Dempsey Hill Holidays from AU$766

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Your Dempsey Hill Holiday

Reserve a Dempsey Hill holiday package and get ready to experience everything this city has to offer. Consider staying in the neighbourhood of East Coast, which is good for camping, shopping and families. Love to explore your new surroundings? Universal Studios Singapore, Haji Lane and Chinatown Heritage Centre are among the top-rated places to visit during a trip to Dempsey Hill. Expedia can help you escape the everyday. Tailor your holiday to Dempsey Hill to match your travel style, whatever that may be!

The Latest Dempsey Hill Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Check-Inn at Little India

Check-Inn at Little India

3.5 out of 5
Little India
Save 100% on your flight
Price was AU$1,327, price is now AU$766 per person
AU$766
per person
15 Sept - 20 Sept
found 15 hours ago
Return flight included
Perth (PER) to Singapore (SIN)
7.4/10 Good! (433 reviews)
There were shops close by and the MRT was across the road. For the price, the place was OK. Rooms were tiny but tidy. Basic amenities and staff were very nice. Didn't know that they did not have elevators.

Reviewed on 6 May 2026

Carlton Hotel Singapore

Carlton Hotel Singapore

4.5 out of 5
Downtown Core
Price was AU$13,243, price is now AU$6,506 per person
AU$6,506
per person
6 Oct - 12 Oct
found 6 hours ago
Return direct flight included
Brisbane (BNE) to Singapore (SIN)
9.2/10 Wonderful! (2,662 reviews)
Great place to stay in Singapore!!!

Reviewed on 28 July 2026

Jyu Capsule Hotel

Jyu Capsule Hotel

2 out of 5
Downtown Singapore
Save 100% on your flight
Price was AU$2,690, price is now AU$1,422 per person
AU$1,422
per person
5 Oct - 11 Oct
found 8 hours ago
Return flight included
Melbourne (MEL) to Singapore (SIN)
9/10 Wonderful! (119 reviews)
Excellent. Will stay again

Reviewed on 20 May 2026

A Hotel Joo Chiat

A Hotel Joo Chiat

2.5 out of 5
Geylang
Save 100% on your flight
Price was AU$2,144, price is now AU$1,276 per person
AU$1,276
per person
6 Oct - 13 Oct
found 2 hours ago
Return flight included
Perth (PER) to Singapore (SIN)
7.8/10 Good! (59 reviews)
Room is clean. Aircon and heater are working well

Reviewed on 7 July 2026

Hotel YAN

Hotel YAN

3 out of 5
Kallang
Save 100% on your flight
Price was AU$1,767, price is now AU$1,056 per person
AU$1,056
per person
27 Aug - 1 Sept
found 8 hours ago
Return flight included
Sydney (SYD) to Singapore (SIN)
8.2/10 Very good! (696 reviews)
Room clean and had everything I needed as a single traveller. I would imagine it would be quite small for a couple. Hotel staff were very friendly and helpful. Good value.

Reviewed on 6 Feb 2026

Dempsey Hill Holiday

Dempsey Hill Essential Information

Language
Malaysian
Currency
Singapore dollars
Local Goodbye
Sampai jumpa lagi
Closest Airport
Changi Airport (SIN)
Max Temp Winter
29ºC
Max Temp Summer
32ºC
Top Sights
Universal Studios Singapore, Singapore Zoo and East Coast Park

Our pick of the best Dempsey Hill Hotel Deals

Pan Pacific Singapore

Pan Pacific Singapore

5 out of 5
7 Raffles Boulevard Singapore
Fully refundableReserve now, pay when you stay
The price is AU$489 per night from 28 Aug to 29 Aug
AU$489
28 Aug - 29 Aug
includes taxes & fees
9.4/10 Exceptional! (2,202 reviews)
"Clean room. Friendly staffs"

Reviewed on 28 July 2026

Pan Pacific Singapore
Swissotel The Stamford, Singapore

Swissotel The Stamford, Singapore

5 out of 5
2 Stamford Road Singapore
Fully refundableReserve now, pay when you stay
The price is AU$403 per night from 28 Aug to 29 Aug
AU$403
28 Aug - 29 Aug
includes taxes & fees
9.4/10 Exceptional! (1,030 reviews)
"Breakfast is good and many choices"

Reviewed on 28 July 2026

Swissotel The Stamford, Singapore
YOTEL Singapore Orchard Road

YOTEL Singapore Orchard Road

4 out of 5
366 Orchard Road Singapore
Fully refundableReserve now, pay when you stay
The price is AU$250 per night from 5 Aug to 6 Aug
AU$250
5 Aug - 6 Aug
includes taxes & fees
8.8/10 Excellent! (1,831 reviews)
"Despite the tiny size of the place, the room was modern, clean. The place is close to the bus stop and the metro line. Haven't had the chance to try the pool or the restaurant, but they looked good! Friendly staff, and good bang for the buck. i highly recommend this place for a solo traveler, or ..."

Reviewed on 24 July 2026

YOTEL Singapore Orchard Road
See all 799 properties in Dempsey Hill
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

What to do in Dempsey Hill

Singapore: Gardens by the Bay Admission E-Ticket

Singapore: Gardens by the Bay Admission E-Ticket

AU$49
per adult
84% of travellers recommend
Singapore: Gardens by the Bay Admission E-Ticket
Big Bus Singapore Hop-on Hop-off Tour

Singapore Hop-On Hop-Off Bus Tour by Open-Top Bus

AU$71
per adult
84% of travellers recommend
Singapore Hop-On Hop-Off Bus Tour by Open-Top Bus
Singapore Night Safari E-Ticket

Night Safari Admission Ticket

AU$68
per adult
86% of travellers recommend
Night Safari Admission Ticket
See all activities in Dempsey Hill

Frequently asked questions

How much does a Dempsey Hill holiday package cost?
Offering excellent value package deals from AU$766 on Expedia, you'll be surprised at how little a holiday to Dempsey Hill costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Dempsey Hill?
If you'd like to book a cheap Dempsey Hill holiday package, consider travelling in January, February and June. You're likely to find better rates on hotels and airfares during these months — ideal for a budget-friendly getaway.
How many days is enough for Dempsey Hill?
With a well-organised schedule, you can easily visit the most popular Dempsey Hill sights in a few days. But if you want to explore off the beaten track or go on day trips, consider booking your Dempsey Hill holiday for longer.
How to find the best Dempsey Hill package deals?
Start your search for a Dempsey Hill package deal by entering your destination and travel dates under our "Packages" tab. Then select a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Dempsey Hill package deal straight away, just change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Dempsey Hill getaway off to a flying start.
Is it cheaper to book a Dempsey Hill holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll usually snag a better deal than booking each component separately. And you'll still have the freedom to create a tailored Dempsey Hill holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday package to Dempsey Hill?
If you're considering an impromptu Dempsey Hill getaway, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can land sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Dempsey Hill?

  1. Pick your dates: What you'd like to do in Dempsey Hill and your favourite season can help you decide when to get away.
  2. Plan your budget wisely: Besides the cost of your stay, you should consider other expenses. These include flights, food and transportation. Also, set aside a little extra for unexpected expenses that may arise during your trip to Dempsey Hill.
  3. Work out your trip length: Think about how much time you want to spend exploring Dempsey Hill. Plan your itinerary so you can get to all the attractions and experiences you're interested in without rushing.
  4. Combine your accommodation and airfare: After you've nailed down your dates and duration, book the right Dempsey Hill holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.