As a local, I often yearn for a break from the fast-paced city life. Dempsey Hill offers a chance to unwind, savor good food, and spend quality time with loved ones.

I’ve had the pleasure of exploring this charming enclave, and trust me when I say it’s a must-visit destination for everyone! It’s the ideal spot for a leisurely brunch or a fun shopping or spa session.

The moment you step foot here, you’ll feel like you’ve entered a hidden sanctuary that’s worlds away from the city’s frenzy. It’s a tranquil haven where nature and history blend seamlessly, creating a unique atmosphere that soothes the soul.

In this article, I’ll guide you to navigating Dempsey Hill like a pro. I’ll take you on a virtual food tour, introducing you to some of the best restaurants and cafes that have won the hearts of locals and foodies worldwide.

Fun Facts About Dempsey Hill, Singapore

Ever wondered how Dempsey Hill got its name? Here’s the story: It’s a tribute to General Sir Miles Christopher Dempsey, a distinguished British Army officer who served during World War II.

His contributions and valor in the war left a lasting impact, and in honor of his service, this beautiful locale was named Dempsey Hill. 

As you explore the enchanting streets, you’ll be walking in the footsteps of history and paying homage to a remarkable hero.

In the 19th century, this enchanting spot was a British military camp.

Those old military buildings you’ll see dotted around? They have now been lovingly transformed into some of the most delightful restaurants, cafes, and shops you’ll ever encounter.

Seeing how the past and present blend harmoniously in this captivating place is amazing. If you’re a nature lover like me, you’ll fall head over heels for Dempsey Hill’s lush surroundings.

A little bonus fact: Dempsey Hill has a long-standing affinity with artists and creatives. Its serene and inspiring ambiance has attracted a thriving community of artists, sculptors, and designers.

As you explore the area, you’ll stumble upon various art installations and creative spaces that infuse the enclave with an artistic spirit. No wonder you’ll find an abundance of creative expression here!

How to Get There

Dempsey Hill, Singapore is located in the island’s central region, near the Orchard Road shopping district and the Tanglin area.

The nearest MRT stations (Mass Rapid Transit) to Dempsey Hill are Orchard MRT and Queenstown MRT. You can also take a bus ride to the location.

Getting to Dempsey Hill, Singapore is a breeze, and it promises a scenic journey that sets the tone for your delightful escape.

Either you opt for public transportation (MRT or bus) or the convenience of a private car ride, here’s a comprehensive guide to this charming enclave:

Via MRT 

To get to Dempsey Hill, Singapore via MRT, head to Orchard MRT station and alight at the Orchard Boulevard exit (Exit B).

You can also take the Queenstown MRT to Dempsey Hill, Singapore, and get off at the Holland Road exit (Exit B).

Once you arrive at either the Orchard Boulevard exit or Holland Road exit, approach the nearest bus stop and take the following buses below to get to Dempsey Hill, Singapore: 

If you leave Orchard Boulevard MRT station, look for these bus numbers: 7, 75, 77, 105, 106.  

If you descend from Queenstown station, look for these bus numbers: 7, 61, 75, 77, 106, 123, 174, 174e, and NR8.

Once you’ve boarded the bus, you should watch out for the bus stop names “Opp Dempsey Road” or “Aft Dempsey Road”—these are the stops closest to Dempsey Hill.

Via Bus

To travel to Dempsey Hill, Singapore via bus ride, head to your nearest bus stop and check for bus number 7 or 75. 

The travel time will take approximately 15 to 20 minutes, depending on traffic conditions.

Stay alert as you continue your journey, and look for the Tanglin Camp bus stop, this is where you’ll alight. From there, it’s just a short walk to the main entrance of Dempsey Hill.

Via Private Transpo

Dempsey Hill’s two main entrances are Tanglin Gate Entrance and Harding Gate Entrance. 

To get to Dempsey Hill’s Tanglin Gate entrance, head towards Tanglin Road and turn into Ridley Park. If you opt to take the Harding Gate Entrance, drive towards the Holland Road or Farrer Road area.

Taking either Tanglin Road or Holland Road leads directly to the two main entrances of Dempsey Hill, Singapore.

Best Restaurants and Cafes

Dempsey Hill, Singapore is a gastronomic wonderland for foodies like me! This fantastic enclave promises a delightful treat for your taste buds.

