Photo by Michael Lee

Dempsey Hill hotels from HK$444

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Our top choices for Dempsey Hill hotels

YOTEL Singapore Orchard Road

YOTEL Singapore Orchard Road
4.0 star property
Orchard
8.8 out of 10, Excellent, (1717)
Immerse in urban comfort at this contemporary hotel featuring an outdoor pool and fitness centre. Just a 5-minute walk from Orchard Station and minutes from Orchard Road and Singapore Botanic Gardens. Grab delicious meals at Komyuniti restaurant.

"Amazing location with compact but clean rooms "
United Kingdom
Jatindra
The price is HK$696
HK$835 total
includes taxes & fees
5 Jan - 6 Jan 2026
YOTEL Singapore Orchard Road

Furama RiverFront

Furama RiverFront
4.0 star property
Singapore River
7.8 out of 10, Good, (1497)
Discover tranquility near Havelock Station at this family-friendly Singapore hotel. Enjoy the outdoor pool, fitness centre, and children's pool while kids have fun at the free club. Grab dinner at Kintamani Restaurant or relax at the bar after exploring Orchard Road.

"Breakfast was really good - nice choice of food to choose from. Hotel was in a good location - close to Havelock MRT."
Australia
Ian
The price is HK$649
HK$801 total
includes taxes & fees
11 Jan - 12 Jan 2026
Furama RiverFront

D'Resort at Downtown East

D'Resort at Downtown East
3.5 star property
Pasir Ris
8.4 out of 10, Very good, (1005)
Located just 15 minutes from Singapore Expo, this beach hotel offers water park access that kids will love. Clean rooms provide a comfortable base for exploring nearby attractions, while the friendly staff ensures a pleasant stay for all guests.

"Spacious room, staff are courteous, close to all amenities. "
Australia
Dinh
The price is HK$769
HK$852 total
includes taxes & fees
12 Jan - 13 Jan 2026
D'Resort at Downtown East

Hotel Boss

Hotel Boss
3.5 star property
Kallang
7.8 out of 10, Good, (1127)
Located steps from vibrant Bugis Street Shopping District, this hotel offers 2 restaurants serving Chinese cuisine. Take a dip in the outdoor pool, unwind at the rooftop terrace, or maintain your routine at the fitness centre. Lavender Station is just 5 minutes away.

"Great location"
Australia
Maria Danica
The price is HK$659
HK$790 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel Boss

Hotel Mi Bencoolen

Hotel Mi Bencoolen
3.5 star property
Rochor
8.4 out of 10, Very good, (1031)
Dive into the outdoor pool after exploring nearby Orchard Road and Marina Bay Sands Skypark. This Singapore hotel puts you steps from Bencoolen Station and a short walk to Bras Basah Station, perfect for city adventures. Hiking trails beckon nearby.

"The room was clean, and the staffs were very friendly snd helpful. The location was really good to find food to eat."
Canada
Connie
The price is HK$704
HK$844 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel Mi Bencoolen

YOTELAIR Singapore Changi Airport

YOTELAIR Singapore Changi Airport
3.5 star property
Changi
7.8 out of 10, Good, (1022)
"Great stay again, will be back!"
Australia
Jillian
The price is HK$864
HK$1,036 total
includes taxes & fees
6 Jan - 7 Jan 2026
YOTELAIR Singapore Changi Airport

Holiday Inn Express Singapore Clarke Quay by IHG

Holiday Inn Express Singapore Clarke Quay by IHG
3.5 star property
Downtown Singapore
9.2 out of 10, Wonderful, (1095)
Enjoy morning laps in the rooftop pool overlooking the city. Located minutes from Fort Canning and Clarke Quay MRT stations, this hotel includes a 24-hour gym, terrace garden, and café. Explore nearby Marina Bay Sands or Orchard Road shopping.

"The hotel was exactly what we were looking for- great location, quiet, safe, clean and a great breakfast. Rooms are small but worked fine for 3 nights. "
United States
judy
The price is HK$1,113
HK$1,386 total
includes taxes & fees
10 Jan - 11 Jan 2026
Holiday Inn Express Singapore Clarke Quay by IHG

Carlton City Hotel Singapore

Carlton City Hotel Singapore
5.0 star property
Downtown Singapore
9.4 out of 10, Exceptional, (1803)
Stay at this elegant hotel near Tanjong Pagar Station, just a short drive from Marina Bay Sands and Gardens by the Bay. Enjoy a refreshing swim in the outdoor pool, dine at Plate restaurant, or unwind at 2 bars/lounges while exploring Singapore.

