Patton and Loomis Block

The Olmsted-Hixon-Albion Block is a historic commercial block at 1645-1659 Main Street in the north end of downtown Springfield, Massachusetts. The building is actually three separate 19th-century buildings that were conjoined by internal connections in 1929, making a good example of adaptive reuse of commercial architecture in the city. The building was listed on the National Register of Historic Places in 1983.

The Carlton House Block is a historic commercial and retail block at 9-13 Hampden Street in Springfield, Massachusetts. Built in 1873, and updated in the early 20th century, it is a good example of Italianate architecture, built during the downtown's development as an industrial and commercial center. The building was listed on the National Register of Historic Places in 1983.

The Patton Building is a historic commercial building located at 15-19 Hampden Street in Springfield, Massachusetts. Built about 1872 with a restyled facade dating to 1909, it is a good example of Georgian Revival commercial architecture, further important for its association with the Pattons, major real estate developers of those periods. The building was added to the National Register of Historic Places on February 24, 1983.

The siege of Springfield was a siege of the colonial New England settlement of Springfield in 1675 by Native Americans during King Philip's War. Springfield was the second colonial settlement in New England to be burned to the ground during the war, following Providence Plantations. King Philip's War remains, per capita, the bloodiest war in American history.

The Hampden Savings Bank building is a historic bank building at 1665 Main Street in Springfield, Massachusetts. The building's original tenant, Hampden Bank (established 1852), now has a headquarters several blocks south of this site at 19 Harrison Avenue. The Classical Revival building was designed by Max H. Westhoff for the bank in 1918. The building was listed on the National Register of Historic Places in 1983.

The Chapin National Bank Building is a historic bank building at 1675-1677 Main Street in Springfield, Massachusetts. Built in 1917 for a bank founded in 1872 by Chester Chapin, it is a notable local example of Classical Revival architecture. The building was listed on the National Register of Historic Places in 1983. It now houses other commercial businesses.

The Student Prince Cafe & The Fort Restaurant, commonly referred to as The Student Prince, is a German restaurant, established in 1935, located at the corner of Fort and Main Street in the Metro Center neighborhood of Springfield, Massachusetts. The restaurant has been described by The Boston Globe and The New York Times as a city landmark, and has served German foods and beer in its grand hall for 89 years. Closing briefly from June until November 2014, the restaurant was purchased from longtime owner Rudi Scherff by Peter Picknelly of Peter Pan Bus Lines and Andy Yee, of the former Hu Ke Lau restaurant, in an agreement making them general partners, with Scherff remaining "the face of Student Prince". In 2008, Gourmet listed it among "20 Legendary American Restaurants", among the company of Galatoire's, Locke-Ober, and the Grand Central Oyster Bar & Restaurant.

The Paramount Theater (formerly known as Julia Sanderson Theater and The Hippodrome) is an historic theater located at 1676-1708 Main Street in Springfield, Massachusetts. Built in 1926 out of part of the grand Massasoit House hotel at a cost of over $1 million, the Paramount Theater was the most ornate picture palace in Western Massachusetts. As of 2011, The Paramount is in the midst of a $1.725 million renovation to once again become a theater after decades as a disco and concert hall, (the Hippodrome), when it was the center of Springfield's club scene. In 2018 the building's owners, the New England Farm Workers Council, announced plans to redevelop it in tandem with a new adjacent hotel building. In a push to renovate the Paramount along with Holyoke's Victory Theater, in October 2018, the administration of Massachusetts Governor Charlie Baker announced a $2.5 million grant to assist the project, on top of a $4 million federal loan guarantee. Pending finalizing funding for the combined restoration and new hotel, no construction timeline has been presented as of 2024.

The Kennedy-Worthington Blocks are three historic commercial and industrial buildings at 1585-1623 Main Street and 166-190 Worthington Street in downtown Springfield, Massachusetts. Built in the 1870s and 1880s, with a major restyling to two of them in 1912, the buildings were a major factor in the urban development of the area north of the city's traditional core. They were listed to the National Register of Historic Places in 1979.

The Whitcomb Warehouse is a historic warehouse at 32-34 Hampden Street in Springfield, Massachusetts. Built in 1896, it is one of the most intact late 19th century industrial buildings in Springfield. It was listed on the National Register of Historic Places in 1983.

The Wason-Springfield Steam Power Blocks are a collection of three historic commercial blocks at 27-43 Lyman St. and 26-50 Taylor Street in downtown Springfield, Massachusetts. They were built in the 1870s by the J.W. Wason Car Company and the Springfield Steam Power Company as facilities to support the development of new businesses in what was then called the North Blocks area of the city.Development on the north side of downtown Springfield was spurred by its proximity to the railroad lines that made the city an important regional transportation hub. In the 1850s, the Lyman and Taylor Streets, the two streets nearest the station, developed with small wood-frame and brick commercial and industrial buildings. A portion of this area became the plant of the Wason Manufacturing Company, maker of railroad cars. It moved to a new outlying factory in 1872, leasing its old factory to smaller businesses. The Powers Block, a six-story brick building at 27-37 Lyman Street, was built in 1873 by the Wason Company on part of its old factory grounds. It has five stories, and provided warehouse and factory space to the Powers Paper Company. An addition in 1881 increased its size by more than half, and a sixth floor was added in 1910. The Bryan Company Block, 39-43 Lyman Street, was built in 1889 for the Clark W. Bryan Company, and is a four-story brick construction. The Steam Power Company's Taylor Street Block, 26-50 Taylor Street, is a three-story brick block built in 1875. Originally longer, the building was shortened by 75 feet (23 m) to make way for the post office building on Dwight Street.The buildings have been converted to residential use. They were listed on the National Register of Historic Places in 1979.

The Trinity Block is a historic commercial building at 266-284 Bridge Street in downtown Springfield, Massachusetts. Built in 1923, the mixed-use retail and office building is noted for its colorful facade, finished in cast stone and terra cotta. It was added to the National Register of Historic Places in 1983.