A covered outdoor seating area with ceiling fans, tables, and chairs.

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Our top choices for Dempsey Hill hotels

A modern dining area with a long wooden table, multiple chairs, and a bar in the background.
A high-rise hotel with multiple floors, a prominent entrance, and a modern architectural design.
A modern bar area with a central island, bar stools, and shelves stocked with bottles and glasses.
A conference room with a long wooden table, modern chairs, and a large screen displaying the logo "KOMYUNITI".

1. YOTEL Singapore Orchard Road

YOTEL Singapore Orchard Road
Orchard
United Kingdom
Tom
CA $151
CA $181 total
includes taxes & fees
Nov 1 - Nov 2
YOTEL Singapore Orchard Road
A hotel with multiple floors, a swimming pool, and outdoor seating areas.
A modern lounge area with tiered seating, a patterned floor, and a backdrop of greenery.
A modern restaurant with high ceilings, pendant lighting, and a central bar area.
A modern lobby with a central seating area, a staircase, and a wall with greenery.

2. JEN Singapore Tanglin by Shangri-La

JEN Singapore Tanglin by Shangri-La
Orchard
United States
Maricel
CA $206
CA $247 total
includes taxes & fees
Oct 24 - Oct 25
JEN Singapore Tanglin by Shangri-La
A hotel room with a large bed, a wooden headboard, and a mural of a garden with unique structures.
A hallway with a patterned wall, a marble floor, and a ceiling with recessed lighting.
A modern kitchen with wooden cabinets, marble countertops, and a variety of food containers.
A rooftop pool with lounge chairs, a lifebuoy, and a city skyline in the background.

3. Days Inn by Wyndham Singapore Novena

Days Inn by Wyndham Singapore Novena
Central Singapore
Mexico
Mario
CA $107
CA $128 total
includes taxes & fees
Oct 26 - Oct 27
Days Inn by Wyndham Singapore Novena
A rooftop pool with lounge chairs and a table, surrounded by modern buildings and greenery.
A gym with treadmills, exercise mats, and a view of a cityscape and pool.
A modern hotel with a glass facade, a rooftop garden, and a riverside location.
A modern reception area with a marble reception desk, a wheelchair accessibility sign, and a view of the city through a glass wall.

4. Hotel Boss

Hotel Boss
Kallang
Australia
Joann
CA $130
CA $156 total
includes taxes & fees
Oct 12 - Oct 13
Hotel Boss
A modern hotel with a pool, surrounded by high-rise buildings and illuminated at night.
A hotel room with a large bed, a desk with a chair, and a view of a cityscape through a large window.
Exterior
A dessert display with various pastries and a sign listing dessert options.

5. Mercure ICON Singapore City Centre

Mercure ICON Singapore City Centre
Downtown Singapore
Australia
MAXWELL
CA $195
CA $234 total
includes taxes & fees
Oct 26 - Oct 27
Mercure ICON Singapore City Centre
A modern lobby with a sofa, a small table, and a large potted plant.
A long, narrow hallway with doors on one side and a patterned carpet on the floor.
A modern hallway with a patterned floor, a metal railing, and a blue-lit ceiling.
A modern hotel room with two beds, a bathroom, and a TV.

6. Hotel Classic by Venue

Hotel Classic by Venue
Geylang
Canada
Estrella B
CA $111
CA $133 total
includes taxes & fees
Oct 13 - Oct 14
Hotel Classic by Venue
A night view of a cityscape with illuminated buildings and a balcony with a view of the city.
A hotel room with a large bed, a sofa, a desk with a flat-screen TV, and a large floral artwork on the wall.
An aerial view of a swimming pool surrounded by palm trees and a stone walkway.
A spacious lobby with a high ceiling, a reception desk, and a modern design.

7. Copthorne King's Hotel Singapore

Copthorne King's Hotel Singapore
Central Singapore
United States
Jose Jesus
CA $155
CA $186 total
includes taxes & fees
Nov 2 - Nov 3
Copthorne King's Hotel Singapore
A modern restaurant with a green wall, orange chairs, and a counter with a TV.
A modern gym with treadmills, a bench, and a weight machine, featuring large windows and a view of greenery outside.
A modern hotel room with a city view, a bed, a small table with a bowl of fruit, and a pair of chairs.
A modern hotel with a swimming pool, outdoor seating, and a landscaped garden.

