Taylor Square is a public square in Sydney, New South Wales, Australia. Taylor Square is located beside a major road junction, at the intersection of Bourke, Forbes, Oxford and Flinders Streets. Taylor Square is also on the border of the suburbs of Darlinghurst and Surry Hills.

Taylor Square sits at the intersection of Bourke, Forbes, Oxford and Flinders streets above the tunnel section of the Eastern Distributor. The square is named after Sir Allen Taylor (1864–1940), a timber merchant, ship builder and Lord Mayor of Sydney who was responsible for the widening of Oxford Street during his tenure.

The area formerly bound by the traffic of the three streets is popularly known as "Gilligan's Island" because of three large palm trees that once occupied the strip, but have since been subsequently removed. The opening of the Eastern Distributor in December 1999 also entailed the realignment of traffic flow in the area. Direct vehicle access across Oxford Street via Bourke Street is no longer possible.

The locality is a centre of the city's nightlife, especially for its LGBT community. Two permanent tributes are the large rainbow flag and rainbow crossing, built in 2014 and 2019 respectively.

Darlinghurst Courthouse is an imposing sandstone building on Taylor Square. It was designed by architect Mortimer Lewis (1796–1879) in 1844 and has a Greek Revival style façade. The central block is adapted from an 1823 design in Peter Nicholson's The New Practical Builder.

The square also features a large water fountain built into the pavement. This was part of a $5.25 million upgrade, in 2003, including lighting and a grass terrace. The fountain is currently being reviewed for upgrade and repair by the City of Sydney Council.

Taylor Square was the site of the public execution of John Knatchbull for murder in 1844, with a crowd of 10,000 people reportedly in attendance.

• Taylor Square Substation No. 6 and Underground Conveniences

33°52′51″S 151°13′01″E / 33.8808°S 151.2169°E / -33.8808; 151.2169