1. The opening of the New York City Subway: On October 27, 1904, the New York City Subway officially opened to the public. The subway, which is now one of the largest and busiest transit systems in the world, consisted of nine stations stretching from City Hall to 145th Street in Harlem.

2. The birth of Theodore Roosevelt: October 27 is the birthday of one of New York's most famous residents, Theodore Roosevelt. Born in New York City in 1858, Roosevelt went on to become the 26th president of the United States and was known for his progressive policies and conservation efforts.

3. The completion of the Brooklyn Bridge: On October 27, 1883, the Brooklyn Bridge was officially completed. The bridge, which spans the East River and connects Manhattan and Brooklyn, was at the time the longest suspension bridge in the world and remains an iconic symbol of New York City.

4. The opening of the Museum of Modern Art: On October 27, 1929, the Museum of Modern Art (MoMA) opened its doors to the public for the first time. The museum, which is located in midtown Manhattan, is now one of the world's largest and most influential museums dedicated to modern and contemporary art.

5. The Great Fire of 1835: On October 27, 1835, a fire broke out in New York City's financial district and quickly spread through the city, destroying more than 600 buildings and causing an estimated $20 million in damage. The fire, which was one of the largest in New York's history, led to significant changes in the city's building codes and firefighting practices.