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

Find hotels in Dempsey Hill from £58

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
26 Sept - 27 Sept
Tomorrow
27 Sept - 28 Sept
Next weekend
2 Oct - 4 Oct
In two weeks
9 Oct - 11 Oct

Filter by

Star rating

Guest rating

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 modern bar area with a central island, bar stools, and shelves stocked with bottles and glasses.
A high-rise hotel with multiple floors, a prominent entrance, and a modern architectural design.
A modern conference room with a long table, chairs, and a projector.

1. YOTEL Singapore Orchard Road

YOTEL Singapore Orchard Road
Orchard
United States
Dennis
£110
includes taxes & fees
26 Oct - 27 Oct
YOTEL Singapore Orchard Road
A hotel with multiple floors, a swimming pool, and outdoor seating areas.
A modern hotel room with a sofa, armchair, ottoman, and a bed.
A modern lobby with a central seating area, a staircase, and a wall with greenery.
A modern restaurant with high ceilings, pendant lighting, and a central bar area.

2. JEN Singapore Tanglin by Shangri-La

JEN Singapore Tanglin by Shangri-La
Orchard
Australia
Melissa
£131
includes taxes & fees
24 Oct - 25 Oct
JEN Singapore Tanglin by Shangri-La
A spacious lobby with a central water feature, surrounded by seating areas and large windows.
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.
A modern building with a unique wooden lattice facade, surrounded by lush greenery and palm trees.

3. Shangri-La Singapore

Shangri-La Singapore
Tanglin
Singapore
Chien Liang
£235
includes taxes & fees
17 Oct - 18 Oct
Shangri-La Singapore
A pool area with lounge chairs and umbrellas, surrounded by lush greenery and modern buildings.
A spacious living area with two sofas, a coffee table, and floor lamps. Large windows provide a view of the cityscape.
A long buffet table with various cheeses, fruits, and flowers.
A multi-level atrium with a central walkway, balconies with plants, and a water feature.

4. Conrad Singapore Orchard

Conrad Singapore Orchard
Orchard
United States
Dan
£233
includes taxes & fees
14 Oct - 15 Oct
Conrad Singapore Orchard
A pool area with lounge chairs and umbrellas, a modern building with balconies in the background, and a clear blue pool.
A modern living room with a large window, a red sofa, a coffee table, and a bookshelf with books.
A restaurant with booths, tables, and hanging plants.
A modern living room with a sofa, coffee table, and a TV. Large windows offer a view of buildings and greenery.

5. The Standard, Singapore

The Standard, Singapore
Tanglin
United States
Roberta
£184
includes taxes & fees
27 Oct - 28 Oct
The Standard, Singapore
A Novotel hotel with a modern design, featuring a rooftop pool with illuminated tiles.
A stage with blue curtains, a crescent moon, and decorative lights.
A modern hotel with a glass facade, named Mercure and Novotel, featuring a central courtyard with green landscaping.
A modern hotel room with a large bed, a seating area, and a glass partition.

6. Novotel Singapore on Stevens

Novotel Singapore on Stevens
Tanglin
United States
Matti
£140
includes taxes & fees
25 Oct - 26 Oct
Novotel Singapore on Stevens
A rooftop terrace with a modern lounge area, a view of the city skyline, and a distinctive architectural structure in the background.
A modern building with a grid of windows and a palm tree in the foreground.
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.
A modern hotel lobby with a reception desk, seating area, and a staircase.

7. Travelodge Harbourfront

Travelodge Harbourfront
Bukit Merah
Australia
Pierre
£77
includes taxes & fees
27 Sept - 28 Sept
Travelodge Harbourfront
A rooftop lounge with lounge chairs and a glass balustrade overlooking a cityscape.
A modern hotel room with a city view, a built-in bench, a red armchair, and a small table with a cup and a book.
An outdoor dining area with wicker chairs and a wooden table, surrounded by lush greenery and a small pond.
A modern hotel with a prominent 'quintet' sign, featuring a grid of balconies, large windows, and a mix of glass and brown facade.