In no particular order, here are my ten best cafe and restaurant recommendations:

1. PS.Cafe Dempsey

One of the cornerstones of Dempsey Hill’s dining scene is PS.Cafe, and it’s easy to see why. Its brunches are legendary, featuring a delectable array of dishes that cater to all palates.

But the real showstopper here is its signature Truffle Shoestring Fries!

Trust me, once you taste it, you’ll understand why this snack is the talk of the town. It’s irresistibly crispy and infused with the captivating aroma of truffles.

Website	https://www.pscafe.com/
Address	28B Harding Rd, Singapore 249549
Contact Details	+65 6708 9288
Operating Hours	Monday to Thursday 8:00 am – 10:30 pm Friday and Saturday 8:00 am – 11:00 pm Sunday  8:00 am – 10:30 pm
Must-Order Menu	Truffle Shoestring Fries PS. Burger Crab Tart Double Chocolate Blackout Cake Spicy Crabmeat Pasta
Price Range	$$ (Average) – $$$ (Expensive)

2. The Dempsey Cookhouse & Bar

If you’re in the mood for an extraordinary dining experience, The Dempsey Cookhouse & Bar is the place to be! 

A renowned Michelin-starred chef leads this culinary gem, and its menu reflects a beautiful fusion of contemporary Asian and European flavors.

Every dish here is a masterpiece, meticulously crafted to delight your taste buds and leave you yearning for more. From the first bite to the last, you’ll be taken on a culinary journey that celebrates the artistry of food.

Website	https://www.comodempsey.sg/restaurant/the-dempsey-cookhouse-and-bar
Address	17D Dempsey Road, Singapore 249676
Contact Details	+65 1800 304 5588
Operating Hours	Monday to Friday 12:00 pm – 3:00 pm Saturday 11:30 am – 3:30 pm; 6:30 pm – 10:30 pm Sunday 11:30 am – 3:30 pm; 6:30 pm – 9:30 pm
Must-Order Menu	Truffle Pizza Grilled Sea Bass Truffle Mac & Cheese Lobster Fettuccine Chocolate Fondant
Price Estimate	$$$ (Expensive)

3. COMO Cuisine

COMO Cuisine is a must-visit for food buddies seeking a healthy and flavorful feast. This dining haven embraces locally-sourced ingredients, allowing the vibrant flavors of Singapore to shine through in every dish.

You’ll be treated to a compelling mix of Asian and Western cuisines, each carefully curated to please even the most discerning palates.

Website	https://www.comodempsey.sg/restaurant/como-cuisine
Address	18A Dempsey Road, Singapore 249677
Contact Details	+65 1800 304 6688
Operating Hours	Monday and Tuesday 8:00 am – 3:00 pm Wednesday and Thursday 8:00 am – 10:00 pm Friday and Saturday 8:00 am – 10:30 pm Sunday 8:00 am – 10:00 pm
Must-Order Menu	Assam Prawns Blackened Barramundi Claypot Rice with Wagyu Beef Tandoori Whole Corn-fed Chicken Banana Tarte Tatin
Price Range	$$ (Average) – $$$ (Expensive)

4. Candlenut

Candlenut restaurant puts a modern twist on traditional Peranakan dishes, resulting in an unforgettable gastronomic journey.

Its meals fusing bold flavors and unique culinary techniques will leave you in awe of the Peranakan heritage.

Make sure you try this resto’s signature Buah Keluak dishes—it’s a true testament to the richness and depth of Peranakan flavors!

Website	https://www.comodempsey.sg/restaurant/candlenut
Address	17A Dempsey Road, Singapore 249676
Contact Details	+65 1800 304 2288
Operating Hours	Monday to Sunday 12:00 pm – 10:00 pm
Must-Order Menu	Buah Keluak Ayam Westholme Wagyu Beef Rib Rendang King Tiger Prawns with Petai Blue Swimmer Crab Curry Candlenut Chendol
Price Estimate	$$$ (Expensive)

5. SPRMRKT at Dempsey Hill

A dining experience at SPRMRKT is a delightful blend of art, retail, and culinary pleasures.

This concept store and eatery create an inspiring ambiance, surrounded by contemporary art installations and curated retail offerings. Its menu is a fusion of international flavors, ensuring something for every palate.

Make sure you savor a hearty meal amidst creative expressions and don’t forget to explore its retail section for unique finds!

