Photo by Michael Lee

Find hotels in Dempsey Hill from ฿1,937

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25 Dec - 26 Dec
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26 Dec - 27 Dec
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26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

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Our top choices for Dempsey Hill hotels

Lunch and dinner served, Mediterranean cuisine
Mercure Singapore On Stevens

Mercure Singapore On Stevens

Mercure Singapore On Stevens
4.0 star property
Tanglin
8.4 out of 10, Very good, (1000)
"The room was clean but the last dah it was not cleaned, had to call for fresh towels. The staff were courteous and helpful.. the breakfast is soso..."
United States
Irene
The price is ฿3,220
฿3,861 total
includes taxes & fees
6 Jan - 7 Jan 2026
Mercure Singapore On Stevens
Outdoor pool, open 6:00 AM to 10:00 PM, pool loungers
Holiday Inn Singapore Orchard City Centre by IHG

Holiday Inn Singapore Orchard City Centre by IHG

Holiday Inn Singapore Orchard City Centre by IHG
4.0 star property
Orchard
8.8 out of 10, Excellent, (1000)
"Very friendly staff especially Kavi at breakfast! We had a great stay"
Australia
Taylah
The price is ฿4,795
฿5,749 total
includes taxes & fees
23 Jan - 24 Jan 2026
Holiday Inn Singapore Orchard City Centre by IHG
Outdoor pool, open 6:00 AM to 10:30 PM, free pool cabanas
JEN Singapore Orchardgateway by Shangri-La

JEN Singapore Orchardgateway by Shangri-La

JEN Singapore Orchardgateway by Shangri-La
4.0 star property
Orchard
9.2 out of 10, Wonderful, (1129)
"The room was clean and the staff was nice too"
United States
Richard
The price is ฿5,570
฿6,679 total
includes taxes & fees
10 Jan - 11 Jan 2026
JEN Singapore Orchardgateway by Shangri-La
Exterior
Arton Boutique Hotel

Arton Boutique Hotel

Arton Boutique Hotel
3.0 star property
Kallang
7.4 out of 10, Good, (996)
"Clean room, small, but good for a short stay, many dining options in a short walking distance, laundry is 2 buildings away, nice and convenient."
United States
Brant
Arton Boutique Hotel
Pool
York Hotel

York Hotel

York Hotel
4.0 star property
Orchard
8.0 out of 10, Very good, (1001)
"Good value hotel with great breakfast"
Australia
Boris
York Hotel
Outdoor pool, open 6:00 AM to 10:00 PM, free pool cabanas
Conrad Singapore Orchard

Conrad Singapore Orchard

Conrad Singapore Orchard
5.0 star property
Orchard
9.4 out of 10, Exceptional, (198)
"Loved our stay. Great location, spotless rooms and communal areas, friendly staff (special shout out to Raja at the front door and Richard at the pool!) and great breakfast. "
United Kingdom
Louise
The price is ฿8,715
฿10,450 total
includes taxes & fees
5 Jan - 6 Jan 2026
Conrad Singapore Orchard
Outdoor pool
The Standard, Singapore

The Standard, Singapore

The Standard, Singapore
4.0 star property
Tanglin
9.4 out of 10, Exceptional, (140)
"Clean, lovely cafe "
United States
Carmen
The price is ฿6,319
฿7,576 total
includes taxes & fees
10 Jan - 11 Jan 2026
The Standard, Singapore
Lobby
Orchard Hotel Singapore

Orchard Hotel Singapore

Orchard Hotel Singapore
5.0 star property
Orchard
8.2 out of 10, Very good, (1000)
"The staff in the reception are excellent "
Australia
Nader
The price is ฿4,672
฿5,602 total
includes taxes & fees
6 Jan - 7 Jan 2026
Orchard Hotel Singapore
Premier Room (Club) | Bathroom | Shower, free toiletries, hair dryer, bathrobes
Concorde Hotel Singapore

Concorde Hotel Singapore

Concorde Hotel Singapore
4.0 star property
Downtown Singapore
8.4 out of 10, Very good, (1001)
"Excellent location, good staff, very clean. "
Australia
aye
Concorde Hotel Singapore
Outdoor pool, pool umbrellas, pool loungers
One Farrer Hotel

One Farrer Hotel

One Farrer Hotel
5.0 star property
Rochor
9.2 out of 10, Wonderful, (1001)
"Best hotel of the 3 hotels I've stayed in Singapore"
Singapore
Eric
The price is ฿4,767
฿5,715 total
includes taxes & fees
22 Jan - 23 Jan 2026
One Farrer Hotel
Exterior
Holiday Inn Singapore Little India by IHG

Holiday Inn Singapore Little India by IHG

Holiday Inn Singapore Little India by IHG
4.0 star property
Rochor
8.6 out of 10, Excellent, (1000)
"friendly staff and nice room. Great location "
United States
Miriam
The price is ฿4,237
฿5,080 total
includes taxes & fees
3 Jan - 4 Jan 2026
Holiday Inn Singapore Little India by IHG
Lobby
Hilton Singapore Orchard

