Plaza Singapura

107A Sophia Road is a site occupied by two buildings in Mount Sophia, Singapore. The first was completed in 1939 as the new premises of the City High School, which closed down as a result of the Japanese Occupation of Singapore. The San Shan School moved into the building in 1947, and a second adjoining building was completed in 1953 due to the growing student population. The San Shan School moved out of the buildings in 1982.

Dhoby Ghaut MRT station is an underground Mass Rapid Transit (MRT) interchange station on the North South, North East and Circle lines in Singapore. Located beneath the eastern end of Orchard Road shopping belt in Dhoby Ghaut, Museum Planning Area, the station is integrated with the commercial development The Atrium@Orchard. The station is near landmarks such as The Istana, the MacDonald House, Plaza Singapura and Dhoby Ghaut Green. Dhoby Ghaut station was part of the early plans for the original MRT network since 1982. It was constructed as part of Phase I of the MRT network which was completed in 1987. Following the network's operational split, the station has been served by the North South line since 1989. To construct the North East line platforms, which were completed in 2003, the Stamford Canal had to be diverted while excavating through part of Mount Sophia. The Circle line platforms opened in 2010 along with Stages 1 and 2 of the line. Currently the only triple-line MRT interchange station in Singapore, Dhoby Ghaut station is one of the deepest and largest stations, with five underground levels. Its deepest point is at 28 metres (92 ft) below ground. The station features many forms of artworks, three of them under the Art-in-Transit scheme in the North East line and Circle line stations, a set of Art Seats at the Circle line platforms, and an art piece above the North South line platforms.

Trinity Theological College Chapel is a building and former chapel in Mount Sophia, Singapore. Completed in 1969, it served as the chapel for the Trinity Theological College, which moved elsewhere in 2001. The building was later conserved and integrated into a condominium.

The MacDonald House bombing was a terrorist attack on the MacDonald House building in Orchard Road, Singapore. Occurring just a few months before Singapore's expulsion from Malaysia, the nitroglycerin bomb was planted by Indonesian saboteurs during the period of heightened Indonesia–Malaysia confrontation, also known as the Konfrontasi. The explosion killed three people and injured at least 33 others. At the time, the building was used by HSBC.During this period, Indonesia openly opposed the formation of Malaysia, perceiving in its view that it was merely a neo-colonial state, especially for the British. Indonesian saboteurs mounted a campaign of terror in Singapore, then a major state and city within Malaysia. There were a total of 37 bombings from 1963 to 1966. They were trained to attack military installations and public utilities. However, when the saboteurs failed in their attempts to attack these installations that were heavily guarded, they set off bombs indiscriminately to create panic and disrupt life in Singapore as well as in Malaysia. By 1964, bomb explosions became frequent. To help the police and army defend Singapore from these attacks, a volunteer force was set up. More than 10,000 people signed up as volunteers. Community Centers served as bases for the volunteers to patrol their neighbourhoods. In schools, students underwent bomb drills. The government also warned Singaporeans not to handle any suspicious-looking parcels in the buildings or along streets. Despite the efforts of the British, small groups of saboteurs managed to infiltrate the island and plant bombs. By March 1965, a total of 29 bombs had been set off in Singapore.

The MacDonald House is a historic building and monument in Singapore, located at Orchard Road in the Museum Planning Area, within the Central Area. It was the first building to be fully air-conditioned in Southeast Asia. Located a short distance from the Istana, it was the last remaining office building in facing brick in the central area. Initially built for a bank, it continues to function as a banking hall (albeit for a different bank) today, although it is better known as the site of a bombing attack in 1965 at the height of Indonesia–Malaysia confrontation.

The Istana Park is a park in Singapore, located in the Museum Planning Area within the Central Area, Singapore's central business district. The park is bounded by Orchard Road, Penang Road, Penang Lane and Buyong Road. The park is a landmark situated in front of the Presidential Residence, the Istana. It has an area of 13,000 square metres. The Istana Park serves as a gateway to Singapore's Civic District Trail, which aims to educate visitors of the rich history of Singapore.

The SMA House, formerly known as the Malayan Motors Showroom, is a former Malayan Motors car showroom on Orchard Road. In 1987, the Singapore Manufacturer's Association moved into the building, followed by the Management Development Institute of Singapore in 2002.

Dhoby Ghaut Green is an urban park in Singapore located adjacent to Dhoby Ghaut MRT station, opposite the Park Mall. The 1.1144 hectares (11,144 m2) park today is a focal point for arts and cultural activities, community activities, and for users to appreciate the surrounding urban park landscape. The sculptural open-air amphitheatre in the central space is the key landmark of this park. The amphitheatre functions as a showpiece for the Architectural and Urban Design Excellence demonstration project. The amphitheatre also serves as a venue to encourage public interaction and enjoyment of the open space. At the lower part of the amphitheatre is the performance stage. In the west of the park is a gravel area that functions as a platform for street bazaars and street performances. An open field in the east of the park has been designed to provide an area for light recreational sports and other community events.

Temasek Shophouse is a building on Orchard Road in the Museum Planning Area of Singapore. Completed as a townhouse in 1928, it presently serves as a "social impact hub".

Olson Building, also known as Block 11A or 29 Mount Sophia, is a historic building that was on the campus of the Methodist Girls' School on Mount Sophia in Singapore. It has since been repurposed as a condominium clubhouse.

Selegie Arts Centre is an "arts home" on 30 Selegie Road which houses the Photographic Society of Singapore.

Dhoby Ghaut () is a place in Singapore that often refers to the Dhoby Ghaut MRT station, a major interchange station on Singapore's Mass Rapid Transit network connecting the North-South Line, North East Line, and the Circle Line. As a place, Dhoby Ghaut lies along the eastern end of Orchard Road. There is a shopping mall above the MRT station called Plaza Singapura.