flynn's swashbuckling heroes to Johnny Depp's enigmatic Jack Sparrow.

          A Late Flourishing and Enduring Influence

          In 1910, Pyle traveled to Florence, Italy, seeking to study mural painting and further refine his artistic skills. Sadly, this journey was cut short by a sudden kidney infection (Bright’s disease), leading to his death in 1911 at the age of 58. Despite his relatively early passing, Pyle left behind an extraordinary body of work that continues to inspire artists and captivate audiences today. His illustrations are celebrated for their dynamic compositions, rich colors, and masterful storytelling. He wasn’t merely illustrating stories; he was *creating* worlds, breathing life into characters, and shaping the visual language of adventure and fantasy. The Smithsonian American Art Museum recognizes Pyle as a pivotal figure whose work bridged the gap between fine art and popular illustration, elevating the latter to new heights of artistic expression. His legacy extends beyond his individual artworks; it lives on in the generations of artists he mentored and in the enduring power of the images he created—images that continue to shape our understanding of history, myth, and the boundless possibilities of imagination.

          Major Works & Recognition

          • The Merry Adventures of Robin Hood (1883): A cornerstone of children’s literature, renowned for its vibrant illustrations and captivating retelling of the classic tale.
          • Otto of the Silver Hand (1888): Pyle's first novel, showcasing his talent as both author and illustrator, set in a medieval European setting.
          • The Pirate was a Picturesque Fellow (circa 1890): A defining image of the romanticized pirate archetype that continues to influence popular culture.
          • The Story of King Arthur and His Knights (1903-1905): A comprehensive and beautifully illustrated retelling of the Arthurian legends.
          • Mural Paintings: Including *The Battle of Nashville* at the Minnesota State Capitol, demonstrating his versatility in large-scale works.
          Pyle’s work is held in major museum collections across the United States, including the Smithsonian American Art Museum and numerous private collections. His contributions to illustration have been widely recognized through exhibitions, scholarly publications, and a lasting influence on subsequent generations of artists. He remains a towering figure—a true pioneer who transformed the art of illustration into a powerful and enduring form of storytelling.

          Questions & Answers

          How many artworks by Howard Pyle are available to browse?

          You can browse 22 artworks by Howard Pyle on the All Artworks page.

          Can I study Howard Pyle's use of color across all works?

          Howard Pyle's use of color across the works listed on this website can be studied on the artist's Palette Genome page.

          Is there a complete list of Howard Pyle's artworks?

          Every work by Howard Pyle on this website can be browsed from the artist's All Artworks page.

          By the WahooArt.com Editorial Team Updated Sept. 1, 2026
          Collector's quiz
          1. Howard Pyle is best known for his work as a(n):

          2. Pyle founded an art school, which later became known as the:

          3. Which classic adventure tale did Pyle famously retell and illustrate?

          4. Pyle is credited with creating the modern stereotype of:

          5. Where did Howard Pyle die?

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