Dempsey Hill Vacations from $456

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Your Dempsey Hill Vacation

With plenty of highlights as well as hidden gems, this city is best experienced with a Dempsey Hill vacation package. Find somewhere to stay in East Coast, which is great for camping, shopping and families. Love to venture out and explore? Haji Lane, Chinatown Heritage Center and National Orchid Garden are among the leading places to visit during your trip to Dempsey Hill. Your Dempsey Hill vacation is just a few clicks away. Search hotels, flights and more on Expedia for an adventure that's tailored to suit your style.

The Latest Dempsey Hill vacation packages

Price found within the past 48 hours. Click for updated prices.
Jyu Capsule Hotel

Jyu Capsule Hotel

2 out of 5
Downtown Singapore
Save 100% on your flight
Price was $722, price is now $456 per person
$456
per person
Dec 11 - Dec 16
found 1 day ago
Roundtrip flight included
Manila (MNL) to Singapore (SIN)
9/10 Wonderful! (100 reviews)
Probably the Best shared living space hotel I’ve ever stayed at. Clean, close to everything, cheap, and they even have a place upstairs to get massages after waking the city all day

Reviewed on Sep 6, 2025

Habyt Cantonment (formerly Hmlet Cantonment)

Habyt Cantonment (formerly Hmlet Cantonment)

3.5 out of 5
Bukit Merah
Save 100% on your flight
Price was $1,066, price is now $560 per person
$560
per person
Dec 2 - Dec 9
found 1 day ago
Roundtrip flight included
Manila (MNL) to Singapore (SIN)
8.8/10 Excellent! (182 reviews)
It's a very nice place if one is not picky and like to stay in convenient place. Staff is nice and helpful, atmosphere in public areas around reception is great. Coffee machine operates whole day f.o.c., many working stations and place to hang around.

Reviewed on Oct 19, 2025

Habyt Chinatown

Habyt Chinatown

2.5 out of 5
Downtown Singapore
Save 100% on your flight
Price was $827, price is now $464 per person
$464
per person
Dec 2 - Dec 9
found 1 day ago
Roundtrip flight included
Manila (MNL) to Singapore (SIN)
No reviews
Coller Chinatown

Coller Chinatown

2 out of 5
Downtown Singapore
Save 100% on your flight
Price was $1,400, price is now $797 per person
$797
per person
Dec 11 - Dec 16
found 1 day ago
Roundtrip flight included
Manila (MNL) to Singapore (SIN)
8/10 Very Good! (2 reviews)
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Discover the most popular places to visit in Dempsey Hill

Hello, Shrek! Are you in there?

Universal Studios Singapore

4.5/5(322 reviews)

Enjoy the thrills at Universal Studios Singapore and see why everyone loves this amusement park in Singapore. Amble around this vibrant area's marina and enjoy its top-notch restaurants.

Universal Studios Singapore
Marina Bay Sands Casino

Marina Bay Sands Casino

4.5/5(390 reviews)

Why not try your luck with a visit to Marina Bay Sands Casino where you can enjoy the games and entertainment of this top casino in Singapore? Amble within picturesque gardens or visit the shops in this vibrant area.

Marina Bay Sands Casino
Singapore showing a city, modern architecture and central business district

Orchard Road

4.5/5(752 reviews)

Spend the day shopping for the world’s biggest brands at one of the most popular shopping destinations in Asia.

Orchard Road

What to do in Dempsey Hill

Singapore Tourist Pass – 1/2/3/4/5 Day

Singapore Tourist Pass – 1/2/3/4/5 Day

$15
per adult
Singapore Tourist Pass – 1/2/3/4/5 Day
Singapore Zoo Entry Ticket

Singapore Zoo Entry Ticket

$40
per adult
Singapore Zoo Entry Ticket
StarHub Unlimited 5G eSIM/SIM + EZ-Link Card

StarHub Unlimited 5G eSIM/SIM + EZ-Link Card (SG Airport Pickup)

