Cleveland Park Neighborhood Library

The Uptown Theater, known as The Uptown (formerly Cineplex Odeon Uptown or AMC Loews Uptown 1), was a single-screen movie theater in the Cleveland Park neighborhood of Washington, D.C. Opened in 1936, it hosted the world premieres of such movies as 2001: A Space Odyssey and Jurassic Park. It closed in March 2020.Its screen was the largest commercial movie theater screen in the DC Metro area outside of the Smithsonian Institution. The building was listed on the National Register of Historic Places in 2022.

The Kingle Valley Bridge, officially known as the Connecticut Avenue Bridge, is an Art Deco steel-arch bridge located near the National Zoological Park on Connecticut Avenue, Northwest in Washington, D.C. The bridge crosses Klingle Valley, running from Macomb Street to Devonshire Place and connecting the Cleveland Park and Woodley Park neighborhoods.The bridge replaced an earlier one built around 1890 by real estate developer and sitting U.S. Representative Francis Newlands, D-Nevada, as part of his effort to create the streetcar suburb of Chevy Chase, Maryland.The bridge was designed by architect Paul Philippe Cret and engineer Ralph Modjeski. It was built in 1931–1932. There is no direct connection between Connecticut Avenue and Klingle Road in the narrow valley below. The bridge features two historic lights on each corner. A major rehabilitation of the bridge that began in 2005 included restored ornamental lanterns, refurbished masonry, and additional street lights. The restoration project was completed in 2008.On May 21, 2004, the bridge was added to the National Register of Historic Places. It is a contributing property to the Cleveland Park Historic District.

Cleveland Park station is an underground rapid transit station on the Red Line of the Washington Metro. Located in the neighborhood of the same name in Washington DC, it opened on December 5, 1981.

Park & Shop, also known as Sam's Park and Shop, in the Cleveland Park neighborhood of Washington, D.C., was one of the first neighborhood shopping centers (or strip malls). It opened in 1930 with 11 tenants and was anchored by two grocery stores: an A&P and a Piggly Wiggly. The center is still in operation, currently anchored by Target. It was built in an L shape with dedicated parking space for shoppers in the front, a novelty at the time. This stood in contrast to the limited availability and harried experience of street parking in front of stores lining busy streets. The original developer was Shannon & Luchs and the architect was Arthur B. Heaton. Stores mentioned in a 1930 ad were: The center still exists, anchored by a Target store. It is considered a model or "template" for future such neighborhood centers, or even "a pioneering example of strip-mall architecture", and for that reason has been subject to historic preservation efforts. It was sold in 2020 to Asana Partners for $39 million.

The Tregaron Conservancy refers to a 13 acre privately owned and managed historic woodland garden nature park in Northwest, Washington, D.C. and the nonprofit organization that manages it. It is an urban green space in Cleveland Park, bounded in the north by Macomb Stream and private residences, in the south and east by the Klingle Valley Trail which connects to Rock Creek Park, and to the west by the Washington International School and Twin Oaks estate. The conservancy is part of former Tregaron Estate, which was formerly part of the neighboring estate Twin Oaks. Landscape architect Ellen Biddle Shipman, designed a “wilderness garden, with streams and bridges and paths, and native plants and dappled sunshine" planted with specimens that mimic the natural surroundings. An heir to the estate recollected the grounds as "masses of daffodils in the spring and masses of azaleas and a little babbling brook and arched bridges under which I'm sure trolls lived." The cultural landscape report for Tregaron identified 6 distinct landscaping regions designed by Shipman: Cow Pasture & Oak - a meadow south of the Klingle stream, on the southeast corner of the conservancy Causeway & Pond Valley - containing Klingle stream running from Twin Oaks in the east into the lily pond and westward until it passes under the Klingle Valley Trail Drive and Meadows - the driveway running from Macomb to Klingle Valley roads and two adjacent meadows, a sloped one to the north and a flat one to the east Northeast Woodland, Stream and Trails - containing Macomb stream, forested hills, and paths connecting the Drive and Meadows to Causeway & Pond Valley Macomb Entry & Woodland Slope - wooded hill between the Macomb entrance and Hilltop, Gardens & House Hilltop, Gardens & House - on the west end of the property (Not part of the conservancy. Owned and managed by the Washington International School.) The conservancy hosts a diverse calendar of events, including tours of the conservancy, including ones focused on the site’s history, geology, birds, trees, as well as concerts, forrest bathing, Tai Chi, an Easter Egg hunt, and a discussion group for descendants of Holocaust survivors. The conservancy has formed volunteer partnerships with the Washington International School and a local gardening group.

