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Pioneer Square is a neighborhood in the southwest corner of Downtown Seattle, Washington, US. It was once the heart of the city: Seattle's founders settled there in 1852, following a brief six-month settlement at Alki Point on the far side of Elliott Bay. The early structures in the neighborhood were mostly wooden, and nearly all burned in the Great Seattle Fire of 1889. By the end of 1890, dozens of brick and stone buildings had been erected in their stead; to this day, the architectural character of the neighborhood derives from these late 19th century buildings, mostly examples of Richardsonian Romanesque.The neighborhood takes its name from a small triangular plaza near the corner of First Avenue and Yesler Way, originally known as Pioneer Place. The Pioneer Square–Skid Road Historic District, a historic district including that plaza and several surrounding blocks, is listed on the National Register of Historic Places. Like virtually all Seattle neighborhoods, the Pioneer Square neighborhood lacks definitive borders. It is bounded roughly by Alaskan Way S. on the west, beyond which are the docks of Elliott Bay; by S. King Street on the south, beyond which is SoDo; by 5th Avenue S. on the east, beyond which is the International District; and it extends between one and two blocks north of Yesler Way, beyond which is the rest of Downtown. Because Yesler Way marks the boundary between two different plats, the street grid north of Yesler does not line up with the neighborhood's other streets (nor with the compass), so the northern border of the district zigzags along numerous streets. In some places, the Pioneer Square–Skid Road Historic District extends beyond these borders. It includes Union Station east of 4th Avenue S., and several city blocks south of S. King Street.

The Casino (nicknamed "Madame Peabody's Dancing Academy for Young Ladies" and "The Dance") was a gay and lesbian dance club, café, pool hall, and card room located in Pioneer Square in Seattle. It was opened by Joseph Bellotti in 1930 in the basement of the building where The Double Header was located. It was known as one of the places most welcoming of gays on the West Coast.

Prefontaine Fountain is a fountain by Carl Frelinghuysen Gould, installed at Prefontaine Place, a small park in the Pioneer Square district of Seattle, Washington, near the intersection of 3rd Avenue and Yesler Way.

Smith Tower is a skyscraper in the Pioneer Square neighborhood of Seattle, Washington, United States. Completed in 1914, the 38-story, 484 ft (148 m) tower is the oldest skyscraper in the city and was among the tallest skyscrapers outside New York City at the time of its completion. It was the tallest building west of the Mississippi River until the completion of the Kansas City Power & Light Building in 1931. It remained the tallest building on the U.S. West Coast for nearly half a century, until the Space Needle overtook it in 1962.The tower is named after its builder, the firearm and typewriter magnate Lyman Cornelius Smith (unrelated to Horace Smith of Smith & Wesson), but its construction was largely overseen by his son Burns Lyman Smith after his father's 1910 death and would remain under the ownership of the Smith family into the 1940s. It was originally known as the L.C. Smith Building until the Smith Tower became its official name in 1929. It was designated as a Seattle landmark in 1984.

The Double Header was a gay bar located at 407 2nd Avenue S in Seattle's Pioneer Square neighborhood, in the U.S. state of Washington. The LGBT establishment opened in 1934 and closed in December 2015. It was thought to be the oldest gay bar in the United States.In the basement of the building, a gay dance club called The Casino operated from the 1930s to the 1950s; afterwards it was converted into a diner. It was popular with drag queens.