8. Hotel Mi Rochor

Hotel Mi Rochor
Central Singapore
United States
Sunil
CA $140
CA $168 total
includes taxes & fees
Oct 26 - Oct 27
Hotel Mi Rochor
A rooftop terrace with a modern lounge area, a view of the city skyline, and a distinctive architectural structure in the background.
A buffet setup with a 'Social' sign, buffet counters, and a serving staff member.
A modern hotel lobby with a reception desk, seating area, and a staircase.
A modern hotel room with a wooden vanity, a round mirror, a flat-screen TV mounted on the wall, and a bed with a white duvet.

9. Travelodge Harbourfront

Travelodge Harbourfront
Central Singapore
Australia
Pierre
CA $147
CA $176 total
includes taxes & fees
Nov 3 - Nov 4
Travelodge Harbourfront
A modern hotel lobby with a reflective floor, a reception desk, and a large artwork on the wall.
A large indoor swimming pool with clear water, surrounded by walls and pillars, and a reception area in the background.
A modern living room with a sofa, a small table with a fruit plate, books, and a view of a cityscape through a window.
A spherical outdoor seating area with a cushioned bench and a coffee table, surrounded by greenery and overlooking a cityscape.

10. V Hotel Lavender

V Hotel Lavender
Kallang
United States
Mahmudur
CA $130
CA $156 total
includes taxes & fees
Nov 2 - Nov 3
V Hotel Lavender
A hotel pool with lounge chairs and umbrellas, surrounded by buildings.
A hotel room with a bed, desk, chair, and a view of the outdoor area.
Meeting facility
A gym with exercise equipment, wooden flooring, and large windows.

11. Grand Mercure Singapore Roxy

Grand Mercure Singapore Roxy
East Coast
United Kingdom
Robert
CA $200
CA $240 total
includes taxes & fees
Nov 2 - Nov 3
Grand Mercure Singapore Roxy
A spacious lobby with high ceilings, a central staircase, and a seating area with rattan chairs and a blue sofa.
A multi-story hotel with a modern design, featuring a prominent entrance and a well-lit facade.
A spacious indoor area with multiple seating arrangements, including sofas and chairs, and a central circular seating area.
A modern lobby with a central reception desk, a patterned floor, and a circular ceiling design.

12. Furama RiverFront

Furama RiverFront
Central Singapore
Australia
Elaine
CA $132
CA $161 total
includes taxes & fees
Nov 2 - Nov 3
Furama RiverFront
A spacious lobby with a central water feature, surrounded by seating areas and large windows.
A modern building with a unique wooden lattice facade, surrounded by lush greenery and palm trees.
An aerial view of a resort with a large swimming pool surrounded by palm trees and lounge areas.
A spacious lobby with high ceilings, large columns, and a central seating area with sofas and a small water feature.

13. Shangri-La Singapore

Shangri-La Singapore
Central Singapore
Singapore
Chien Liang
CA $341
CA $409 total
includes taxes & fees
Nov 2 - Nov 3
Shangri-La Singapore
A swimming pool surrounded by lounge chairs and greenery, with a cityscape in the background.
A modern hotel entrance with a glass facade, a covered walkway, and a sign indicating the name "Nibe."
A covered outdoor area with stone flooring, wooden barrels, and potted plants.
A modern lobby with a central bar area, seating arrangements, and a large window offering a view of a rocky landscape with greenery.

14. Vibe Hotel Singapore Orchard

Vibe Hotel Singapore Orchard
Central Singapore
Australia
Bree
CA $190
CA $227 total
includes taxes & fees
Oct 31 - Nov 1
Vibe Hotel Singapore Orchard
A spacious lobby with a grand staircase, a reception desk, and a decorative chandelier.
A modern hotel room with a living area, a dining table, a sofa, and a TV.
A hotel room with a bed, a TV mounted on the wall, a small table with a remote control, and a yellow chair.
A swimming pool with colorful lounge chairs and a red building facade.

15. Royal Plaza on Scotts

Royal Plaza on Scotts
Orchard
Singapore
Kurt Wei
CA $240
CA $291 total
includes taxes & fees
Oct 19 - Oct 20
Royal Plaza on Scotts
A rooftop pool with lounge chairs and a city skyline view.
The entrance of the Hilton Garden Inn with a large circular sculpture and the hotel's name displayed prominently.
An outdoor dining area with tables and chairs, a city skyline view, and a covered roof structure.
A modern hotel lobby with a marble reception desk, black chairs, and a view of the cityscape through large windows.