8. Quincy Hotel Singapore by Far East Hospitality

Quincy Hotel Singapore by Far East Hospitality
Newton
United States
Deeksha
£154
includes taxes & fees
25 Oct - 26 Oct
Quincy Hotel Singapore by Far East Hospitality
A woman sitting by a large window with a city view, a vase with flowers, and a small table.
A spacious lobby with a fitness area, seating, and a large chandelier.
An indoor restaurant with wicker furniture, hanging plants, and a stone wall.
A modern dining area with a long table, cushioned seating, and potted plants.

9. Four Seasons Hotel Singapore

Four Seasons Hotel Singapore
Orchard
United States
Nawarat
£324
includes taxes & fees
17 Oct - 18 Oct
Four Seasons Hotel Singapore
A spacious lobby with high ceilings, a central staircase, and a seating area with rattan chairs and a blue sofa.
A modern lobby with a central reception desk, a patterned floor, and a circular ceiling design.
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.

10. Furama RiverFront

Furama RiverFront
Singapore River
Australia
Elaine
£93
includes taxes & fees
12 Oct - 13 Oct
Furama RiverFront
A hotel room with a large bed, a wooden headboard, and a mural of a garden with unique structures.
A reception desk with marble top, vertical light panels, and a ceiling with water feature.
A hallway with a patterned wall, a marble floor, and a ceiling with recessed lighting.
A rooftop pool with lounge chairs, a lifebuoy, and a city skyline in the background.

11. Days Inn by Wyndham Singapore Novena

Days Inn by Wyndham Singapore Novena
Novena
Canada
Dennis Justin
£68
includes taxes & fees
19 Oct - 20 Oct
Days Inn by Wyndham Singapore Novena
A spacious lobby with a central clock, seating areas, and a polished floor.
The Orchard Hotel building with a modern glass facade and signage.
A hallway with a polished marble floor, wooden paneling, and decorative screens.
A modern hotel with a large indoor swimming pool, a well-maintained garden area, and a contemporary building facade.

12. Orchard Hotel Singapore

Orchard Hotel Singapore
Orchard
Canada
shailee
£152
includes taxes & fees
24 Oct - 25 Oct
Orchard Hotel Singapore
A rooftop infinity pool with green seating and red umbrellas, overlooking a city skyline.
A modern hotel room with a city view, a sofa set, yellow chairs, and a large window.
A room with a large window overlooking a cityscape at sunset.
A person dining at an outdoor table with a city skyline in the background.

13. JEN Singapore Orchardgateway by Shangri-La

JEN Singapore Orchardgateway by Shangri-La
Orchard
Australia
Gabbrielle
£191
includes taxes & fees
27 Sept - 28 Sept
JEN Singapore Orchardgateway by Shangri-La
A person in a swimming pool with clear water and sunlight reflecting on the surface.
A modern interior with a sofa, armchairs, and a coffee table. Large windows offer a view of greenery outside.
A modern hotel room with two beds, a large window with a city view, a round mirror on the wall, and a herringbone-patterned floor.
A hotel entrance with large windows, a garden with various plants, and a visible interior with seating and a neon sign.

14. Hotel Faber Park Singapore - Handwritten Collection

Hotel Faber Park Singapore - Handwritten Collection
Bukit Merah
Canada
Cheryl
£112
includes taxes & fees
27 Oct - 28 Oct
Hotel Faber Park Singapore - Handwritten Collection
A modern hotel corridor with a glass railing, a staircase, and a view of the building's interior.
A Holiday Inn Express building with a modern glass facade, a covered entrance, and a landscaped area with trees and shrubs.
A hotel lobby with a marble reception desk, seating area, and a view of the cityscape through large windows.
A hotel reception area with a modern design, featuring a reception desk, a red sofa, and a large window offering a view of the cityscape.

15. Holiday Inn Express Singapore Clarke Quay by IHG

Holiday Inn Express Singapore Clarke Quay by IHG
Downtown Singapore
Australia
Jason
£158
includes taxes & fees
25 Oct - 26 Oct
Holiday Inn Express Singapore Clarke Quay by IHG
A grand interior with a central spiral staircase, large columns, and a modern reception area.
A balcony with a sofa, a table with a vase of flowers, and a champagne bottle.
A spacious lobby with multiple seating areas, a central fountain, and a high ceiling with skylights.
A rooftop pool with lounge chairs and a table with drinks, overlooking a city skyline and a bridge.

