Grain and Lumber Exchange Building

Winona City Hall is the seat of municipal government for Winona, Minnesota, United States. It was built with federal funding from the Public Works Administration in 1939.The building was listed on the National Register of Historic Places in 1999 for having local significance in the themes of architecture and politics/government. It was nominated as a local example of the massive federal relief efforts of the New Deal and for its exceptional Classical Moderne architecture.The building was designed by the local firm of Boyum, Schubert and Sorensen in 1938. It is partially faced in local travertine stone. Winona City Hall originally included a police station with police garage and jail cells, which were removed when the interior of the building was remodeled in the early 1980s.

The Choate Department Store is a historic commercial building in Winona, Minnesota, United States. It was built in 1881 for Hannibal Choate (1835–1923), an early Winona-based merchant who achieved such regional prominence that he became known as the "merchant prince of southeastern Minnesota". The building was listed on the National Register of Historic Places in 1976 for its local significance in the theme of commerce. It was nominated for its associations with Choate, who pioneered fixed price retail and in-store merchandise displays in the region, and boosted his bottom line by wholesaling to other merchants.In 1998 the store was also included as a contributing property of the Winona Commercial Historic District.

The Winona Savings Bank Building, now the Winona National Bank Historic Downtown Building, is an Egyptian Revival bank building in Winona, Minnesota, United States. It was designed by Chicago-based architect George W. Maher and constructed from 1914 to 1916. The building was listed on the National Register of Historic Places in 1977 for having state-level significance in the themes of architecture and commerce. It was nominated for being the largest and best preserved of Minnesota's few early-20th-century Egyptian Revival buildings, and one of Maher's master works in the state.The bank contains on the third floor of it a taxidermy gallery of African wildlife and guns by bank president EL King.

The Winona Commercial Historic District comprises six downtown blocks along 3rd Street in Winona, Minnesota, United States. It comprises 65 contributing properties mostly built in the 1880s and 1890s. The district was listed on the National Register of Historic Places in 1998 for having local significance in the theme of commerce. It was nominated for reflecting the prosperity of a river and rail town that grew into southeast Minnesota's leading commercial center of the late 19th century.

Merchants National Bank is a bank building in Winona, Minnesota, United States, designed in the Prairie School architectural style. It was built in 1912 and features elaborate terracotta and stained-glass ornamentation. It was listed on the National Register of Historic Places in 1974 for having state-level significance in the themes of architecture and commerce. It was nominated for being the "largest and probably best example" of the 18 Midwestern banks designed by Purcell, Feick & Elmslie, a significant influence on early-20th-century American architecture. It is also a contributing property to the Winona Commercial Historic District.

The Winona Masonic Temple is a historic Masonic Temple in Winona, Minnesota, United States, completed in 1909. Many local civic and business leaders were members of the lodge. Containing a large ballroom and other meeting space, the building was an important venue in Winona for both Masonic activities and general public events. The Winona Masonic Temple was listed on the National Register of Historic Places in 1998 for having state-level significance in the themes of art and social history. It was nominated as the headquarters of a fraternal organization important to Winona's civic and social development, and for containing Minnesota's largest collection of Masonic theatre backdrops and stage equipment.

The East Second Street Commercial Historic District is a small historic district in Winona, Minnesota, United States. It comprises 14 contributing properties mostly built in the late 1860s. The district was listed on the National Register of Historic Places in 1991 for its state-level significance in the themes of architecture and commerce. It was nominated for being one of the few surviving remnants of the original business district of a Minnesota river town, and for being a symbol of Winona's swift growth as a lumber and grain trade center.

The Schlitz Hotel is a former hotel and saloon in Winona, Minnesota, United States. It operated from 1892 to 1921 as one of many such establishments commissioned around the Upper Midwest by the Joseph Schlitz Brewing Company of Milwaukee. The building was listed on the National Register of Historic Places in 1982 for its local significance in the themes of architecture and commerce. It was nominated for being a well-preserved example of this once-common business venture by breweries. In 1998 the Schlitz Hotel was also included as a contributing property of the Winona Commercial Historic District.

The Laird, Norton Company Building is a historic commercial building in Winona, Minnesota, United States. From its completion in 1918 to 1958 it was the headquarters of the Laird, Norton Company, the largest and most successful logging firm based in Winona. It was listed on the National Register of Historic Places in 2014 for its local significance in the theme of commerce. It was nominated for its association with the Minnesota lumber industry. The Laird, Norton Company was founded in the 1850s in Winona, a strategic river and rail hub, and pioneered the use of line yards, lumber yards established along railroad lines to sell raw building material to inland settlers.

The Winona and St. Peter Railroad Freight House is a former freight house in Winona, Minnesota, United States. Built from 1882 to 1883, it is the city's last surviving freight facility of the Winona and St. Peter Railroad. The building was listed on the National Register of Historic Places in 1984 for having local significance in the theme of transportation. It was nominated as a symbol of the Winona and St. Peter Railroad, which was instrumental in spurring Winona's industry and growth by developing markets along its rail lines across Minnesota and into Dakota Territory. Through mergers and acquisitions, the building continued to serve as a railroad office and freight house until 1961. As of 2017 the west end of the building houses the Jefferson Pub & Grill, which keeps vintage railroad photographs and memorabilia on display.

The Winona Hotel is a former hotel building in Winona, Minnesota, United States, constructed in 1889. It was listed on the National Register of Historic Places in 1983 for having local significance in the themes of architecture and commerce. It was nominated for its locally distinctive Romanesque Revival architecture and origin as a hotel specifically constructed to accommodate out-of-town visitors during Winona's heyday as a fine theatre destination. The Winona Hotel is also a contributing property to the Winona Commercial Historic District. Now known as The Kensington, the building has been converted to senior apartments.

Anger's Block is a historic commercial building in Winona, Minnesota, United States. Built in 1872, it is one of the oldest surviving commercial buildings in Winona's central business district. The building was listed on the National Register of Historic Places in 1978 for its local significance in the theme of architecture. It was nominated for its early status among Winona's downtown buildings, which is furthered by the survival of its original architectural plans. In 1998 the building was also listed as a contributing property to the Winona Commercial Historic District.