| Pulling in the Fish Nets, Sorrento | | 1925 | | | |
| Pump House | | 1936 | | | |
| Purple Grapes | | 1929 | | | |
| Pussy Willows | | 1922 | | | |
| Putting Out Fishing Boat, Portugal | | 1928 | | | |
| Pygmies in Congo Forest | | 1929 | | | Honorable Mention |
| Pygmy Bowman in Congo Forest | | 1929 | | | |
| Pygmy Hunters in Congo Forest | | 1930 | | | |
| Pygmy Village in Congo Forest | | 1930 | | | |
| Quarry | | 1930 | | | |
| Quarry | | 1929 | | | Second Prize |
| Quarry Smiths, Cleveland | | 1919 | | | |
| Quebec Buildings | | 1929 | | | Second Prize |
| Queen Anne's Lace | | 1932 | | | Third Prize |
| Queen Anne's Lace | | 1938 | | | |
| Queen Ann's Lace | | 1935 | | | |
| Qui Vive? | | 1938 | | | |
| Quiet Afternoon | | 1924 | | | |
| Quilt, Pieced and Appliqued | | 1925 | | | |
| Quilting Bee | | 1938 | | | |
| Quimper Cathedral | | 1938 | | | |
| Quinces | | 1936 | | | |
| Quincy and the Nickelplate | | 1925 | | | |
| Quincy Porter | | 1932 | | | |
| R. F. D. | | 1938 | | | |
| R. Guy Cowan | | 1929 | | | |
| R. R. Worker | | 1938 | | | |
| Rabbit | | 1929 | | | |
| Radley, Oxfordshire | | 1932 | | | |
| Ragusa | | 1939 | | | |
| Rail Fence | | 1937 | | | |
| Railway Kinship | | 1930 | | | |
| Rain | | 1939 | | | Second Prize |
| Rain in the Hills | | 1927 | | | Third Prize |
| Rain over the Vega | | 1928 | | | |
| Rain Washed Ore in Sunlight | | 1930 | | | |
| Rainy Day | | 1922 | | | |
| Rainy Day, East Hampton | | 1938 | | | |
| Rainy Day--Federal Building, Cleveland | | 1923 | | | |
| Ralph Engleman | | 1933 | | | Third Prize |
| Rapids | | 1929 | | | |
| Raring to Go | | 1929 | | | |
| Ready for Action | | 1930 | | | |
| Real Folk | | 1937 | | | |
| Red Against Green | | 1935 | | | Honorable Mention |
| Red Barn | | 1933 | | | |
| Red Head Point-New Foundland | | 1933 | | | |
| Red Hot Steel Ingot | | 1933 | | | |
| Red House | | 1927 | | | Honorable Mention |
| Red Scarf | | 1931 | | | |
