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

Romantic Hotels & Resorts in Dempsey Hill from AU$127

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Dempsey Hill Romantic Hotels

Tonight
24 Sept - 25 Sept
Tomorrow
25 Sept - 26 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct
No exact matches found, but these alternatives could be just right

Recommended hotels in Dempsey Hill

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 modern conference room with a long table, chairs, and a projector.
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 States
Dennis
AU$197
includes taxes & fees
19 Oct - 20 Oct
YOTEL Singapore Orchard Road
A hotel with multiple floors, a swimming pool, and outdoor seating areas.
A modern lobby with a central seating area, a staircase, and a wall with greenery.
A modern hotel room with a sofa, armchair, ottoman, and a bed.
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
AU$245
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.
A multi-level atrium with balconies covered in greenery, a central open space, and a view of the sky.
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.

3. Shangri-La Singapore

Shangri-La Singapore
Tanglin
Singapore
Chien Liang
AU$438
includes taxes & fees
21 Oct - 22 Oct
Shangri-La Singapore
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.
The Orchard Hotel building with a modern glass facade and signage.
A buffet with various food items and drinks.

4. Orchard Hotel Singapore

Orchard Hotel Singapore
Orchard
Canada
shailee
AU$286
includes taxes & fees
23 Oct - 24 Oct
Orchard Hotel Singapore
A hotel room with a large bed, a wooden headboard, and a mural of a garden with unique structures.
A rooftop pool with lounge chairs, a lifebuoy, and a city skyline in the background.
A hallway with a patterned wall, a marble floor, and a ceiling with recessed lighting.
A rooftop pool with lounge chairs, potted plants, and a city skyline in the background.

5. Days Inn by Wyndham Singapore Novena

Days Inn by Wyndham Singapore Novena
Novena
Canada
Dennis Justin
AU$127
includes taxes & fees
27 Sept - 28 Sept
Days Inn by Wyndham Singapore Novena
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.

6. Conrad Singapore Orchard

Conrad Singapore Orchard
Orchard
United States
Dan
AU$433
includes taxes & fees
13 Oct - 14 Oct
Conrad Singapore Orchard
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 room with a large bed, a seating area, and a glass partition.
A modern interior with a geometric patterned wall, a marble reception desk, and shelves with decorative items and monitors.

7. Novotel Singapore on Stevens

Novotel Singapore on Stevens
Tanglin
United States
Matti
AU$263
includes taxes & fees
25 Oct - 26 Oct
Novotel Singapore on Stevens
A woman sitting by a large window with a city view, a vase with flowers, and a small table.
A rooftop lounge with a pool, outdoor seating, and large potted plants.
A modern dining area with a long table, cushioned seating, and potted plants.
A spacious lobby with a fitness area, seating, and a large chandelier.

8. Four Seasons Hotel Singapore

Four Seasons Hotel Singapore
Orchard
United States
Nawarat
AU$588
includes taxes & fees
24 Oct - 25 Oct
Four Seasons Hotel Singapore
A modern hotel corridor with a glass railing, a staircase, and a view of the building's interior.
A long swimming pool with a cityscape in the background.
A hotel lobby with a marble reception desk, seating area, and a view of the cityscape through large windows.
A Holiday Inn Express building with a modern glass facade, a covered entrance, and a landscaped area with trees and shrubs.

9. Holiday Inn Express Singapore Clarke Quay by IHG

Holiday Inn Express Singapore Clarke Quay by IHG
Downtown Singapore
Australia
Jason
AU$274
includes taxes & fees
27 Sept - 28 Sept
Holiday Inn Express Singapore Clarke Quay by IHG
A hotel with a prominent 'Orchard Rendezvous Hotel' sign, large windows, and a modern architectural design.
A bar area with high stools, a bar counter, and shelves with bottles and glasses.
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.

