North Channel Bridge

Main Channel Bridge (Winona) consists of a pair of bridges, the original cantilever bridge, and a concrete box girder bridge completed in 2016, that span the main channel of the Mississippi River in the United States between Winona, Minnesota, and Latsch Island. Another bridge, the North Channel Bridge, connects the island to rural Buffalo County, Wisconsin. The bridge carries Minnesota State Highway 43, which continues as Wisconsin Highway 54 at the Minnesota/Wisconsin state line on the nearby North Channel Bridge; in Winona, it connects to Winona Street. Construction on the original cantilever bridge was started just before the U.S. entered World War II, and the construction was hastened to finish in November 1942, despite labor shortages, difficulty obtaining materials, and high water. It was built in 1941–1942 by the Minnesota Department of Transportation (MnDOT). On May 17, 2008, the United States Postal Service announced that the bridge would be on the Minnesota sesquicentennial commemorative stamp.Following an inspection of the bridge's gusset plates, the Minnesota Department of Transportation closed the bridge on June 3, 2008, with over 60-mile-long (97 km) detours as an alternative. The bridge reopened on June 14, 2008. After considering a number of alternatives, including rehabilitation of only the original bridge, or construction of a new bridge and demolition of the original bridge, on August 23, 2012, the Minnesota Department of Transportation announced approval for plans to build a new two-lane concrete box girder bridge, prior to rehabilitating the original bridge. Construction of the new bridge began immediately upstream of the cantilever bridge in July 2014, and opened for traffic in August 2016. Following the opening of the new bridge, the original cantilever bridge closed for rehabilitation. The rehabilitated cantilever bridge opened July 1, 2019, allowing 2 lanes in each direction.

The Winona Rail Bridge was a swing bridge that spanned the Mississippi River between Winona, Minnesota, and Winona Junction in Buffalo, Buffalo County, Wisconsin. It was built to link the Winona and St. Peter Railroad with the La Crosse, Trempealeau & Prescott Railroad. Both railroads became part of the Chicago and North Western Transportation Company (C&NW). Parts of the bridge are still visible. The swing span was removed, but the box girder portion of the bridge still extends from Latsch Island just downstream of the current Main Channel Bridge. Piers from the original 1871 bridge and the box girders are in the North Channel just downstream of the current North Channel Bridge.

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 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 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.

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 Winona County Courthouse is the seat of government for Winona County in Winona, Minnesota, United States. The 1889 Richardsonian Romanesque building was listed on the National Register of Historic Places in 1970 for having local significance in the themes of architecture, art, and politics/government. It was nominated for being an artistic manifestation of Winona's prosperous riverboat and logging era. It was the first courthouse in Minnesota listed on the National Register.

The Latsch Building is a historic commercial property in Winona, Minnesota, United States. Once known as the Kupietz Block, it was constructed in stages from 1860 to the 1880s. It was listed on the National Register of Historic Places in 1975 (under the misspelled name Kirch/Latch Building) for having local significance in the themes of architecture and commerce. It was nominated for its transitional Gothic Revival/Italianate architecture and its former occupation by the largest of several produce wholesalers that based themselves in Winona to take advantage of the city's river and rail connections.

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.

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 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.

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.