Blue cellulose acetate banner painted with an image of the Trylon and Perisphere of the 1939 World's Fair in orange and cream; inscription painted in cream, "WELCOME TO THE/ NEW YORK WORLD'S FAIR/ 1939"; scalloped bottom with synthetic yellow fringe; glazed cotton binding across the top with four metal grommets.

Blue cotton pennant with the greek letter delta crossed with a "T" sewn on in white cotton letters; a wooden pole is strung through the top with metal acorn finials at each end; a metal ring is attached at the center for hanging.

Silk flag of Typographia No. 7 New York, branch of the International Typography Union; embroidered on two sides; on one medallion with two shaking hands surrounded by the inscription, "Deutsch Amerikanische Typographia/ 1869/ 1901/ Branch I. T. U."; on the reverse is an escutcheon of Johan Gutenberg surround by a laurel wreath and the inscription, "Typographia No. 7/ New York"; yellow silk fringe along the three edges of the fly.

Blue wool pennant with the inscription, "MADISON/ HIGH/ SCHOOL" sewn on in white cotton letters; a wooden pole is strung through the top with metal acorn finials at each end; a metal ring is attached at the center for hanging.

Wool pennant shaped, swallow tailed Army-Navy flag; red wool along hoist with the inscription "ARMY" in white cotton letters; tail end blue wool with inscription "NAVY" in white cotton letters with a star above "NAVY"; in center a white "E" surrounded by a gold wreath; white cotton hoist with metal grommets at each end; outline of cotton around all the edges of the flag.

Miniture printed synthetic-texile territorial flag of Puerto Rico; rectangle with a red triangle set against the hoist with a red star in its center, three blue stripes interspaced with two white stripes on the rest of the fly.

Silk flag of the Daughters of the Cincinnati; two pale green stripes and a white stripe between; an embroidered Amercan bald eagle in shades of brown and gold with a banner in its beak inscribed, "DAUGHTERS OF/ THE CINCINNATI", a starburst medallion on its breast with a portrait of George Washington in the center inscribed, "SERVATA FIDES CINERI" and arrows and an olive laural branch in its talons in the center; white silk fringe on the three sides of the fly.

Reproduction Revolutionary War Hessian colors (possibly the Landspatch, Kniphausen or Rahl battalions); black ground with a gilt circle surrounded by a laurel wreath in the center bearing a lion rampant with a dagger in his paw with the inscription "NESCIT PERICULA" above his head within a banner; crown crest topped by a globe and cross above the medallion; in the four cotton corners are gilt crowned laurel wreaths with the intials "FL" in thier centers.

Blue silk embroidered flag of the Thomas Jefferson Club with greens and brown silk chenille embroidered oak leaf garland below two shaking hands; embroidered inscription in gold highlighted with red across the top and bottom: "Presented by the Ladies to the/ Thomas Jefferson club 21st Ward/ New York December 26th 1872"; gold fringe trim around the three sides of the fly; four green ribbons sewn along the hoist.

Blue silk regimental flag of the 16th Regiment New York National Guard; silk chenille embroidered New York State seal in the center, a shield half U.S. national colors and half a rising sun over three mountains between personifications of Liberty holding a staff topped with the liberty cap and Justice blind-folded holding the scales, an american bald eagle flies above and a banner inscribed "Excelsior" is below; originally a banner with "16th REG'T N.G.S.N.Y." was embroidered below the seal; gold fringe trim around the three fly edges.