Dempsey Hill Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Dempsey Hill

Carlton Hotel Singapore

Carlton Hotel Singapore

4.5 out of 5
76 Bras Basah Road, Singapore
Fully refundableReserve now, pay when you stay
The price is 4.570.120 ₫ per night from 28 Aug to 29 Aug
4.570.120 ₫
5.479.574 ₫ total
28 Aug - 29 Aug
includes taxes & fees
9/10 Wonderful! (1,813 reviews)
Great service, just as advertised
"Room was exactly as advertised and the cleaner was very respectful of our belongings and servicing our room while we were out. The linens and towels were in great condition."

Reviewed on 19 Aug 2025

Carlton Hotel Singapore
Paradox Singapore Merchant Court at Clarke Quay

Paradox Singapore Merchant Court at Clarke Quay

4.5 out of 5
Merchant Road, 20, Singapore, SIN
Fully refundableReserve now, pay when you stay
The price is 5.665.147 ₫ per night from 14 Sept to 15 Sept
5.665.147 ₫
6.792.511 ₫ total
14 Sept - 15 Sept
includes taxes & fees
9/10 Wonderful! (1,215 reviews)
"Hotel in fantastic location close to shopping, restaurants and MRT stop. Breakfast was amazing offering as was room service. Only disappointment, phone handset did not work and fridge not working. The latter we were told by maintenance was not there to cool but only to chill. It did neither nor did ..."

Reviewed on 9 Aug 2025

Paradox Singapore Merchant Court at Clarke Quay
Crowne Plaza Changi Airport by IHG

Crowne Plaza Changi Airport by IHG

5 out of 5
75 Airport Boulevard, Singapore
The price is 5.826.927 ₫ per night from 8 Sept to 9 Sept
5.826.927 ₫
6.986.485 ₫ total
8 Sept - 9 Sept
includes taxes & fees
9.2/10 Wonderful! (2,168 reviews)
"Very conventioneer location, very clean and spacious rooms"

Reviewed on 17 Aug 2025

Crowne Plaza Changi Airport by IHG
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.

Popular places to visit

Frequently asked questions

How much does a Dempsey Hill holiday package cost?
Offering excellent value package deals 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.