The Interurban Building, formerly known as the Seattle National Bank Building (1890–1899), the Pacific Block (1899–1930) and the Smith Tower Annex (1930–1977), is a historic office building located at Yesler Way and Occidental Way S in the Pioneer Square neighborhood of Seattle, Washington, United States. Built from 1890 to 1891 for the newly formed Seattle National Bank, it is one of the finest examples of Richardsonian Romanesque architecture in the Pacific Northwest and has been cited by local architects as one of the most beautiful buildings in downtown Seattle. It was the breakthrough project of young architect John Parkinson, who would go on to design many notable buildings in the Los Angeles area in the late 19th and early 20th century.The Seattle National Bank would leave their building after only five years, followed by numerous legal battles between its owners, creditors and builders that ultimately led to the foreclosure of the building. It came under the ownership of New York industrialist Lyman Cornelius Smith who would rename it the Pacific Block in 1899. From 1904 to 1928, the Puget Sound Electric Railway's Seattle–Tacoma line terminated in front of the building and the old banking room was converted into a ticket office and waiting room. The building was threatened with demolition several times in the 1910s and 1920s but plans to replace the building with a skyscraper always fell though. The building underwent a major interior modernization beginning in 1929 under L.C. Smith's heirs, which included demolition of the entire Southeast wing of the building. The building was renamed again to the Smith Tower Annex, which it would remain until its most recent restoration in the late 1970s after which it was renamed the Interurban Building as a nod to its role in local transportation. It was listed on the National Register of Historic Places in 1970 as a contributing property to the Pioneer Square Historic District.

Waterfall Garden Park, also called UPS Park and UPS Waterfall Park, is a private 60-by-80-foot (18 m × 24 m) pocket park in Seattle, Washington, created in 1978 at the original United Parcel Service building in Pioneer Square. It is open to the public during the day and closed at night. The park was designed by Masao Kinoshita with Sasaki Associates and funded by Annie E. Casey Foundation to commemorate UPS's founder, James Casey. The park is named for a manmade 22-foot (6.7 m) tall waterfall over which is pumped 5,000 US gallons (19,000 l) of water per minute. It is described as "one of the most expensive parks per square foot ever built in the United States". Roger Sale says in the guidebook Seeing Seattle that the park is locked at night to keep out the sizeable Pioneer Square homeless population.The park's Japanese garden includes Chamaecyparis obtusa and other botanicals native to Japan, and a pool designed by Yoshikuni Araki. The garden won the Environmental Award of the American Nurserymens Association in 1981.

City Hall Park is a 1.3-acre (0.53 ha) park located in the Pioneer Square neighborhood of Seattle, Washington on a block bounded by 3rd Avenue on the southwest, Dilling Way on the southeast, 4th Avenue on the northeast, and the King County Courthouse on the northwest. It is so named because when it was laid out in 1916, the King County Courthouse was the County-City Building, housing both Seattle and King County government. City offices moved out in 1962.

The Collins Building or Collins Block is a brick building in Seattle, Washington, JUSA, constructed between 1893 and 1894 by John Collins.Designed in the Richardsonian Romanesque style by Arthur Bishop Chamberlin, the five-story Collins Building is built on a hilly slope at the corner of Second Avenue and James Street. It is sited on land once occupied by John Collins' personal residence, which was destroyed in the Great Seattle Fire.As of 2016, the building was owned by the Samis Foundation.

Elm Coffee Roasters is a coffee shop in Seattle's Pioneer Square, in the U.S. state of Washington. It has operated two locations.

The Seattle Fire Department provides fire protection and emergency medical services to the city of Seattle, Washington, United States. The department is responsible for an area of 142.5 square miles (369 km2), including 193 miles (311 km) of waterfront, with a population of 713,700. There is a total of 1,065 employees with 981 uniformed personnel and 84 civilian employees.

Pioneer Square station is a light rail station that is part of the Downtown Seattle Transit Tunnel in Seattle, Washington, United States. The station is located under 3rd Avenue at James Street, between University Street and International District/Chinatown stations. It is served by Line 1, part of Sound Transit's Link light rail system, and provides connections to local buses and Colman Dock, a major ferry terminal serving areas west of Seattle. The station consists of two side platforms situated under street level, with two mezzanines connecting to the surface at James Street and Yesler Way in Seattle's Pioneer Square neighborhood. It opened on September 15, 1990, and was used exclusively by buses until 2009. The tunnel and stations closed for almost two years, from 2005 to 2007, for renovation and modifications to accommodate light rail trains. Link light rail service to Pioneer Square station began on July 18, 2009, and bus service ended on March 23, 2019. Trains serve the station twenty hours a day on most days at a frequency of six minutes during peak periods and 12–20 minutes at other times. In early 2020, Pioneer Square station served as a transfer point between trains with a temporary center platform as part of construction for the East Link Extension.