16. Hilton Garden Inn Singapore Serangoon

Hilton Garden Inn Singapore Serangoon
Little India
United Kingdom
Steven
CA $173
CA $207 total
includes taxes & fees
Oct 13 - Oct 14
Hilton Garden Inn Singapore Serangoon
A spacious lobby with a central clock, seating areas, and a polished floor.
A modern hotel with a large indoor swimming pool, a well-maintained garden area, and a contemporary building facade.
A hallway with a polished marble floor, wooden paneling, and decorative screens.
The Orchard Hotel building with a modern glass facade and signage.

17. Orchard Hotel Singapore

Orchard Hotel Singapore
Orchard
United Kingdom
Vishal
CA $261
CA $313 total
includes taxes & fees
Oct 31 - Nov 1
Orchard Hotel Singapore
A garden area with lounge chairs and tables, surrounded by dense foliage.
A modern hotel lobby with a glass partition, a reception desk, and a seating area with yellow chairs.
Property grounds
A modern hotel room with a large bed, two smaller beds, a desk, and a TV.

18. Hotel Mi Bencoolen

Hotel Mi Bencoolen
Central Singapore
United Kingdom
Aiden
CA $134
CA $161 total
includes taxes & fees
Nov 2 - Nov 3
Hotel Mi Bencoolen
A person in a swimming pool with clear water and sunlight reflecting on the surface.
A hotel entrance with large windows, a garden with various plants, and a visible interior with seating and a neon sign.
A modern interior with a sofa, armchairs, and a coffee table. Large windows offer a view of greenery outside.
A modern hotel corridor with glass walls, indoor plants, and a sign reading "Handwritten Collection".

19. Hotel Faber Park Singapore - Handwritten Collection

Hotel Faber Park Singapore - Handwritten Collection
Central Singapore
Canada
Cheryl
CA $176
CA $211 total
includes taxes & fees
Oct 26 - Oct 27
Hotel Faber Park Singapore - Handwritten Collection
A modern bar area with a view of the city skyline at sunset, featuring wooden flooring, bar stools, and a bar counter.
A spacious lobby with a large, circular ceiling design and a reception desk.
A modern hotel pool area with lounge chairs and umbrellas, surrounded by tall buildings.
A hotel room with two beds, a desk, a chair, and a large window offering a city view.

20. Carlton City Hotel Singapore

Carlton City Hotel Singapore
Downtown Singapore
United Kingdom
Lee
CA $264
CA $330 total
includes taxes & fees
Oct 30 - Oct 31
Carlton City Hotel Singapore
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Stay near popular Dempsey Hill attractions

Lotto Carpets Gallery

You can spend an afternoon exploring the galleries in Lotto Carpets Gallery in Dempsey Hill. Wander the picturesque gardens and marina in this vibrant area.
See properties

Learn more about Dempsey Hill

This former British military base now houses upscale restaurants and boutiques in lush, colonial-era buildings. Enjoy brunch at PS.Cafe before exploring the art galleries and specialty shops that fill the tranquil hilltop enclave.

See all hotels in Dempsey Hill
A covered outdoor seating area with ceiling fans, tables, and chairs.
Photo by Michael Lee

Top Dempsey Hill Hotel Reviews

YOTEL Singapore Orchard Road

YOTEL Singapore Orchard Road

10/10 Excellent
"Excellent location Small but clean and comfortable bed"
Corinne 1-night trip
Posted 1 hour ago
YOTEL Singapore Orchard Road
Dusit Thani Laguna Singapore

Dusit Thani Laguna Singapore

10/10 Excellent
"The service was outstanding. Irfan and Maureen were rockstars."
Alex 3-night trip
Posted 11 hours ago
Dusit Thani Laguna Singapore
lyf Funan Singapore

lyf Funan Singapore

10/10 Excellent
"Excellent value for money. Friendly helpful staff. Great location. Breakfast wasn’t the best but was ok. Nice place to stay for a family."
Blair 2-night trip
Posted 15 hours ago
lyf Funan Singapore
JEN Singapore Orchardgateway by Shangri-La

JEN Singapore Orchardgateway by Shangri-La

10/10 Excellent
"Our family recently spent a fantastic vacation at JEN Singapore Orchardgateway, and it completely exceeded our expectations. If you are traveling with children and want a stay that cuts out the stress of navigating a busy city, this hotel is a prime choice."
Yogit 4-night trip
Posted 1 day ago
JEN Singapore Orchardgateway by Shangri-La
Marina Bay Sands