10. Orchard Rendezvous Hotel by Far East Hospitality

Orchard Rendezvous Hotel by Far East Hospitality
Orchard
Japan
Nobumori
AU$283
includes taxes & fees
23 Oct - 24 Oct
Orchard Rendezvous Hotel by Far East Hospitality
View all properties

Top Dempsey Hill Hotel Reviews

Carlton Hotel Singapore

Carlton Hotel Singapore

10/10 Excellent
"Very good location and friendly staff"
Ming 3-night trip
Posted 14 hours ago
Carlton Hotel Singapore
Swissotel The Stamford, Singapore

Swissotel The Stamford, Singapore

8/10 Good
"Lovely hotel and great location. Busy but loved it."
Leonie 6-night trip
Posted 18 hours ago
Swissotel The Stamford, Singapore
Pan Pacific Singapore

Pan Pacific Singapore

10/10 Excellent
"Breakfast good and location convenient."
Stella marie 4-night trip
Posted 20 hours ago
Pan Pacific Singapore
Hotel Boss

Hotel Boss

10/10 Excellent
"Great pool nice rooms"
Joann 4-night trip
Posted 23 hours ago
Hotel Boss
JEN Singapore Tanglin by Shangri-La

JEN Singapore Tanglin by Shangri-La

8/10 Good
"Well located for Orchard Rd shopping"
Melissa 3-night trip
Posted 2 days ago
JEN Singapore Tanglin by Shangri-La
V Hotel Lavender

V Hotel Lavender

8/10 Good
"The hotel is clean and close to the MRT but it’s very small"
Victor 3-night trip
Posted 2 days ago
V Hotel Lavender
PARKROYAL COLLECTION Marina Bay, Singapore

PARKROYAL COLLECTION Marina Bay, Singapore

8/10 Good
"The staff were excellent, the property was very clean. The details in the room could be improved, the shower door had a large gap and the bathroom floor got water puddles each time it was used which meant we had to use our towels to dry the floor, the toilet paper used was not five star quality it was one ply which meant we needed to use much more then if it was a two or three ply. The first night we checked in, the light switch for the bathroom stopped working we turned the light on but could not turn it off, the staff came up quickly and fixed it, however, a hotel at this level should have a system in place to monitor proper functioning of the rooms between guests. These may seem like small things but they are the memories that leave with the guests!"
Michael 4-night trip
Posted 3 days ago
PARKROYAL COLLECTION Marina Bay, Singapore
Marina Bay Sands

Marina Bay Sands

10/10 Excellent
"It’s still better than ever"
YOSHIKUNI 1-night trip
Posted 6 days ago
Marina Bay Sands

Frequently asked questions

Searching for romantic hotels in Dempsey Hill?
If you and your partner need some romantic time away, we've got just the ticket. If you want to see some of the sights in Dempsey Hill, you might consider checking out Lotto Carpets Gallery. If you're interested in staying near a certain attraction, you can sort by neighbourhood and proximity to top sights, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to Dempsey Hill?
If you're hoping to get lost in the rain on your romantic getaway, take a look at these details about year-round temperatures in Dempsey Hill: The hottest months are usually May and April, with an average temperature of 28°C, while the coldest months are January and February, with an average of 27°C. The rainiest months in Dempsey Hill are November, December, October and April, with each month seeing an average of 321 mm of rainfall.
What is there to do in Dempsey Hill?
There's nothing better than experiencing a new place with your sweetheart, so consider taking time to discover all there is to see and do in Dempsey Hill. Lotto Carpets Gallery is one of the local sights that might be worth a stop.
What's the best way to get to Dempsey Hill and around town during my romantic getaway?
This information about transportation options in Dempsey Hill might help your romantic getaway go off without a hitch: If you're looking to fly to Dempsey Hill, the closest major airport is in Singapore (XSP-Seletar), located 8.7 mi (14 km) from the city centre. If you'd like to venture out around the area, you may want to rent a car for your trip.

Explore a world of travel with Expedia