Website	https://sprmrkt.com.sg/
Address	Dempsey Rd, #01-15A Blk 8, Singapore 247696
Contact Details	+65 8129 8166
Operating Hours	Monday and Tuesday 9:00 am – 6:00 pm Wednesday to Friday 9:00 am – 10:00 pm Saturday 8:00 am – 10:00 pm Sunday 8:00 am – 8:00 pm
Must-Order Menu	Truffle Shoestring Fries Chilli Crab Pasta Pork Belly Benedict Fresh Oysters Homemade Scones with Jam and Cream
Price Range	$$ (Average) – $$$ (Expensive)

6. Samy’s Curry Dempsey

If you’re craving authentic South Indian cuisine, Samy’s Curry is an institution that has stood the test of time.

Since 1954, this beloved restaurant has been serving mouthwatering curries that have won the hearts of both locals and tourists.

The fragrant spices and robust flavors take your taste buds on a trip to South India. It leaves you with a sense of comfort and satisfaction that only home-cooked meals can provide.

Website	http://www.samyscurry.com/
Address	25A Dempsey Road, Singapore 249670
Contact Details	+65 6472 2080
Operating Hours	Monday to Sunday 11:00 am – 3:00 pm; 6:00 pm – 10:00 pm
Must-Order Menu	Fish Head Curry Masala Chicken Mysore Mutton Prawn Sambal Garlic Naan
Price Range	$$ (Average) – $$$ (Expensive)

7. Huber’s Bistro

If you’ve heard of Huber’s Butchery, you know its meats are top-notch. This restaurant offers a delectable selection of dishes crafted from the freshest ingredients.

As you savor each bite, you’ll appreciate the quality and care that goes into this diner’s servings. Whether you’re a meat lover or looking for a hearty meal to satisfy your cravings, Huber’s Bistro has you covered.

Website	https://www.hubers.com.sg/Bistro.aspx
Address	22 Dempsey Road, Singapore 249679
Contact Details	+65 6737 1588
Operating Hours	Monday (Closed) Tuesday – Friday 11:30 am – 3:00 pm; 5:30 pm – 10:00 pm Saturday and Sunday 11:30 am – 10:00 pm
Must-Order Menu	Huber’s Pork Schnitzel Rack of Lamb Beef Tartare Pan-seared Scallops Chocolate Lava Cake
Price Range	$$ (Average) – $$$ (Expensive)

8. The Dempsey Project

The Dempsey Project is a charming café in the heart of Dempsey Hill, Singapore.

As you step into this quaint little haven, you’ll be greeted with a warm, inviting atmosphere that instantly puts you at ease.

The café’s rustic yet modern décor creates a unique blend of coziness and sophistication, making it the perfect spot for a relaxing afternoon with friends or a cozy date with your loved one.

The soft ambient lighting and the aroma of freshly brewed coffee floating in the air add to the delightful experience that awaits you.

Website	https://thedempseyproject.com/
Address	Block 9 Dempsey Rd, #01-12, Singapore 247697
Contact Details	+65 6475 2005
Operating Hours	Monday to Thursday 8:00 am – 9:00 pm Friday and Saturday 8:00 am – 10:30 pm Sunday 8:00 am – 9:00 pm
Must-Order Menu	Avocado Toast Truffle Scrambled Eggs Pulled Pork Sandwich Truffle Fries Churros with Chocolate Sauce
Price Range	$ (Cheap) – $$ (Average)

9. The Providore Dempsey

The Providore is a cozy and inviting space that exudes warmth from the moment you step inside. You’ll be greeted by the aroma of freshly brewed coffee and the sweet scent of pastries wafting through the air.

It’s a true food lover’s paradise, with a menu that spans across continents, offering an irresistible fusion of flavors!

Website	https://thedempseyproject.com/
Address	333A Orchard Rd, Singapore 238897, Somerset
Contact Details	+6732 1565
Operating Hours	Monday to Sunday 9:00 am – 11:00 pm
Must-Order Menu	Classic Beef Burger Truffle Mushroom Pizza Eggs Benedict with Smoked Salmon Providore English Breakfast Sticky Date Pudding with Butterscotch Sauce
Price Estimate	$$$ (Expensive)

10. Chopsuey Cafe at Dempsey

Chopsuey Cafe at Dempsey is a hidden gastronomic gem in Singapore’s lush Dempsey Hill.

This diner exudes a warm and inviting charm that instantly feels like home. The aroma of mouthwatering delights fills the air as you’re greeted with genuine smiles from the friendly staff.

The menu is a delightful fusion of flavors, showcasing delectable must-order dishes like the Crispy Aromatic Duck Pancakes and the oh-so-satisfying Truffle Fried Rice.