Hilton Singapore Orchard

Hilton Singapore Orchard
5.0 star property
Orchard
9.2 out of 10, Wonderful, (871)
"Perfect location for shopping, great réception staff and good breakfast. The Italian restaurant has a great choice and high quality "
United States
Stephane
The price is ฿7,387
฿8,857 total
includes taxes & fees
18 Jan - 19 Jan 2026
Hilton Singapore Orchard
Front of property – evening/night
JEN Singapore Tanglin by Shangri-La

JEN Singapore Tanglin by Shangri-La

JEN Singapore Tanglin by Shangri-La
4.0 star property
Orchard
9.0 out of 10, Wonderful, (1010)
"Great place!"
United States
Shane
The price is ฿4,116
฿4,935 total
includes taxes & fees
10 Jan - 11 Jan 2026
JEN Singapore Tanglin by Shangri-La
Garden
Novotel Singapore on Kitchener

Novotel Singapore on Kitchener

Novotel Singapore on Kitchener
4.0 star property
Little India
8.0 out of 10, Very good, (182)
"Amazing and our go-to hotel everytime we are in Singapore!"
United States
Fahad
The price is ฿4,166
฿4,994 total
includes taxes & fees
8 Jan - 9 Jan 2026
Novotel Singapore on Kitchener
3 restaurants, Italian cuisine
Shangri-La Singapore

Shangri-La Singapore

Shangri-La Singapore
5.0 star property
Tanglin
9.2 out of 10, Wonderful, (1000)
"Fantastic place to stay, best hotel we’ve been to "
United States
Randall
The price is ฿7,824
฿9,381 total
includes taxes & fees
17 Jan - 18 Jan 2026
Shangri-La Singapore
Outdoor pool
Citadines Rochor Singapore

Citadines Rochor Singapore

Citadines Rochor Singapore
3.5 star property
Little India
8.8 out of 10, Excellent, (701)
"Good location close to metro and walkable to a lot of places. Nice suite very clean and comfortable "
Canada
Trina
The price is ฿3,994
฿4,789 total
includes taxes & fees
4 Jan - 5 Jan 2026
Citadines Rochor Singapore
Terrace/patio
Grand Park City Hall

Grand Park City Hall

Grand Park City Hall
5.0 star property
Downtown Singapore
9.0 out of 10, Wonderful, (1101)
"Friendly staff, perfect central location, very clean and modern room"
United Kingdom
Darren
The price is ฿6,779
฿8,128 total
includes taxes & fees
5 Jan - 6 Jan 2026
Grand Park City Hall
Lobby
Hotel Classic by Venue

Hotel Classic by Venue

Hotel Classic by Venue
3.0 star property
Geylang
8.6 out of 10, Excellent, (574)
"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 ฿2,181
฿2,615 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel Classic by Venue
Exterior
Holiday Inn Express Singapore Orchard Road by IHG

Holiday Inn Express Singapore Orchard Road by IHG

Holiday Inn Express Singapore Orchard Road by IHG
3.5 star property
Orchard
8.8 out of 10, Excellent, (1001)
"Great spot, just off Orchard Rd. MRT nearby and plenty of shops right there! Smallish room but clean and tidy. Great value for the location."
Australia
Dane
The price is ฿4,697
฿5,921 total
includes taxes & fees
10 Jan - 11 Jan 2026
Holiday Inn Express Singapore Orchard Road by IHG
Breakfast, lunch, dinner served; international cuisine, pool views
Hilton Garden Inn Singapore Serangoon

Hilton Garden Inn Singapore Serangoon

Hilton Garden Inn Singapore Serangoon
4.0 star property
Little India
8.6 out of 10, Excellent, (1005)
"Very curtious staff. Hotel environment was wonderful. Enjoyed my stay."
United States
Tanya
The price is ฿3,500
฿4,196 total
includes taxes & fees
12 Jan - 13 Jan 2026
Hilton Garden Inn Singapore Serangoon
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

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

Top Dempsey Hill Hotel Reviews

Crowne Plaza Changi Airport by IHG

Crowne Plaza Changi Airport by IHG

10/10 Excellent
"This hotel is one of the best hotels I have ever stayed at."
Barbara 1-night trip
Posted 1 day ago
Crowne Plaza Changi Airport by IHG

More cheap stays in Dempsey Hill

Hotel 81 Premier Star

Hotel 81 Premier Star

31 Lorong 18 Geylang Singapore
The price is ฿1,615 per night from 6 Jan to 7 Jan
฿1,615
฿1,937 total
6 Jan - 7 Jan 2026
includes taxes & fees
7.4/10 Good! (1,000 reviews)

Frequently asked questions

Where is the best place to stay in Dempsey Hill?
Located 3 mi (4.8 km) from the heart of Dempsey Hill, Carlton Hotel Singapore is a top choice for your stay, based on our traveller data. Two other options for your visit to the area are Capri By Fraser China Square, Singapore and YOTEL Singapore Orchard Road. See all available top hotels, or 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.