"Yes ,would stay there again "
Canada
Roy
The price is HK$1,128
HK$1,404 total
includes taxes & fees
3 Jan - 4 Jan 2026
Carlton City Hotel Singapore

V Hotel Lavender

V Hotel Lavender
4.0 star property
Kallang
7.6 out of 10, Good, (1005)
Set just minutes from Lavender Station, this Singapore hotel offers a refreshing rooftop pool, garden, and convenient bar. The fitness centre adds to your enjoyment while Bugis Street Shopping District waits nearby for urban exploration and Marina Bay Sands Casino entertains.

"The room was great for the price the pool was awesome and beautiful was also awesome "
Australia
Shona
The price is HK$662
HK$803 total
includes taxes & fees
4 Jan - 5 Jan 2026
V Hotel Lavender

Hotel Classic by Venue

Hotel Classic by Venue
3.0 star property
Geylang
8.6 out of 10, Excellent, (575)
Stylish retreat near Paya Lebar Station, offering easy access to Marina Bay Sands Casino and Gardens by the Bay. Clean rooms with free WiFi complement the 24-hour front desk service. Just 20 minutes from Changi Airport, this hotel makes exploring Singapore effortless.

"Great staff, very welcoming & friendly. We had a good time there. The rooms are bit at the smaller side, but overall we loved the stay. Cost effective accommodation if you are looking for something decent especially in the peak season. "
Australia
Geo
The price is HK$510
HK$619 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel Classic by Venue

M Social Singapore

M Social Singapore
4.0 star property
River Valley
8.0 out of 10, Very good, (1005)
Vibrant Singapore hub with an outdoor pool and fitness centre near Havelock Station. Just minutes from shopping on Orchard Road and Marina Bay Sands attractions. Guests praise the helpful staff and excellent upkeep of this contemporary retreat.

"Great Location especially if walking along the river."
United States
CRISANTA
The price is HK$847
HK$1,016 total
includes taxes & fees
4 Jan - 5 Jan 2026
M Social Singapore

JEN Singapore Tanglin by Shangri-La

JEN Singapore Tanglin by Shangri-La
4.0 star property
Orchard
9.0 out of 10, Wonderful, (1003)
Escape to a tranquil haven minutes from Orchard Boulevard Station. This Singapore hotel offers a peaceful atmosphere with an outdoor pool, poolside bar, and full-service spa featuring deep-tissue massages. Singapore Botanic Gardens and shopping options await nearby.

"Great place!"
United States
Shane
The price is HK$1,029
HK$1,233 total
includes taxes & fees
11 Jan - 12 Jan 2026
JEN Singapore Tanglin by Shangri-La

Shangri-La Rasa Sentosa, Singapore

Shangri-La Rasa Sentosa, Singapore
5.0 star property
Sentosa Island
9.0 out of 10, Wonderful, (1001)
Set on a tranquil beachfront with 2 outdoor pools, this resort offers complimentary water sports and beach activities. Four restaurants include Silver Shell Cafe serving international cuisine. Universal Studios Singapore and VivoCity are within 10 minutes' drive.

"Great stay and good service from all staff! "
Singapore
Sharmila
The price is HK$1,906
HK$2,285 total
includes taxes & fees
11 Jan - 12 Jan 2026
Shangri-La Rasa Sentosa, Singapore

Pan Pacific Singapore

Pan Pacific Singapore
5.0 star property
Marina Bay
9.4 out of 10, Exceptional, (1880)
Discover this luxurious retreat with 2 outdoor pools and a full-service spa near Suntec City and Bugis Street Shopping District. Just 5 minutes from Promena Station, the hotel offers 4 restaurants including Edge, serving international cuisine throughout the day.

"Comfortable hotel in a great area. "
United Kingdom
Matthew
The price is HK$2,039
HK$2,490 total
includes taxes & fees
4 Jan - 5 Jan 2026
Pan Pacific Singapore

Carlton Hotel Singapore

Carlton Hotel Singapore
4.5 star property
Downtown Core
9.2 out of 10, Wonderful, (2132)
Located within 15 minutes of Bugis Street Shopping District, this luxury hotel offers a serene spa experience and Chinese cuisine at Wah Lok. Enjoy the outdoor pool after exploring nearby attractions, with Bras Basah Station just 3 minutes away.

"Great stay!"
United States
Miguel
The price is HK$1,031
HK$1,279 total
includes taxes & fees
8 Jan - 9 Jan 2026
Carlton Hotel Singapore

Swissotel The Stamford, Singapore

Swissotel The Stamford, Singapore
5.0 star property
Downtown Singapore
9.2 out of 10, Wonderful, (1006)
Discover panoramic views of Singapore from this luxurious hotel with direct MRT access. Featuring 2 outdoor pools, 12 restaurants, and a full-service spa. Located near Bugis Street Shopping and major attractions like Marina Bay Sands Casino.