16. The Fullerton Hotel Singapore

The Fullerton Hotel Singapore
Downtown Singapore
United States
Kanaiya
£239
includes taxes & fees
19 Oct - 20 Oct
The Fullerton Hotel Singapore
A spacious lobby with a grand staircase, a reception desk, and a decorative chandelier.
A swimming pool with colorful lounge chairs and a red building facade.
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.

17. Royal Plaza on Scotts

Royal Plaza on Scotts
Orchard
Singapore
Kurt Wei
£158
includes taxes & fees
19 Oct - 20 Oct
Royal Plaza on Scotts
A hotel with a prominent 'Orchard Rendezvous Hotel' sign, large windows, and a modern architectural design.
A spacious lobby with a high ceiling, a large tree, and multiple seating areas.
A hotel room with a large bed, a desk with a laptop, a chair, a small table with a plant, and a large window with a view.
A bar area with high stools, a bar counter, and shelves with bottles and glasses.

18. Orchard Rendezvous Hotel by Far East Hospitality

Orchard Rendezvous Hotel by Far East Hospitality
Orchard
Japan
Nobumori
£157
includes taxes & fees
23 Oct - 24 Oct
Orchard Rendezvous Hotel by Far East Hospitality
A multi-story hotel with balconies and a pool area in front.
A modern hotel room with a large sofa set, a dining table, and a city view.
A modern bar area with a long wooden table, bar stools, and a well-stocked liquor cabinet.
A modern hotel lobby with a long reception desk, wooden paneling, and a marble floor.

19. Paradox Singapore

Paradox Singapore
Downtown Singapore
United States
Meredith
£166
includes taxes & fees
21 Oct - 22 Oct
Paradox Singapore
A room with a bed, a window, and a view of a garden.
A building with a sign reading "the GUILD" above the entrance.
A modern living room with a sofa, ottomans, a coffee table, and a dining area with bar stools.
A patio with wicker furniture, a small round table, and planters with greenery.

20. KéSa House by The Unlimited Collection managed by The Ascott Limited

KéSa House by The Unlimited Collection managed by The Ascott Limited
Downtown Singapore
Singapore
Yunmi
£106
includes taxes & fees
20 Oct - 21 Oct
KéSa House by The Unlimited Collection managed by The Ascott Limited
View all properties
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Dempsey Hill attractions

Lotto Carpets Gallery

You can spend an afternoon studying the exhibits at Lotto Carpets Gallery in Dempsey Hill. Wander through 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 speciality 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

lyf Funan Singapore

lyf Funan Singapore

8/10 Good
"Very conveniently located. The buffet breakfast was a nice inclusion, but options aren’t extensive. Room was a little tight for two people and two suitcases, but perfectly doable. Would stay again."
Cam 2-night trip
Posted 1 hour ago
lyf Funan Singapore
Grand Park City Hall

Grand Park City Hall

8/10 Good
"Mikayla is the person that made our stay what it was. We decided to upgrade to a room with lounge access as my wife has coeliac disease. Not only did Mikayla make sure it was relayed to the kitchen each time we arrived at the Crystal lounge she made sure it was noted for all staff members in the lounge. Mikayla was just a super star and my wife appreciated her more than words can say. Her kindness and pure care about my wife needing to be careful so as not to get ill was much appreciated. There was also a younger gentleman some days in the lounge (unfortunately we didn’t get his name) was also fantastic. The older gentleman really had no idea and even said my wife was fine to eat lasagne so we very much only trust Mikayla and the young gentleman who always bought her food directly from the kitchen. We loved our time spent by the pool, it was relaxing and what we had expected, we also visited the roof top garden which was a beautiful space. Our room was large enough for us to utilise with our heavy cases loaded from our time in the UK before coming home to Aus however we did find a few things that could be improved on in the rooms. The bathroom needs better attention cleaning wise and potentially new blinds for the shower area. We found the see in to bathroom aspect on a room it’s size pointless as no one wants to go to the toilet with an audience and waiting for the blind to come down takes time! Somewhere to hang towel (not next to the toilet) is needed for sure."
Colin 4-night trip
Posted 2 hours ago
Grand Park City Hall
Carlton Hotel Singapore