$9
per traveler
72% of travellers recommend
StarHub Unlimited 5G eSIM/SIM + EZ-Link Card (SG Airport Pickup)
See all activities in Dempsey Hill

Dempsey Hill Hotel Deals

Carlton Hotel Singapore

Carlton Hotel Singapore

4.5 out of 5
76 Bras Basah Road, Singapore
Fully refundableReserve now, pay when you stay
$175 nightly
The price is $192 total per night from Nov 22 to Nov 23
$192 total
Nov 22 - Nov 23
Total with taxes and fees
9/10 Wonderful! (1,984 reviews)
Everything is perfect in Carlton hotel , thanks you for everything and I very recommend.

Reviewed on Oct 24, 2025

Carlton Hotel Singapore
Shangri-La Singapore

Shangri-La Singapore

5 out of 5
22 Orange Grove Road, Singapore
Fully refundableReserve now, pay when you stay
$274 nightly
The price is $298 total per night from Nov 21 to Nov 22
$298 total
Nov 21 - Nov 22
Total with taxes and fees
9.2/10 Wonderful! (1,004 reviews)
Fabulous hotel, would definitely stay again. They are extremely welcoming to children- providing a goody bag on arrival which went down very well. Very modern rooms. Kids club facilities are excellent and immaculate. My daughter loved the pirate ship splash pad. Very helpful staff. A bit of a walk ...

Reviewed on Oct 26, 2025

Shangri-La Singapore
Pan Pacific Singapore

Pan Pacific Singapore

5 out of 5
7 Raffles Boulevard, Marina Square, Singapore
Fully refundableReserve now, pay when you stay
$292 nightly
The price is $320 total per night from Nov 15 to Nov 16
$320 total
Nov 15 - Nov 16
Total with taxes and fees
9.2/10 Wonderful! (1,736 reviews)
Great

Reviewed on Oct 25, 2025

Pan Pacific Singapore
See all 883 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.

Find the Best Dempsey Hill Vacation Packages

Dempsey Hill Essential Information

Language
Malaysian
Currency
Singapore dollars
Local Goodbye
Sampai jumpa lagi
Closest Airport
Changi Airport (SIN)
Max Temp Winter
85ºF
Max Temp Summer
90ºF
Top Sights
Universal Studios Singapore, Singapore Zoo and East Coast Park

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Frequently asked questions

How much does a Dempsey Hill vacation package cost?
Offering excellent value package deals from $456 on Expedia, you'll be surprised at how little a vacation 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?
You can generally find lower prices and better availability in November, December and January. Browse our cheap Dempsey Hill vacation packages and you could land some great off-season deals.
How many days is enough for Dempsey Hill?
Typically, a handful of days is enough to tick off the main sights during your Dempsey Hill vacation. However, if you'd like to have some time to kick back or take day tours, think about extending your itinerary.
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 vacation as a package?
Expedia vacation 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 vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation 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. Choose when to travel: Check your diary and get packing. Your favorite time of year and the type of activities available will also help you decide when to escape to Dempsey Hill.
  2. Figure out your budget: Ensure you have enough money to pay for everything from transportation and meals to experiences and flights. Your hotel will probably be the biggest expense during your trip to Dempsey Hill.
  3. Explore Dempsey Hill using our trip planning tool: Gain insights into the top attractions and best stays for your trip to Dempsey Hill. You can also save your favorite places, collaborate with your group and organize all your plans in one place.
  4. Decide your trip length: Think about how much time you want to spend exploring Dempsey Hill. Plan your days so you can get to all the experiences and attractions you're interested in without rushing.
  5. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a personalized Dempsey Hill vacation package.
  6. Add on experiences and excursions: Read our dedicated travel guide to find some incredible things to do in Dempsey Hill. Book tickets or make reservations as soon as you can to save time and avoid the stress of looking for activities once you arrive.

Does Expedia offer Book Now, Pay Later Dempsey Hill vacation packages?
If you're like us, you love discovering new places but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Dempsey Hill trip across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.