Loomis Chaffee School

The Loomis Homestead in Windsor, Connecticut, is one of the oldest timber-frame houses in America. The oldest part of the house, an ell adjacent to the main house, is believed to have been built between 1640 and 1653 by Joseph Loomis who came to America from England in 1638. Later additions to the Loomis house were made around the turn of the eighteenth century. The preserved house is now adjacent to the well-known Loomis Chaffee School, which was founded by Loomis' descendants who donated the surrounding farm land of the original homestead for the grounds of the school.

The Edward and Ann Moore House is a historic house at 464 Broad Street in Windsor, Connecticut. Built in 1806, it is a good example of Federal style residential architecture executed in brick. It was listed on the National Register of Historic Places in 1988.

The Farmington River is a river, 46.7 miles (75.2 km) in length along its main stem, located in northwest Connecticut with major tributaries extending into southwest Massachusetts. The longest route of the river, from the origin of its West Branch, is 80.4 miles (129.4 km) long, making it the Connecticut River's longest tributary by 2.3 miles (3.7 km) over the major river directly to its north, the Westfield River. The Farmington River's watershed covers 609 square miles (1,580 km2). Historically, the river played an important role in small-scale manufacturing in towns along its course, but it is now mainly used for recreation and drinking water.

The former Grace Church Rectory is a historic church rectory and house at 301 Broad Street in Windsor, Connecticut. Built about 1865, it is a good local example of Gothic Revival architecture executed in brick. It was listed the National Register of Historic Places in 1988.

The Broad Street Green Historic District encompasses the historic late-19th century town center of Windsor, Connecticut. It is centered around the Broad Street Green, a public park extending on the east side of Broad Street (Connecticut Route 159) between Union and Batchelder Streets, and includes a diversity of architecture spanning much of the town's long history. It was listed on the National Register of Historic Places in 1999.

The Stony Hill School is a historic school building at 1195 Windsor Avenue in Windsor, Connecticut. Built in 1856 and extensively altered after a move in 1899, it is a good example of a Colonial Revival district schoolhouse built out of brick. It was listed on the National Register of Historic Places in 1988.

The William Harvey House is a historic house at 1173 Windor Avenue in Windsor, Connecticut. Built in 1868, it is a good local example of Italianate architecture, executed in brick. It was listed on the National Register of Historic Places in 1988.

The Deacon John Moore House is a historic house at 37 Elm Street in Windsor, Connecticut. The oldest portion of the house was built in 1664, making it one of the oldest houses in the state. It has been altered and renovated, but retains its original frame and other elements. It was listed on the National Register of Historic Places in 1977.

The Hartford & New Haven Railroad Freight Depot is a historic building at 40 Mechanic Street in downtown Windsor, Connecticut, across the street from the equally historic Hartford & New Haven Railroad Depot. Built about 1870, it is a well-preserved example of a Gothic Revival freight depot. It was listed on the National Register of Historic Places in 1988. It is now the home of the Windsor Arts Center, a non-profit place that exhibits the work of visual and performing artists.

Windsor station is a historic railroad station on Amtrak's New Haven–Springfield Line, located in downtown Windsor, Connecticut. It is served by Amtrak Northeast Regional and Valley Flyer intercity service and CT Rail's Hartford Line commuter rail service. The nearby Hartford & New Haven Railroad-Freight Depot serves as the home of the Windsor Arts Center.

The building at 14 Maple Avenue in Windsor, Connecticut, United States, is a Former Fire Station of the town. It was built about 1882, and was the town's first purpose-built firehouse. Now converted to commercial use, it was listed on the National Register of Historic Places in 1988.

The Colonel James Loomis House is a historic house at 208-210 Broad Street in Windsor, Connecticut. Built in 1822 for a prominent local family, it is a good local example of Federal architecture executed in brick. It was listed on the National Register of Historic Places in 1988.