Carlton Hotel Singapore

10/10 Excellent
"Great location and helpful staff"
Stephen 2-night trip
Posted 10 hours ago
Carlton Hotel Singapore
Crowne Plaza Changi Airport by IHG

Crowne Plaza Changi Airport by IHG

8/10 Good
"Location."
spencer 1-night trip
Posted 10 hours ago
Crowne Plaza Changi Airport by IHG
YOTEL Singapore Orchard Road

YOTEL Singapore Orchard Road

8/10 Good
"This hotel’s location is excellent situated just behind orchard road. My only two negative points to mention ,you are encouraged to use the self service machines in the lobby which I don’t personally like. There is a staff member who will help if asked. And I availed myself of this option but I had to wait until one became available. The other is that the hotels website clearly states that the rooms are 151 square feet. Only England and the u.s.a to the best of my knowledge uses imperial measurements today. The rest of the world uses metric measurements. 151 square feet is 14 square meters. A little bit deceptive but perfectly legal. These small rooms are identical to those you may find In Hong Kong and Japan, were space is absolutely crucial. Would I stay here again ? yes I would. The advantages outweigh the two disadvantages."
Russell Anthony 4-night trip
Posted 11 hours ago
YOTEL Singapore Orchard Road
Hotel Waterloo Singapore - Handwritten Collection

Hotel Waterloo Singapore - Handwritten Collection

8/10 Good
"Great hotel, good value. Useful having a gym which was always quiet when I went. But breakfast was poor. Not much choice, the fruit juice was very watery and they ran out of all bread by about 8:30 one morning"
Benjamin 3-night trip
Posted 12 hours ago
Hotel Waterloo Singapore - Handwritten Collection
PARKROYAL COLLECTION Marina Bay, Singapore

PARKROYAL COLLECTION Marina Bay, Singapore

10/10 Excellent
"Great location and beautiful property with view of the Sands water show"
Kevin 2-night trip
Posted 21 hours ago
PARKROYAL COLLECTION Marina Bay, Singapore
JEN Singapore Tanglin by Shangri-La

JEN Singapore Tanglin by Shangri-La

10/10 Excellent
"What a great stay! I arrived very early and the team managed to get my room ready for me right away. The staff was wonderful and a special shout out to Joel in the club lounge for his exceptional hospitality. The breakfast buffet was a perfect start daily with an amazing selection. Highly recommend and will certainly stay again next time I’m in Singapore."
Alitta 6-night trip
Posted 22 hours ago
JEN Singapore Tanglin by Shangri-La
Swissotel The Stamford, Singapore

Swissotel The Stamford, Singapore

10/10 Excellent
"Excellent location, good service, comfortable, modern and clean rooms and very good breakfast."
Alejandro 2-night trip
Posted 1 day ago
Swissotel The Stamford, Singapore

More cheap stays in Dempsey Hill

The Quay Hotel Little India

The Quay Hotel Little India

195 Serangoon Rd Singapore
£58
26 Oct - 27 Oct
includes taxes & fees
7/10 Good! (60 reviews)
The Quay Hotel Little India
Hmlet Essentials Novena

Hmlet Essentials Novena

471 Balestier Rd Singapore
£67
25 Oct - 26 Oct
includes taxes & fees
Hmlet Essentials Novena
BEAT. Arts Hostel Chinatown

BEAT. Arts Hostel Chinatown

211A, South Bridge Road Singapore
£69
25 Oct - 26 Oct
includes taxes & fees
6.4/10 (105 reviews)
BEAT. Arts Hostel Chinatown
Beverly Hotels Elements

Beverly Hotels Elements

48 Horne Rd Singapore Singapore
£75
27 Sept - 28 Sept
includes taxes & fees
Beverly Hotels Elements
KINN Habitat

KINN Habitat

5 Hongkong St Singapore
£88
13 Oct - 14 Oct
includes taxes & fees
9.2/10 Wonderful! (194 reviews)
KINN Habitat
Ambassador Transit Hotel Terminal 2

Ambassador Transit Hotel Terminal 2

Singapore Changi Airport, PTB2 Singapore
Get rates
8.2/10 Very good! (1,004 reviews)
Ambassador 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 £58 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.

Explore a world of travel with Expedia