Dempsey Hill

Dempsey Hill, Singapore: Address, Dempsey Hill Reviews: 4/5

Suggested duration
More than 3 hours
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The area
Neighbourhood: Tanglin
Popular mentions

104 reviews
Very good

kim buay p
Singapore, Singapore10,984 contributions
Interesting history behind this lifestyle, retail and dining enclave
Apr 2021
This area was part of a huge nutmeg plantation owned by Colonial Treasurer William W. Willans and local business owner “Whampoa” Hoo Ah Kay. In 1857, the nutmeg blight caused the plantation to become commercially unviable. The land was sold to the British Government. In 1861 they built theTanglin Barracks to house soldiers from the Far East British Forces and their families.

During World War II and the Japanese Occupation, Tanglin Barracks was the gathering point for British and Australian POWs as well as a store for ammunition and medical supplies.

After the war in 1945, Tanglin Barracks became the General Headquarters of the Far East Land Forces.

The British forces departed in 1971 and this became the Tanglin camp for the Ministry of Defence and the former Central Manpower Base, where young men reported for conscription, was located at Block 17. This square between blocks 15, 17 and 18 was where anxious parents gathered to see their sons off on 3-tonne trucks.

Many of the buildings in the Loewen cluster were once part of Tanglin Military
Hospital until 1940 when the bigger Alexandra Hospital was built to accommodate more troops in the years before World War II.

In 2007, the colonial buildings were beautifully restored into an enclave for retail, dining and lifestyle known as Dempsey Hill.
St. George’s Church was first established as a garrison church for Tanglin Barracks. The current building was erected between 1910 and 1911. Since 1971, St. George’s has been a civilian church under the Anglican Diocese of Singapore.

In 2015 Loewen Cluster was redeveloped into an education, lifestyle, retail, and services destination.
Written 1 May 2021
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.

kim buay p
Singapore, Singapore10,984 contributions
Wide choices of F&B outlets here
Sep 2020
We walked here from Alexandra Canal Linear Park taking the fields behind the Queenstown Library and then Ridout Road. There are wonderful good size bungalows to admire along the route such as No 23, 31 and 35 Ridout Road as well as No 2 Pierce Drive and No 2 Pierce Road. Opposite No 2 Pierce Road is a cemented path leading to Dempsey Hill.
There are many restaurants here with a wide choice of different kinds of food. We were glad to visit PS cafe with its delicious food and lovely cosy ambience when seated outdoor. St George church in the nearby Tanglin Village is worth a look too.
Written 11 September 2020
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.

Singapore, Singapore221 contributions
My Favourite brunch place
Dec 2019
PS. Cafe is one of my favourite cafes to visit since I was in college. On one weekend, we tried the famous PS.Cafe's brunch menu. The cafe is nestled among the lush greenery of Dempsey Hill Singapore. It is located at Harding Road, a little uphill road near Tanglin, Orchard. Even though it is city centre, but it has lots of trees. It's totally doesn't look like the Singapore you know. You can choose to sit indoor or outdoor, but my favourite is definitely the outdoor seat.

They have a selection of cakes and my favourite are the golden banana butterscotch cake and M's carrot cake, and I can tell you it is heavenly. They sell their cake by slice or whole cake, perfect for occasions.

I love to go there for brunch, some of the menu that I can recommend is the Brunch Burger, Blueberry Pancake, and the Chicken Rossa Penne. Love the combination of the sauce, mushroom, and chicken in the Penne. Meanwhile for the pancake, it is quite fluffy and has the combination of cream and orange sauce, so it's not too sweet. Lastly, the Brunch Burger could one of my favourite dish as the patty is so flavourful, it also comes with price so it's a great fulfilling choice.
Written 1 March 2020
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.

Singapore, Singapore679 contributions
Dining and entertainment destination
Jan 2020 • Solo
Literally laid out on a hill, the place has witnessed a number of transformations throughout time. Redeveloped in 2007, this tranquil hideaway is now a dining, entertainment and shopping destination. Moreover, it is possibly one of the best areas in Singapore to fine dine, be it a brunch, lunch or dinner. It houses unique, upscale stores & restaurants spread out across a vast expanse. One of my favourites would be Jam @ Siri House.
Written 12 January 2020
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.

Bobbie A
London, UK14 contributions
Highly recommend La Salsa, a Mexican restaurant in Dempsey hIll
Jul 2019
We liked everything about this place from the first time we tried it to our final night in Singapore. The food is delicious,
Margaritas are lethal and there is live music Fridays and Saturdays and if you have consumed enough Margaritas then you can dance. The owners Ushu and Patrick are a great couple and will do everything they can to make sure that you will have a great night
Written 9 December 2019
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.

