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The Ridgefield Playhouse is a theater located in Ridgefield, Connecticut with a capacity of 500. It hosts a variety of entertainment events such as the showing of films, plays or musical performances.

Ridgefield station was a station on the Ridgefield Branch of the Danbury and Norwalk Railroad and later the New York, New Haven, and Hartford Railroad, located in the town of Ridgefield, Connecticut. Opened in 1870 as the terminus of its namesake branch line. The station would serve passengers until the discontinuation of passenger service on August 8, 1925, afterwards only accommodating freight service until the NYNH&H abandoned the line entirely in 1964. The station would remain as a part of the Ridgefield Supply Company's headquarters until 2015, when the original station was disassembled, refurbished, and moved to the other side of the property where it still stands today.

Lounsbury House, formerly known as Grovelawn and as the Ridgefield Veterans Memorial Community Center, is a historic house at 316 Main Street in Ridgefield, Connecticut. It is a two-story wood frame Classical Revival-style building that was built in 1895. Its design, by Charles Northrop, was an emulation of the Connecticut State Building exhibited at the 1893 Columbian Exposition, at the request of Governor Phineas C. Lounsbury, who attended the exhibition. It served as his family home. Lounsbury died in 1925, and his heirs gave the house to the town in 1945. The House and classic gardens now serve as a venue for weddings, corporate meetings, art gatherings, festivals and special events. The building was listed on the National Register of Historic Places in 1975.

The Aldrich Contemporary Art Museum is located in Ridgefield, Connecticut. The Aldrich has no permanent collection and is the only museum in Connecticut that is dedicated solely to the exhibition of contemporary art. The museum presents the first solo museum exhibitions by emerging artists, significant exhibitions of established and mid-career artists whose work is under recognized, thematic group exhibitions exploring topics in contemporary art and society, and newly commissioned work.

The Ridgefield Center Historic District is part of the town of Ridgefield, Connecticut. It was listed on the National Register of Historic Places in 1984.The district is an irregularly shaped area that is roughly bounded by Pound St., Fairview Ave., Prospect, Ridge, and Whipstick Rds. In 1984 it included 241 contributing buildings and one other contributing structure, over a 395 acres (160 ha) area.Two properties, the Phineas Chapman Lounsbury House (now a community center) and the Keeler Tavern (purchased and renovated by architect Cass Gilbert and now a museum), were already separately listed in the National Register.: 60 Other significant properties include: the Reverend Thomas Hawley House, c.1715 the Nathan Scott House, at 5 Catoonah Street, which was moved there in 1922 the former Episcopal Rectory, from 1790, which was moved to 23 Catoonah Street the Benedict House, c. 1790 E. P. Dutton House Elizabeth W. Morris Memorial Building, which at the time of NRHP listing was home of the Ridgefield Library and Historical Association Maynard House, at 2 Peaceable Street, a c.1900 Neo-Georgian building locally believed to be designed by McKim, Meade & White 14 Barry Avenue, c. 1740, a Colonial house with early 20th-century Colonial Revival additions: 13 

The Benedict House and Shop is a historic property at 57 Rockwell Road in Ridgefield, Connecticut. Built in 1740, the connected house and shop are among the oldest surviving buildings in the community. The shop is a particularly rare example of a cobbler's workshop of the 19th century. They are further notable for the sympathetic restoration they underwent at the hands of architect Cass Gilbert. The property was added to the National Register of Historic Places on December 4, 1998.

The Battle of Ridgefield was a battle and a series of skirmishes between American and British forces during the American Revolutionary War. The main battle was fought in the village of Ridgefield, Connecticut, on April 27, 1777. More skirmishing occurred the next day between Ridgefield and the coastline near Westport, Connecticut. On April 25, 1777, a British force landed between Fairfield and Norwalk (now Westport) under the command of New York's Royal Governor Major General William Tryon. They marched to Danbury, where they destroyed Continental Army supplies after chasing off a small garrison of troops. Word spread concerning the British troop movements, and Connecticut militia leaders sprang into action. Major General David Wooster, Brigadier General Gold Selleck Silliman, and Brigadier General Benedict Arnold raised a combined force of roughly 700 Continental Army regular and irregular local militia forces to oppose the raiders, but they could not reach Danbury in time to prevent the destruction of the supplies. Instead, they set out to harass the British on their return to the coast. The company led by General Wooster twice attacked Tryon's rear guard during their march south on April 27. Wooster was mortally wounded in the second encounter, and he died five days later. The main encounter then took place at Ridgefield, where several hundred militia under Arnold's command confronted the British; they were driven away in a running battle down the town's main street, but not before inflicting casualties on the British. Additional militia forces arrived, and the next day they continued to harass the British as they returned to Compo Point on the beach in Westport where the fleet awaited them. Arnold regrouped the militia and some artillery to make a stand against the British near their landing site, but his position was flanked and his force scattered by artillery fire and a bayonet charge. The expedition was a tactical success for the British forces, but the raid galvanized Patriot support in Connecticut.

Ridgefield is a town in Fairfield County, Connecticut, United States. Situated in the foothills of the Berkshire Mountains, the 300-year-old community had a population of 25,033 at the 2020 census. The town center, which was formerly a borough, is defined by the U.S. Census Bureau as a census-designated place.

The Keeler Tavern is an 18th-century historical building at 132 Main Street in the center of Ridgefield, Connecticut, United States. The property served as summer home to architect Cass Gilbert, who purchased it in 1907 and designed additions to the building as well as a garden. It is also significant for the part it played in the Ridgefield action when British forces passed through, in 1777. The site was placed on the National Register of Historic Places in 1982 and is operated as the Keeler Tavern Museum. It is also included in the Ridgefield Center Historic District, NRHP-listed in 1984.

Cooper station was a stop on the Ridgefield Branch of the Danbury and Norwalk Railroad and later the New York, New Haven, and Hartford Railroad. Opened circa 1885 as a flag stop in the town of Ridgefield, Connecticut, the station was closed in 1925 when passenger service on the Ridgefield branch was discontinued. The station existed alongside the Florida and Ridgefield stations along the branch. Cooper was named so due to the namesake street it was located on which was in turn named for an unidentified cooper who operated a workshop in the vicinity.

Route 7 Gateway is a census-designated place (CDP) in the town of Ridgefield, Fairfield County, Connecticut, United States. It is on the east side of Ridgefield, bordered to the east by the town of Redding and to the northeast by the city of Danbury. U.S. Route 7 runs through the center of the CDP, leading north into Danbury and south to Norwalk. Connecticut Route 35 splits off Route 7 to the southwest in the center of the CDP, leading to the center of Ridgefield. Route 7 Gateway was first listed as a CDP prior to the 2020 census.

The Frederic Remington House is a historic house at 36 Oak Knoll Road in Ridgefield, Connecticut. A National Historic Landmark, it was the home of the painter and sculptor Frederic Remington (1861–1909) in the last few months of his life. Remington and his wife Eva designed the two-story gambrel-roofed, fieldstone-and-shingle house. He produced some of his finest work in the house including the sculpture The Stampede and the painting The Love Call. The house was declared a National Historic Landmark in 1965.