Marina Bay Sands

8/10 Good
"Marina Bay Sands is an absolutely amazing building and a real experience in itself. The rooms are stunning, beautifully finished and exactly what you would expect from such an iconic hotel. The location is fantastic and very hard to beat. The choice of restaurants is second to none, and the shopping centre is incredible — virtually every designer and luxury brand you could think of is available. The Infinity Pool is something very special and definitely one of the highlights of staying here. The views are spectacular and it’s an experience you won’t forget. The only thing to be aware of is that this is a huge, very busy hotel with quite a business-like feel. There are lots of tourists visiting the hotel and surrounding attractions throughout the day, so it can feel extremely busy. If you prefer a small, intimate or peaceful hotel experience, Marina Bay Sands probably isn’t the one for you. That said, if you want an iconic Singapore hotel with stunning rooms, an amazing location, fantastic restaurants, world-class shopping and that incredible Infinity Pool, Marina Bay Sands is certainly an experience worth having."
CHEUNG 2-night trip
Posted 3 days ago
Marina Bay Sands
Concorde Hotel Singapore

Concorde Hotel Singapore

8/10 Good
"All in all this hotel was very pleasant to stay in, rooms cleaned and tidied with fresh towels daily.. Breakfast in Spices Bar was very nice with plenty of choice. Staff very helpful and friendly. This hotel is in a great location and is very near of the shops and restaurants The pool was also great and a good size too"
Melanie 10-night trip
Posted 3 days ago
Concorde Hotel Singapore
Hotel Boss

Hotel Boss

8/10 Good
"Room was cleaned but too small"
Wills Stadin 3-night trip
Posted 3 days ago
Hotel Boss
PARKROYAL COLLECTION Marina Bay, Singapore

PARKROYAL COLLECTION Marina Bay, Singapore

10/10 Excellent
"Lovely stay here for business. No complaints about anything, staff, location and quality were fantastic."
Paul 6-night trip
Posted 3 days ago
PARKROYAL COLLECTION Marina Bay, Singapore
Pan Pacific Singapore

Pan Pacific Singapore

8/10 Good
"Good location and nearby amenities, shopping mall and metro."
Karen 1-night trip
Posted 4 days ago
Pan Pacific Singapore

More cheap stays in Dempsey Hill

The Quay Hotel Little India

The Quay Hotel Little India

195 Serangoon Rd Singapore
CA $88
CA $108 total
Oct 28 - Oct 29
includes taxes & fees
7/10 Good! (63 reviews)
The Quay Hotel Little India
Hmlet Essentials Novena

Hmlet Essentials Novena

471 Balestier Rd Singapore
CA $98
CA $117 total
Oct 28 - Oct 29
includes taxes & fees
8.2/10 Very good! (122 reviews)
Hmlet Essentials Novena
BEAT. Arts Hostel Chinatown

BEAT. Arts Hostel Chinatown

211A, South Bridge Road Singapore
CA $126
CA $139 total
Oct 26 - Oct 27
includes taxes & fees
BEAT. Arts Hostel Chinatown
Beverly Hotels Elements

Beverly Hotels Elements

48 Horne Rd Singapore Singapore
CA $127
CA $154 total
Oct 19 - Oct 20
includes taxes & fees
Beverly Hotels Elements
KINN Habitat

KINN Habitat

5 Hongkong St Singapore
CA $134
CA $165 total
Nov 1 - Nov 2
includes taxes & fees
KINN Habitat
Ambassador Transit Hotel Terminal 2

Ambassador Transit Hotel Terminal 2

Singapore Changi Airport, PTB2 Singapore
Get ratesAmbassador Transit Hotel Terminal 2

Frequently asked questions

When is the best time to go to Dempsey Hill?
The best time to visit Dempsey Hill is generally in the late afternoon and evening, especially from Thursday to Saturday.Dempsey Hill is a unique lifestyle enclave in Singapore, known for its collection of high-end restaurants, chic cafes, art galleries, and speciality shops, housed in beautifully restored historic barracks. It's a bit removed from the hustle and bustle of the city centre, located amidst lush greenery, offering a more relaxed setting.For couples looking for a sophisticated dining experience, visiting in the evening is recommended. Many of the restaurants, ranging from modern European to Asian fusion, offer excellent dinner menus and a refined ambience. You can enjoy a leisurely meal, perhaps followed by drinks at one of the upscale bars.Daytime visits, particularly in the late afternoon, are ideal for those interested in browsing the art galleries, exploring the unique homeware stores, or enjoying a relaxed coffee or afternoon tea at one of the charming cafes.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Dempsey Hill.
How much is the nightly rate at a Dempsey Hill hotel?
Prices for hotels in Dempsey Hill often vary, but you can find a great deal from CA $108 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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