Dempsey Hill Holidays from NZ$3,672

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The Latest Dempsey Hill Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Carlton City Hotel Singapore
Pan Pacific Singapore
Liv Residences Serviced Apartment Novena
Grand Park City Hall
Dao by Dorsett AMTD Singapore

Dempsey Hill Holiday

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 NZ$637 per night from 11 Dec to 12 Dec
NZ$637
11 Dec - 12 Dec
includes taxes & fees
Pan Pacific 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 NZ$244 per night from 9 Dec to 10 Dec
NZ$244
9 Dec - 10 Dec
includes taxes & fees
8.8/10 Excellent! (1,834 reviews)
"Not recommended for long stay. The room is very small. The Hallway smell like wet carpet and not properly maintained. Make sure to bring physical ID as well as they do not accept digital upon check-in. Only good was the bed very soft and comfortable but the amenities inside was useless, can't even ..."

Reviewed on 10 Nov 2026

YOTEL Singapore Orchard Road
Hotel Boss

Hotel Boss

3.5 out of 5
500 Jalan Sultan Road Singapore
Fully refundableReserve now, pay when you stay
The price is NZ$194 per night from 24 Nov to 25 Nov
NZ$194
24 Nov - 25 Nov
includes taxes & fees
8/10 Very good! (1,378 reviews)
"Run down rooms but restaurant was quite good. Counter staff rude, concierge were helpful"

Reviewed on 10 Nov 2026

Hotel Boss
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

What to do in Dempsey Hill

Frequently asked questions

How much does a Dempsey Hill holiday package cost?
Offering excellent value package deals from NZ$3,672 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.