Istana Park

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.

The House of Tan Yeok Nee (Chinese: 陈旭年宅第 or 陈旭年大厦) is a mansion building located at the junction of Penang Road and Clemenceau Avenue in the Museum Planning Area in Singapore. After an extensive restoration completed in 2000, it was held by the University of Chicago Booth School of Business. As of 2019, the building served as the Singapore campus for Amity Global Institute.

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.

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.

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.

Red Cross House is a building on Penang Lane in Singapore which serves as the headquarters of the Singapore Red Cross Society.

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 Chesed-El Synagogue is a synagogue in Singapore. The synagogue was constructed in 1905 and is located at Oxley Rise in the River Valley Planning Area, within the Central Area of Singapore. As the Jewish community grew beyond the capacity of the Maghain Aboth Synagogue, there was a need for this second place of worship, which was built in the late-Renaissance style. It was also one of the first places to use gaslights in Singapore. On 18 December 1998, it was gazetted as a national monument 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.

The Pavilion is a house on Oxley Hill, near Orchard Road in Singapore. The Pavilion served as Government House between 1859 and 1861, after Raffles House was demolished to make way for a fort. The street address of the site is 5 Oxley Rise, Singapore. The Pavilion's prominent site on the top of the hill allows it to overlook Lee Kuan Yew's house at 38 Oxley Road.

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".