A converted British military barracks set in lush greenery near the Botanic Gardens, with a cluster of destination restaurants, craft breweries, and weekend brunch spots.
Dave Pynt's Michelin-starred barbecue restaurant at Dempsey Hill. Asia's 50 Best No. 38 in 2025. 4-tonne custom kiln; smoke-roasted meats and raw bar.
Signature: Burnt Ends burger, Dave's hot links, Pulled pork
Order: The pulled pork sandwich at lunch, served at the bar without a reservation
Tip: Reserve exactly 30 days ahead when bookings release at 10am; the walk-in bar at lunch is the shortcut locals use.
Malcolm Lee's Michelin-starred Peranakan restaurant at Como Dempsey. World's first starred Peranakan establishment; Ah-Ma-Kase: keluak, rendang, laksa.
Chef Julien Royer's heartfelt French bistro set in a restored 1930s chapel on Dempsey Hill. The menu celebrates classical French home cooking: steak tartare, terrines, and the signature l'oreiller of foie gras and meat in buttery pastry. Warmer and more accessible than his three-Michelin-star Odette.
Order: ["L'oreiller", 'Steak tartare', 'Roast chicken']
Tip: The chapel terrace is one of Singapore's loveliest outdoor dining spots. Book a weekend lunch for the best atmosphere.
A Dempsey institution since the 1960s, Samy's Curry serves banana-leaf spreads of fish head curry, masala chicken and free-flow biryani in a breezy colonial dining room. The spice blends trace back to founder Mr M. Veerasamy and have barely changed since the founding generation. Loved equally by office workers, families and visiting chefs.
Order: ['Fish head curry', 'Masala chicken', 'Mysore mutton']
Tip: The S$4.50 rice set gets you free-flow white rice, papadum, vegetables and curry. Arrive before 1pm on weekday lunches to avoid the queue.
The Dempsey original of the PS.Cafe group, set in a converted black-and-white colonial bungalow in lush tropical gardens. The menu covers truffle shoestring fries, pasta, grilled proteins and the famous PS. Cake. A long-standing weekend brunch favourite with the expat community and one of the most beautiful restaurant settings in the city.
Order: ['Truffle fries', 'PS. Burger', 'PS. Cake']
Tip: Weekends get booked out; reserve at least three days ahead. The garden tables under the rain tree are the best seats in the house.
The PS.Cafe group's Chinese-inspired concept at Dempsey Hill serves a crowd-pleasing menu of noodles, dumplings, wok-fried rice dishes and sharing plates in a bright bungalow setting. A reliable option for groups who want something more substantial than a cafe but less formal than a dinner reservation.
Order: ['Crispy duck pancakes', 'Claypot tofu', 'Egg noodles']
Tip: The large shaded terrace handles groups well and is good for family lunches. Open daily from 11am.
A New Zealand-founded artisan bakery that brought serious sourdough to Singapore, operating from a lush Dempsey Hill corner position. Each loaf is made from a 37-year-old starter; the Dempsey Sprouted Wheat Sourdough is an outlet exclusive. The adjacent Plank Sourdough Pizza kitchen operates from the same premises.
Order: ['Dempsey Sprouted Wheat Sourdough', 'Sourdough bagel', 'Banana bread']
Tip: The bakery is open daily from 7am. Combined with Plank Sourdough Pizza next door, the Loewen Road location handles breakfast through dinner.
The La Terrace wine bar attached to Chef Julien Royer's Claudine bistro at Dempsey Hill offers one of the most curated French lists in Singapore in one of the most beautiful outdoor settings. The terrace overlooks the Dempsey gardens and is ideal for a long early evening glass before or instead of a full dinner inside.
Wine focus: French wine list curated to complement the French kitchen
Order: ['Champagne aperitif', 'Burgundy or Loire by the glass', 'Charcuterie board']
Tip: The terrace opens from 5pm on weekdays. The kitchen serves snacks and small plates through the evening. Book for weekend evenings.
One of Singapore's pioneering craft brewery restaurants, occupying a lush Dempsey bungalow with outdoor garden seating. The house beers range from a light blonde lager to a darker stout, all brewed in Singapore. The kitchen produces Western pub food that pairs predictably but well with the pours. Open daily from noon.
Order: ['Green Monster Lager', 'RedDot Weizenbier', 'Seasonal specialty beer']
Tip: Open daily from noon; the Dempsey location is the flagship. The outdoor garden tables under the rain trees are ideal for an afternoon session.
The Dempsey Hill flagship of PS.Cafe, open since 2005 in a lush garden setting with soaring ceilings and floor-to-ceiling glass overlooking the former military estate. Weekend brunch runs 8am to 4pm and covers the full repertoire: granola bowls, eggs royale, smoked brisket bunwich and the signature truffle fries. One of the most reliably pleasant outdoor-dining brunches in Singapore.
Order: ['Crab Eggs Royale', 'Truffle shoestring fries', 'PS. Burger']
Tip: Book ahead for weekend brunch; the garden terrace fills by 10am. Weekday brunch is quieter. Multiple other PS.Cafe locations across the city for convenience.
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