With its cozy ambiance, delectable cuisine, and top-notch service, Chopsuey Cafe is a haven where you’ll leave with a heart full of contentment and a promise to return soon.

Website	https://www.pscafe.com/chopsuey-cafe-at-dempsey-hill/
Address	10 Dempsey Rd, #01-23, Singapore 247700
Contact Details	+65 6708 9288
Operating Hours	Monday to Thursday 11:00 am – 11:00 pm Friday and Saturday 11:00 am – 11:30 pm Sunday 11:00 am – 11:00 pm
Must-Order Menu	Crispy Aromatic Duck Pancakes Truffle Fried Rice Chopsuey Signature Sweet & Sour Pork Black Pepper Beef Chopsuey Signature Chicken with Butterscotch Sauce
Price Estimate	$$$ (Expensive)

Best Shops for Retail Therapy

After satisfying your taste buds, it’s time to indulge in some retail therapy. Dempsey Hill’s boutique stores and concept shops offer a delightful shopping experience.

TANGS at Dempsey

TANGS, a well-known department store in Singapore, has extended its splendor to Dempsey Hill. And let me tell you, it’s a shopping paradise!

From the latest fashion trends to exquisite home decor, this branch boasts a thoughtfully curated collection showcasing the best local and international brands.

Website	https://tangs.com/
Address	310 Orchard Road Tang Plaza, Singapore 238864
Operating Hours	Monday to Saturday 10:30 am – 9:30 am Sunday 11:00 am – 9:00 pm

Grandiflora Singapore

Grandiflora is a charming flower shop offering a delightful selection of fresh flowers that will brighten your day or make the perfect surprise for a loved one.

Whether it’s a special occasion or just a gesture of love, this blossoming shop has thoughtful gifts that can warm hearts and put smiles on the faces of the recipients.

Website	https://www.grandiflora.sg/
Address	15 Dempsey Rd, Singapore 249675
Operating Hours	Monday to Friday 10:00 am – 7:00 pm Saturday and Sunday 9:00 am – 7:00 pm

IN GOOD COMPANY

One store that stands out with its distinctive charm is IN GOOD COMPANY. This local fashion brand embodies Singapore’s creative spirit, and its designs reflect a perfect blend of modernity and tradition.

From trendy clothing to elegant accessories, this shop is a haven for fashion enthusiasts who appreciate timeless elegance with a contemporary twist.

Website	https://ingoodcompany.asia/
Address	310 Orchard Rd, Singapore 238864
Operating Hours	Monday to Saturday 11:30 am – 9:00 pm Sunday 11:00 am – 9:00 pm

SingPet

For pet lovers like me, SingPet is an absolute delight! This cozy pet boutique offers an extensive range of high-quality pet products, from premium pet food to stylish accessories and everything in between.

The shop’s friendly atmosphere and pet-loving staff make it a joy to explore with your four-legged friend.

Whether you’re searching for a nutritious treat to spoil your pup, a comfy bed for your feline friend, or a cute outfit for your adorable furball, SingPet has it all.

Website	https://singpetclub.com/
Address	8D Dempsey Rd, #01-01, Singapore 249672
Operating Hours	Monday to Sunday 9:00 am – 7:00 pm

Top-Notch Salon and Spa Recommendations

After exploring the charming shops and boutiques of Dempsey Hill, it’s time to take pampering to the next level with these top-notch salon and spa recommendations.

Here are the following crème de la crème of beauty and relaxation in this delightful oasis.

The Nail Social

If you’re a nail enthusiast, The Nail Social is a must-visit. Not only does this chic salon offer a wide range of nail services, but it also doubles as a social enterprise, supporting and empowering underprivileged women.

While you get your nails done using non-toxic, eco-friendly products, you can also enjoy a complimentary drink from its in-house bar.

The vibrant and friendly atmosphere makes this spa and salon a perfect spot to catch up with your friends while indulging in some self-care.

Website	https://www.thenailsocial.co/
Address	42A Haji Ln, #2nd Floor, Singapore 189235
Contact Details	+65 6717 3221
Operating Hours	Monday (Closed) Tuesday – Saturday 10:00 am – 8:00 pm Sunday 10:00 am – 4:00 pm
Services Offered	Manicures Pedicures Nail Art Gel Nail Services Foot Massage

Kelture Aveda Salon & Spa

A sanctuary of beauty and wellness, Kelture Aveda Salon & Spa takes a sustainable approach to beauty.