"Great hotel with friendly staff."
Australia
Qumars
The price is HK$1,864
HK$2,235 total
includes taxes & fees
11 Jan - 12 Jan 2026
Swissotel The Stamford, Singapore

Crowne Plaza Changi Airport by IHG

Crowne Plaza Changi Airport by IHG
5.0 star property
Changi
9.4 out of 10, Exceptional, (2309)
Located within Changi Airport, this luxury hotel features an outdoor pool and Italian dining at Allora Ristorante & Bar. Just minutes from Jewel Changi Airport and East Coast Park, with a fitness centre, terrace, and 24-hour room service.

"Clean room, near to the airport and restaurants "
United States
Poh Sin
The price is HK$1,834
HK$2,198 total
includes taxes & fees
12 Jan - 13 Jan 2026
Crowne Plaza Changi Airport by IHG

Dusit Thani Laguna Singapore

Dusit Thani Laguna Singapore
4.5 star property
Tampines
9.2 out of 10, Wonderful, (694)
Luxurious escape just minutes from Changi Airport with free shuttle service. Enjoy 3 outdoor pools, spa treatments, and meals at Greenhouse restaurant. The championship golf course elevates your stay near East Coast Park and Jewel Changi, with Xilin Station an 8-minute walk away.

"Clean room, great breakfast, friendly staff"
Canada
Shadi
The price is HK$1,579
HK$1,894 total
includes taxes & fees
11 Jan - 12 Jan 2026
Dusit Thani Laguna Singapore

Paradox Singapore Merchant Court at Clarke Quay

Paradox Singapore Merchant Court at Clarke Quay
4.5 star property
Downtown Singapore
9.0 out of 10, Wonderful, (1328)
"The location of the hotel was perfect, exceptional quality room, staff was over the top! "
Canada
Zulfikar
The price is HK$1,782
HK$2,137 total
includes taxes & fees
18 Jan - 19 Jan 2026
Paradox Singapore Merchant Court at Clarke Quay

Ambassador Transit Hotel Terminal 3

Ambassador Transit Hotel Terminal 3
2.5 star property
Changi
8.0 out of 10, Very good, (1004)
Unwind at this all-inclusive transit hotel where clean rooms offer a perfect rest stop between flights. Just steps from B Station and minutes from Jewel Changi Airport, you'll appreciate the fitness centre and attentive staff that travellers rave about.

"Room was very clean and staff are very polite and very friendly. Very good breakfast was given. I really enjoyed my stay "
Australia
Nadarajamudaly
The price is HK$1,377
HK$1,678 total
includes taxes & fees
20 Jan - 21 Jan 2026
Ambassador Transit Hotel Terminal 3
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Stay near popular Dempsey Hill attractions

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.

Good english breakfast
Photo by Michael Lee
Open Photo by Michael Lee

Top Dempsey Hill Hotel Reviews

More cheap stays in Dempsey Hill

Frequently asked questions

Where is the best place to stay in Dempsey Hill?
Located 3.5 mi (5.6 km) from the heart of Dempsey Hill, Pan Pacific Singapore is a top choice for your stay, based on our traveller data. Two other options for your visit to the area are Carlton Hotel Singapore and Capri By Fraser China Square, Singapore. See all available top hotels, or vacation rentals in Dempsey Hill.
What are some of the best holiday rentals that Dempsey Hill has to offer?
Orchard Rd - Big Master Room: This holiday home rental outside of Dempsey Hill has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. See all vacation rentals in Dempsey Hill.
If I need to cancel my hotel reservation in Dempsey Hill, will I receive a refund?
Yes! The majority of room reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, you may still be able to cancel and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Dempsey Hill.
How is it to stay in Dempsey Hill?
Visitors can enjoy all that Dempsey Hill has to offer, including the gardens, shopping and restaurants. Tourists can also enjoy the city's football games and bars. Orchard Road, Universal Studios Singapore and Marina Bay Sands Casino are some of the top sights around the area. There are 749 hotels and other accommodation options in the surrounding area. Find out more about Dempsey Hill.
What is there to see in Dempsey Hill?
A favourite place to visit is Lotto Carpets Gallery. You'll also find Orchard Road and Universal Studios Singapore in the area. Take a look at what more there is to see and do in Expedia's Dempsey Hill guide.
What's the seasonal weather like 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.

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