Porta San Paolo (the Aurelian Walls gate at Piazzale Ostiense, adjacent to the Piramide di Caio Cestio, the gate that opens onto Via Ostiense, the ancient road to Ostia Antica and the Tiber mouth): the Aurelian Walls gate (built 275 AD as the Porta Ostiensis, renamed Porta San Paolo in the medieval period after the basilica of San Paolo fuori le Mura on Via Ostiense) whose specific 20th-century historical significance (the September 10, 1943 Battle of Porta San Paolo) makes it the most politically charged single ancient monument in Rome, the gate that Italian soldiers and civilians defended against the Nazi Wehrmacht troops on the first day of the German occupation of Rome.
The September 10, 1943 battle: the specific historical event (the morning of September 10, 1943, the day after the Armistice of Cassibile (September 8) when the Wehrmacht began the occupation of Rome under General Rainer Stahel): the Italian troops of the Granatieri di Sardegna and the Polizia dell'Africa Italiana, reinforced by spontaneous civilian volunteers, held the Porta San Paolo area against the German advance from Via Ostiense for approximately 8 hours before being overwhelmed. The casualties (approximately 414 Italian soldiers and civilian defenders killed in the Porta San Paolo and Piramide area on September 10, 1943): the monument to the defenders (the plaque inside the gate and the specific September 10 annual commemoration organized by the ANPI, the National Association of Italian Partisans) marks the Porta San Paolo as the primary site of the organized Italian resistance to the Nazi occupation in Rome.
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Porta San Paolo: Museum and September 10 Memorial

Museo della Via Ostiensis
Museo della Via Ostiensis (the museum inside the Porta San Paolo towers, the display covering the ancient road from Rome to Ostia Antica: the maps, the photographs, the reconstructed road surface section, and the specific archaeological documentation of the 25km Via Ostiense (the ancient road whose current successor, the modern Via Ostiense, follows the same trajectory as the ancient road and passes through the Porta San Paolo in its ancient form)): the museum is a specific and relatively rarely visited collection whose primary value is the documentation of the Ostia Antica circuit as seen from the Roman road perspective rather than the archaeological site perspective. Open Tuesday-Sunday 9:00-14:00. Free admission. The museum provides the most architecturally complete Aurelian Wall tower interior experience in Rome, the tower rooms, the staircase, and the wall-walk section accessible from the museum are more completely fitted out for visitor understanding than the comparable Porta San Sebastiano museum.
The September 10 Memorial
The September 10 Porta San Paolo commemoration (the ANPI annual event on September 10 at the Porta San Paolo and Piramide area, the specific public ceremony that the Italian partisan veterans association organizes in memory of the 1943 defenders): the commemoration (open to the public, typically beginning at 10:00am at Piazzale Ostiense) is the most specifically historically resonant single public event in Rome, the annual ceremony that connects the contemporary city to the specific moment of choice (the resistance or the acquiescence) that the September 10, 1943 events represented for the Romans who lived them.
Q&A: Porta San Paolo
How does Porta San Paolo compare to Porta San Sebastiano as a visit?
Porta San Sebastiano (the best-preserved Aurelian gate, the most architecturally complete, the 1km walkable wall section): the better architectural experience. Porta San Paolo (the September 10, 1943 historical significance, the Museo della Via Ostiensis, the Piramide di Caio Cestio adjacent): the better historically layered experience. The two gates (2km apart in the Aurelian Wall circuit) are best combined in the specific Ostiense-Testaccio archaeological and historical walk: the Porta San Paolo-Piramide-Cimitero Acattolico-Centrale Montemartini circuit (3-4 hours, entirely free or minimal admission) is the most historically varied single-neighborhood walk in Rome.