Cheryl Edlyn
Surabaya, Indonesia68 contributions
What a shame
Oct 2019 • Family
Lovely place to visit good restaurants or cafes around. But it was a shame that they are doing the road work. DAYLIGHT ROAD WORK! That’s ridiculous! The whole area is so dusty and made you think twice to have a lunch there because of the smell and dust. They should have done this work in the midnight.
Written 22 October 2019
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.

15 contributions
Da Paolo@Dempsey, singapore - pre-opening.
Oct 2019 • Couples
Consistent , quality Italian food. Truely delicious!
Pizza made with fresh dough and freshly bake with a revolving oven. The first in singapore that I know of.
Meat balls are so fresh and delicious!
Of course the pasta is excellent.
I truely enjoyed my lunch/brunch with good wine!
And the best chocolate gelato, rich taste of chocolate for chocolate lovers!
Great Cheese selections with special cheese soak In malt whisky , Barolo etc..... 😋
Written 7 October 2019
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.

Singapore, Singapore107 contributions
Oasis from tower blocks and modern malls of Singapore - Old Army Barracks
Jun 2019 • Friends
Love this area! Just gives you a break from modern Singapore.

Throw back to our colonial-era. St George’s Church is still there - a red bricked, non-AC church, think it was built in the 1930s? - a rare find in Singapore. However, the old interfaith servicemen’s chapel, that is now White Rabbit restaurant. They’ve kept and restored the mosaic tiled floor, stained-glass windows and wrought-iron ceiling beams. Great night ambience, food and drinks.

Also, Junior Flying Club, where as a boy, I was into aero modeling and spent many a Saturday morning - that’s now Au Petit Salut, another wonderful restaurant. Most of these eateries offer al fresco dining with a view of lush greenery, like PS Cafe or The Wine Connection too.

Be adventurous. You just have to hunt for them, sprawled across a 5 to 6 SqKm, so be prepared to walk and expect to be hot and sweaty if you’re not driving. Unless you tuck into AC and have a snack / drink between your walkabout here. More like a coffee/ snack-shop about :)

Extend your exploration of the area into Tanglin Hill and you’ll see some lovely huge bungalows on sprawling land. Most are private property so don’t wander in, even if their gates are open!

Restaurants, many great ones, cafes, high-end grocers, an ice cream shop, kids activity corners, art galleries, kindergartens and the weekend farmers market that pop up. You’d probably find designer soda water and caviar here easily. Try Hubert’s Butchery - great grocery section! Even the fields and pitches are still used and a hive of activity most weekends or evenings, used by soccer, rugby and maybe even cricket clubs. I’ve seen them!

Classic and sports car clubs love to gather in the weekend mornings here for their owners to show off their pride and joy. Just come by and see. Want to see 25 Lamborghinis in all colours? You might... or maybe 25 Minis or the HOGs. Harley Davidson Owners club of Singapore.

Parking is free and just a walk from Botanic Gardens if you’re in the neighborhood. This place is literally a 10 minute drive from Orchard Rd!

I remember this well as Tanglin Barracks, CMPB. When army trucks and land-rovers were a common sight here. What is Como restaurant today was the large assembly hall where we boys took our oath to serve and defend Singapore for our national service enlistment. That was March 1987 for me! Yes, you said your National pledge, then have your heads shaven and finally kitted up with your “Alibaba” duffel bags and off you’re sent to your assigned unit on then 3-tonne Bedford trucks!! Yes Encik!! (‘Endearing’ term for Company Sergeant Majors)

Today, this is a very upmarket chic & glamorous enclave. It’s still relaxing, with old haunts like Muthu’s Curry and the furniture shops. Yup they’re still there! What’s gone is the old six-hole golf course. That’s becoming the new MRT station in front of the Ministry of Foreign Affairs Office - now that building, that was Army HQ for me and MinDef. The public has no access there today, unless you’re on diplomatic business.

Hope the powers-that-be keep this place the same as long as possible. In fast developing and land-hungry Singapore, it’s just a matter of when... so enjoy it while it lasts.

If you like it here at Dempsey, try Gillman Barracks too. It’s off Alexandra Rd and the Labrador area. Not as commercial, more galleries and design offices, equally relaxing.

Written 1 September 2019
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.

Bernhard H
Frankfurt, Germany239 contributions
Good food a lot of trash
Jul 2019 • Family
Nice restaurants and cafes ... really good places which are quite costly ... but good.

Everywhere you look around you see these restaurants dump trash in the woods.

I thought Singapore is so super strict regarding littering.

The places to shop a not worth to visit. Overpriced tourist stuff.
Written 16 July 2019
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.

Ensenada, Mexico14 contributions
Good and Good
May 2019
Very good food, reasonable prices, very cool place. Love the dessert and even the coffee was very good
Written 4 July 2019
This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.

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