
Dempsey Hill Holidays from NZ$2,255
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The Latest Dempsey Hill Holiday Deals
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Grand Park City Hall
Downtown Singapore
NZ$2,951
per person
30 Oct - 5 Nov
found 1 day ago
Return direct flight included
Wellington (WLG) to Singapore (SIN)
9/10 Wonderful! (1,318 reviews)
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.
Reviewed on 25 Sept 2026

Dempsey Hill Holiday
Our pick of the best Dempsey Hill Hotel Deals

Pan Pacific Singapore
7 Raffles Boulevard Singapore
Fully refundableReserve now, pay when you stay
NZ$816
18 Oct - 19 Oct
includes taxes & fees

JEN Singapore Tanglin by Shangri-La
1A Cuscaden Road Singapore
Fully refundableReserve now, pay when you stay
NZ$307
24 Oct - 25 Oct
includes taxes & fees
9/10 Wonderful! (1,008 reviews)
"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 ..."
Reviewed on 25 Sept 2026

Carlton Hotel Singapore
76 Bras Basah Road Singapore
NZ$428
23 Oct - 24 Oct
includes taxes & fees
9.2/10 Wonderful! (2,740 reviews)
"Great location and helpful staff"
Reviewed on 25 Sept 2026
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.
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.
What to do in Dempsey Hill

Singapore: Gardens by the Bay Admission E-Ticket
NZ$59
per adult
86% of travellers recommend

Singapore River Cruise E-Ticket
NZ$35
per adult
82% of travellers recommend

Universal Studios Singapore Admission Ticket
NZ$107
per adult
Frequently asked questions
How much does a Dempsey Hill holiday package cost?
Offering excellent value package deals from NZ$2,255 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?
- Pick your dates: What you'd like to do in Dempsey Hill and your favourite season can help you decide when to get away.
- 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.
- 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.
- 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.

