Play the cultural tourist on your homeground

For those of us who enjoy urban exploration in Singapore, the National Heritage Board’s (NHB) Roots.sg portal is always a reliable source. Packed with fascinating information and experiential self-guided local heritage trails, the first ones were developed since 1999, and more routes have since sprung up. Beyond those, there're other trails in Singapore to check out too. So instead of going on aimless walks, go on these trails instead that are sure to satisfy your inner explorer.
 

Amara Heritage Trail, Sentosa



Explore the Amara Sanctuary Resort Sentosa via its very own Amara Heritage Trail, jointly organised with STB, that can be pre-booked up to a month in advance. The resort sits on a 10-acre land where old British military buildings and air raid shelters stood. This 60min trek will take you to a total of 11 pit stops, including a protected evergreen Petai Tree, recently restored suites that were constructed between 1897 and 1905, the last two air raid shelters in Sentosa, and a walk up the Carlton Hill.
 

Ang Mo Kio Heritage Trails

Ang Mo Kio is a vast, underrated heartland neighborhood with plenty of stories to tell and avenues to navigate in. See its unusual circular block of flats and its town gardens on Trail One, then explore Lower Pierce Reservoir on Trail Two. Check out Singapore's last few remaining heritage playground in this neighbourhood, and even the interestingly named Teachers' Housing Estate. 
 

Bedok Heritage Trail


 
One worthy addition to the NHB’s collection of heritage trails is the Bedok trail. This transports you back in time, to the era before the development of the East Coast area; a time when Singapore’s wealthiest inhabitants resided in waterfront bungalows alongside fishing villages. With 10 markers spread along a 15km route, you’ll discover Bedok’s long history, from its kampung beginnings to its key role in the East Coast Reclamation Scheme.
 

Geylang Serai Foot Trail


Geylang has many claims to fame (and infamy), but this trail allows you to experience a very different side of the area. You’ll see 1920s terrace shophouses, and significant landmarks for Singapore’s Buddhist and Muslim communities such as mosques, temples, a baptist church and even the Singapore Buddhist Federation, all highlighting Geylang as a cultural enclave. The former Geylang Fire Station, opened in 1929, is a pre-war infrastructure reminiscent of our colonial history and is worth a visit.
 

Jalan Besar Heritage Trail


The Jalan Besar trail is a visual treat of low-rise traditional pre-war shophouses that lights up the neighbourhood with charm. Make a trip down to check out historic structures including Allenby House with its multicolored panels; Hong San See Temple, a Chinese-Baroque style multi-colored terrace houses on Petain Road; and Singapore's famous Sri Manmatha Karuneshvarar Temple.
 

Jurong Heritage Trail


For when you want to wind down, the Jurong Trail is the likes of a suburban retreat. Concerted efforts and budget have seen to the conversion of Jurong into a green belt and the maintenance of the Pandan reservoir and Chinese gardens with its twin Pagodas. Also drop by Jurong Fishery port and its 400m-long wharf that opens at 4am; lastly, Singapore’s remaining dragon kiln has successfully negotiated a lease extension and will be in operation till 2023, so check it out while you can.
 

Little India Heritage Trail


This is one trail that will not disappoint. It houses a great number and diversity of religious spaces—there’s the magnificent Abdul Gafoor Mosque, Foochow Methodist Church, Shree Lakshminarayan Temple and the Thai Buddhist Monastery Sakya Muni Buddha Gaya Temple. You get to play tourist if you join the guided walking tour Dhobis, Sari and a Spot of Curry, where knowledgable guides will take you to the best garland and spice stores, a sari-tying sesh, Little India's oldest restaurant, and more.
 

Orchard Heritage Trail
 



The next time you’re in town with time to kill, forget whiling it away in a cafe and try wandering through a cemetery instead. The 18th in NHB's list of heritage trails, this is a self-guided trail around 71 heritage sites spanning Dhoby Ghaut to Tanglin. Trail markers have also been put in place to help chart Orchard’s metamorphosis, from a community of nutmeg plantations to today’s retail and tourism hub. Jury’s still out on how a heritage trail in Orchard will make you feel—yay to our rich history and progress, but nay to the fact that so many historical places have been lost and turned into malls?
 

Public Art Walking Trail


Singapore is littered with works of public art all done by local artists, and letting you explore much of them found within the city centre is this trail by the National Arts Council. From works that tell a tale of Singapore's past, to now-iconic sculptures that have become de facto meeting points, this trail has them all. Even the Merlion is included.
 

Queenstown Heritage Trail


 
Queenstown, Singapore's first satellite town holds a history beyond its hosting of the contemporary IKEA store. Highlights of the Queenstown Heritage Trail include the Church of the Good Shepherd, the former Thye Hong Biscuit and Confectionery Factory and some of Singapore’s first HDB flats. For history buffs, underneath Gillman Barracks was the holding place for British troops during the second World War.
 

Sepoy Lines Trail
 


The Sepoy Lines Trail traces the history of Singapore’s Sikh community, bringing you past former barracks, the Bhai Maharaj Singh Ji Memorial and the Silat Road Sikh Temple. It'll also take you on a visit past the former Outram Prison, first erected in the 1800s.
 

Tiong Bahru Heritage Trail


Although a target of gentrification, Tiong Bahru still holds a charm beneath its almost modern façade and indie cafes. An interesting titbit—this estate was colloquially referred to as “er nai chun” as it housed the mistresses of rich men. Check out this trail for its conserved pre-war flats that homeowners are required to apply for a clearance permit should they want to renovate; the grave of Tan Tock Seng, the pioneering batch of SERS flats, Singapore’s oldest and most famous chwee kueh stall—Jian Bo Shui Kueh opened in 1950, and the famous Tiong Bahru food market, constructed in 1945, that had resulted in the removal of two shophouses. 
 

Toa Payoh Trail


 
Toa Payoh isn’t just your typical heartland neighborhood, it was Singapore’s second satellite town, providing the blueprint for all residential areas that had followed suit. The Toa Payoh Trail takes you around nine landmarks from its storied past including the 1973 SEAP Games Village, Lian Shan Shuang Lin Monastery and the iconic dragon playground. To sweeten up your experience, drop by the famous, albeit ironically named Hougang Six Miles Muachee at 480 Toa Payoh North, that offers two dressings—grounded peanut and black sesame.  
 

World War II Trail


Into dark tourism, anyone? For some of us, there's a morbid appeal in visiting visitor centres and museums linked to death and tragedy. With markers almost all across Singapore, the World War II Trail calls for a road trip. You’ll wish to cover the site of the Kranji Beach Battle, the Sook Ching Inspection Centre and the massacre sites of Changi, Punggol and Sentosa as you remember Singapore’s darkest chapter.