The Kennedy–Warren is a historic eleven-story apartment house in Washington, D.C. It is located at 3131–3133 Connecticut Avenue, N.W. between the Cleveland Park and Woodley Park neighborhoods. The Art Deco building overlooks the National Zoological Park and Klingle Valley Park, which is near the Art Deco Klingle Valley Bridge. The original main building was built between 1930 and 1931 with 210 apartments. The plans of its architect, Joseph Younger, called for a northeast wing and a south wing as well, but construction of these was stopped because of the onset of the Great Depression. The northeast wing was later built in 1935 with 107 additional apartments, as economic conditions improved in Washington. And the B. F. Saul Company, owner of the building since 1935, added the south wing between 2002 and 2004. The architect of the northeast wing was Alexander H. Sonneman, and of the south wing was Hartman-Cox. The current total number of apartments, ranging from efficiencies to three-bedroom units, is 425. The Kennedy–Warren is considered the largest and best example of an Art Deco building in Washington. In 1989, the building was listed as a District of Columbia Historic Landmark, and in 1994 it was added to the National Register of Historic Places. The newer south wing won numerous awards for the quality of its architecture, and for attention to historical detail, including the 2005 Award of Excellence for Historic Resources by the American Institute of Architects.

Adas Israel is located in the Cleveland Park neighborhood of Washington, D.C. It is the largest Conservative synagogue in the city. President Ulysses S. Grant and acting Vice President Thomas W. Ferry attended the dedication of its first building in 1876, the first time a sitting United States President had attended a synagogue service. The original structure is the oldest surviving synagogue building in Washington, D.C., and today is known as the Lillian & Albert Small Jewish Museum.

Ruach Minyan is an independent minyan or chavurah in Washington, D.C., organized entirely by volunteer leadership and affiliated with Adas Israel Congregation. Its primary activity is Friday night services and dinner.

The Washington International School (abbreviated as WIS; Spanish: Colegio Internacional de Washington; French: École Internationale de Washington) is a private international school in Washington, DC. Established in 1966, WIS was the first school in the Washington area to offer the International Baccalaureate (IB) program.The school has two campuses: the primary school (grades PK–5) in Georgetown, and the middle and upper school (grades 6–12) in Cleveland Park. The middle and upper school campus is located on the grounds of Marjorie Merriweather Post's Tregaron Estate. The Washington International School's upper school was ranked as the 73rd most challenging high school in the country and the most challenging high school in the Washington, D.C., area by the Washington Post's "Ranking America's most challenging high schools" article in 2016. Popular school ranking website Niche listed it as the eighth best private high school in the D.C. area.

Tregaron Estate, formerly known as The Causeway, is a country house and estate located in the Cleveland Park neighborhood of Northwest, Washington, D.C. The estate, built in 1912, was designed by architect Charles Adams Platt and landscape architect Ellen Biddle Shipman. The original owners, Alice and James Parmelee, lived at the estate from the time of its construction until 1940. From 1942 to 1958, it was occupied by Joseph E. Davies, who had served as United States ambassador to several countries, and his second wife, Post Cereal Company heiress Marjorie Merriweather Post. Today the estate is occupied by a campus of the Washington International School and the Tregaron Conservancy.

The Cathedral Mansions Apartment Buildings are historic structures located at 2900, 3000, and 3100 Connecticut Avenue NW in the Woodley Park neighborhood of Washington, D.C. Constructed from 1922 to 1924, architect Eugene Waggaman designed the Connecticut Avenue apartment buildings in the Classical Revival style for developer Harry Wardman. Architect Mihran Mesrobian's initials appear on a drawing for one of the buildings.The buildings were added to the District of Columbia Inventory of Historic Sites on May 17, 1989, and listed on the National Register of Historic Places on September 9, 1994.

The Klingle Valley Trail is a trail in the northwest quadrant of Washington, D.C. In 1990, erosion led to the closure of a 0.75-mile section of the road between Cortland Place and Porter Street. This touched off a decades-long dispute between people who wanted the road repaired and those who wanted to keep the portion in Rock Creek Park free of automobile traffic. In 2017, that portion of Klingle Road became Klingle Valley Trail, reserved for hikers and bicyclists.