Dempsey Hill Holidays

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Top hotels in Dempsey Hill

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 3.013.660 ₫ per night from 2 Aug to 3 Aug
3.013.660 ₫
3.613.216 ₫ total
2 Aug - 3 Aug
includes taxes & fees
8.8/10 Excellent! (1,829 reviews)
"This is a nice hotel with seamless check in and check out process. The staff are very nice and ensure the customer is comfortable. The hotel is at a great location, right next to an MRT station and the Ion Orchard Mall."

Reviewed on 5 Jul 2026

YOTEL Singapore Orchard Road
Pan Pacific Singapore

Pan Pacific Singapore

5 out of 5
7 Raffles Boulevard Singapore
Fully refundableReserve now, pay when you stay
The price is 7.978.949 ₫ per night from 21 Jul to 22 Jul
7.978.949 ₫
9.566.760 ₫ total
21 Jul - 22 Jul
includes taxes & fees
9.4/10 Exceptional! (2,176 reviews)
"For a family trip, the prime location, delicious breakfast, and clean rooms were impressive. The Marina Bay view was also excellent."

Reviewed on 5 Jul 2026

Pan Pacific Singapore
Paradox Singapore

Paradox Singapore

4.5 out of 5
Merchant Road, 20 Singapore SIN
Fully refundableReserve now, pay when you stay
The price is 5.761.330 ₫ per night from 5 Aug to 6 Aug
5.761.330 ₫
6.907.835 ₫ total
5 Aug - 6 Aug
includes taxes & fees
9.2/10 Wonderful! (1,524 reviews)
"The air condition of the room is not that cold. We complain and they sent a worker to reset the system and is was only a little better. If you want cold air condition please don't come to this hotel it will disappoint you. Also the front staff that check us in wasn't that friendly either."

Reviewed on 6 Jul 2026

Paradox Singapore
See all 790 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.

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

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.

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