Tory's Cave (New Milford, Connecticut)

The Old Boardman Bridge, formerly Boardman Bridge, is a historic lenticular truss bridge, which used to carry Boardman Road across the Housatonic River in New Milford, Connecticut. Built from 1887 to 1888 out of wrought iron, it is one of the state's three surviving examples of this bridge type, and along with Lover's Leap Bridge, one of two in New Milford. It was listed on the National Register of Historic Places in 1976. The bridge was closed to vehicles in 1984 and to pedestrians in 1985; however, the Town of New Milford is seeking to restore it and reopen it to pedestrian traffic.

Gaylordsville station is a former train station in Gaylordsville, Connecticut. The station building was built in the 1918, replacing the Merwinsville Hotel as the local depot, to serve passengers on the Housatonic Railroad. Shortly after its closure, the station was purchased by former New York advertising executives, Jean & Cle Kinney. In October 1971, the couple relocated the structure to a nearby hill on River Road and converted it into their own unique and creative home.

Candlelight Farms Airport (FAA LID: 11N) is located in New Milford, Connecticut, United States.

The Merwinsville Hotel is a historic hotel building and former railroad station at 1 Brown's Forge Road in the Gaylordsville village of New Milford, Connecticut. Built in 1842-43, it is one of the oldest hotels built specifically for a railroad stop in the United States. It was listed on the National Register of Historic Places in 1977.

Gaylordsville is a village (neighborhood/borough) in the northwest corner of the town of New Milford, Litchfield County, Connecticut, United States. It was listed as a census-designated place (CDP) prior to the 2020 census.

The Sherman School is a school district and public elementary and middle school of Sherman, Connecticut. It opened in 1937 as a consolidation of various schools; the community voted to consolidate on April 18, 1936.

Sherman is the northernmost and least populous town of Fairfield County, Connecticut, United States. The population was 3,527 at the 2020 census. The town was formed in 1802 from the northern part of New Fairfield. It is named for Roger Sherman, the only person who signed all four founding documents of the United States of America. He also had a cobblers shop in the north end of town which has been reconstructed behind the Northrup House in the center of town. Sherman has been named "Best Small Town in Connecticut" three times by Connecticut Magazine. The Appalachian Trail goes through the northern end of Sherman. Part of Squantz Pond is in the town. Sherman is a popular weekend retreat for New York City residents, with about a third of its residents weekenders. The town is located 62 miles (100 km) northeast of New York City, making it part of the New York metropolitan area.Sherman has one area on the National Register of Historic Places: the Sherman Historic District, bounded roughly by the intersection of Old Greenswood Road and Route 37, northeast past the intersection of Route 37 East and Route 39 North and Sawmill Road. The district was added to the National Register on August 31, 1991. Sherman is the only town in Fairfield County in the 860 area code; the remainder of the county is served by the area code 203/area code 475 overlay.

Sherman is a census-designated place (CDP) comprising the central community in the town of Sherman, Fairfield County, Connecticut, United States. It is in the central part of the town, at the north end of Candlewood Lake. The Sherman Historic District covers 85 acres (34 ha) in the northern part of the CDP, at the intersection of Connecticut Routes 37 and 39, containing many of the oldest buildings in the town. Sherman was first listed as a CDP prior to the 2020 census.

The Sherman Historic District encompasses the historic town center of Sherman, Connecticut. It covers an 85-acre (34 ha) historic district area centered on the junction of Connecticut Routes 37 and 39, and consists mostly of residential structures, some of them dating to not long after the town's incorporation in 1740. Most of the village center was developed in the 19th century. Notable buildings include the 1837 Greek Revival Center Church (now used as a performance space), the 1886 Old Town Hall, and the 1926 Colonial Revival library building.: 14 The district was listed on the National Register of Historic Places in 1991.

Canterbury School is a college preparatory, coeducational boarding and day independent school for students in grades 9-12 and post-graduate. It is located in New Milford, Connecticut, United States.

The Carl F. Schoverling Tobacco Warehouse is a historic industrial storage building at 1 Wellsville Avenue in New Milford, Connecticut. Also known locally as the Flatiron Building, it was built in 1897 by one of the region's leading tobacco processing businesses, and is one of only two such buildings to surviving from period in the town. It was listed on the National Register of Historic Places in 1982.

The Merryall Union Evangelical Society Chapel (also known as Merryall Union Chapel) is a historic church building on Chapel Hill Road in the Lower Merryall section of New Milford, Connecticut. Built in 1890, it is the town's best example of Carpenter Gothic architecture. It is used in the summertime for services by visiting ministers of diverse denominations, and hosts weddings and other private functions. It was listed on the National Register of Historic Places in 1986.