Its commitment to using natural and environmentally friendly products is evident in each service it provides.

Whether you’re opting for a haircut, a facial, or a body treatment, you’ll leave Aveda feeling refreshed and knowing that you’ve contributed to a greener world.

Website	https://kelture.com.sg/
Address	290 Orchard Rd, Singapore 238859
Contact Details	+65 6735 6468
Operating Hours	Monday to Friday 10:00 am – 7:00 pm Saturday and Sunday 10:00 am – 7:00 pm
Services Offered	Hair Color Treatments Perm Hair Services Hair Cut Rebonding Men’s Hair Style

Trimmings Salon & Spa

Trimmings Salon & Spa is a hidden treasure for those seeking personalized hair care tucked away in a cozy corner of Dempsey Hill.

The stylists here are passionate about their craft and take the time to understand your hair type, lifestyle, and preferences. From haircuts to coloring and treatments, each service is tailored to bring out the best in you!

Website	https://www.trimmings.com.sg/
Address	75B Loewen Rd, Singapore 248852
Contact Details	+65 8511 5085
Operating Hours	Monday, Friday, and Saturday 9:00 am – 6:00 pm Tuesday, Wednesday, and Thursday 9:00 am – 8:30 pm Sunday (Closed)
Services Offered	Men and Women Hair Styling Highlights Services Hair Color and Treatments Rebonding Scalp Treatment Cleansing and Styling

Nine By Sweet Basil

With its chic and modern interiors, Nine By Sweet Basil offers a welcoming and comfortable environment for all your hair care needs. It’s a Japanese-Singaporean hair salon with talented Japanese stylists.

Whether you want a classic cut or a bold new look, its skilled stylists are up for the challenge. All you need to do is to sit back, relax, and let the experts work their magic on your hair.

Website	http://nine-sg.com/
Address	26A Purvis St, Singapore 188603
Contact Details	+65 9021 9144
Operating Hours	Monday to Friday 10:00 am – 8:00 pm Tuesday (Closed) Saturday and Sunday 10:00 am – 7:00 pm
Services Offered	Men and Women Hair Styling Highlights Services Hair Color and Treatments Rebonding Massage Therapy

Vendure Face, Body & Nail Spa

If you’re in the mood for an all-in-one spa experience,  Vendure Face, Body & Nail Spa has got you covered! This comprehensive spa offers everything from massages to facials, waxing, and nail services.

Its skilled therapists will transport you to deep relaxation, giving you a sense of renewal and tranquility.

Website	https://www.vedure.com/
Address	501 Orchard Rd #04-06, Wheelock Place, Singapore 238880
Contact Details	6732 6448
Operating Hours	Monday to Friday 10:00 am – 8:00 pm Saturday and Sunday 10:00 am – 7:00 pm
Services Offered	Facial Services Nail Services Spa and Massage Body Services Men’s Services Skin Treatment Medical Aesthetics

Tips to Enjoy Your Visit

Whether you’re in Dempsey Hill, Singapore for a quick escape or a leisurely weekend, these tips will ensure your visit is nothing short of amazing. 

Plan Ahead with Reservations

To ensure a smooth and seamless experience during your visit, consider making reservations for any activities you have in mind. This is especially important for popular dining spots and sought-after spa services.

Planning earlier will save you from disappointment and give you peace of mind as you relish your experiences.

Mix and Match Experiences

Why limit yourself to just one activity when you can have it all? Mix and match different treatments and experiences to create your own personalized day of indulgence.

I suggest you start with a fabulous haircut, treat yourself to a delightful meal, and finish the day with fun shopping galore! 

Dempsey Hill is like a playground for grown-ups; experience all its enjoyable offerings!

Relax and Unplug

Amid our busy lives, visiting Dempsey Hill provides the perfect opportunity to slow down and unwind.

Allow yourself to disconnect from the outside world for a while, fully embrace the present moment, and find solace in the peaceful ambiance of this little haven.

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Dempsey Hill, Singapore offers an unforgettable experience that combines dining, relaxation, and enjoyment in a picturesque setting.

With its top-notch salon and spa recommendations, you can pamper yourself to the fullest and emerge feeling rejuvenated and refreshed.

Remember to take your time exploring the area, savoring the diverse dining options, and embracing the natural beauty surrounding you.

Whether you’re a local looking for a weekend getaway or a visitor eager to indulge in the best of Singapore’s offerings, Dempsey Hill is the perfect destination for a delightful escape!

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