Dhoby Ghaut MRT station

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.

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.

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.

Amber Mansions was a shopping centre and residential building located at the curve between Orchard Road and Penang Road in what is currently known as Dhoby Ghaut, Singapore. Constructed in the 1920s, the shopping centre was one of the first shopping centres in 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.

Fort Canning Tunnel (Chinese: 福康宁隧道; pinyin: Fúkāngníng Suìdào), abbreviated as FCT, is a vehicular tunnel in the Central Area of Singapore. Besides the utilisation of relatively new engineering techniques, special care was taken to minimise impact on the environment of the surrounding Fort Canning during construction. The original contract for the FCT project was awarded to Sato Kogyo for S$25.95 million.The FCT was one of four Technical Tours organised by the Land Transport Authority and Association of Consulting Engineers on 29 September 2006 during the World Roads Conference 2006 held in Singapore.

Plaza Singapura is a contemporary shopping mall located along Orchard Road, Singapore, next to Dhoby Ghaut MRT station. The mall is managed by CapitaLand and owned by CapitaMall Trust. There are retail outlets over seven floors and two basements. The mall has a 752 lot seven-storey carpark at the rear of the building, and a two basement goods bay beneath it. The mall is popular with families, teenagers and young adults.The mall was first opened in 1974 and in 2012, it underwent an extensive revamp which included the construction of a new wing increasing retail space by 25 percent. It is one of the oldest malls located along Orchard Road.

The Cathay is a mixed-use 17-storey cinema, shopping mall and apartment building located at Handy Road and Mount Sophia in the Museum Planning Area of Singapore.

The Cathay Building (simplified Chinese: 国泰大厦; traditional Chinese: 國泰大廈; Malay: Bangunan Cathay) was opened in 1939 by Dato Loke Wan Tho as the headquarters for the British Malaya Broadcasting Corporation. Located at 2 Handy Road in the Museum Planning Area of Singapore, the building was most known for its air-conditioned theatre known as the Cathay Cinema, then a technological marvel and the first to be built in Singapore. Cathay Building was the first skyscraper in Singapore and tallest building in Southeast Asia at that time.

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 Orchard Road Presbyterian Church (ORPC), also known as Greja Kechil ("small church" in Malay) and the Scotch Church, is a Presbyterian church in Singapore. The church was completed in 1878, and it is the oldest Presbyterian church in Singapore. The church was founded to serve the Scottish community in Singapore, but now caters to a congregation of a widely different background and holds services in a number of different languages.