Dempsey Hill Vacations from $298

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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.
Hotel Fuji

Hotel Fuji

2.5 out of 5
Geylang
Price was $358, price is now $298 per person
$298
per person
May 6 - May 9
found 21 hours ago
Roundtrip flight included
Manila (MNL) to Singapore (SIN)
7/10 Good! (2 reviews)
The room was clean and the staff was nice, it was what I was expecting, unlike Shangri-La which was 10x the cost and too many tourists. If you want to see real Singapore check out.

Reviewed on Oct 6, 2025

Code Hostel at Lavender

Code Hostel at Lavender

2.5 out of 5
Kallang
Price was $643, price is now $475 per person
$475
per person
Mar 16 - Mar 19
found 24 hours ago
Roundtrip flight included
Manila (MNL) to Singapore (SIN)
10/10 Exceptional! (1 review)
Clean and decent one. Will be back again soon

Reviewed on Dec 5, 2025

Habyt Studios Kallang

Habyt Studios Kallang

2.5 out of 5
Kallang
Price was $376, price is now $299 per person
$299
per person
May 6 - May 9
found 21 hours ago
Roundtrip flight included
Manila (MNL) to Singapore (SIN)
9/10 Wonderful! (19 reviews)
Room is very small but clean. I'm 185cm and getting in and out of the tiny bathroom is awkward, thankfully I'm tall but not too wide. Larger people will struggle. Convenient location, no staff after 7pm but instructions for self checkin were provided. Fine for one night.

Reviewed on Dec 28, 2025

Hotel Grand Central

Hotel Grand Central

4 out of 5
Orchard
Price was $434, price is now $360 per person
$360
per person
Apr 15 - Apr 18
found 1 day ago
Roundtrip flight included
Manila (MNL) to Singapore (SIN)
7.2/10 Good! (732 reviews)
Great location, nice people, neat room and good pool.

Reviewed on Jan 27, 2026

Santa Grand Hotel East Coast, a NuVe Group Collection

Santa Grand Hotel East Coast, a NuVe Group Collection

3.5 out of 5
East Coast
Price was $430, price is now $358 per person
$358
per person
Apr 15 - Apr 18
found 1 day ago
Roundtrip flight included
Manila (MNL) to Singapore (SIN)
8.4/10 Very Good! (478 reviews)
Good location, lots of local restaurants, accessible to public transportation. Staff are nice and helpful.

Reviewed on Feb 1, 2026

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Discover the most popular places to visit in Dempsey Hill

Hello, Shrek! Are you in there?

Universal Studios Singapore

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
Singapore showing a city, modern architecture and central business district

Orchard Road

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

Orchard Road
Marina Bay Sands Hotel, Singapore

Marina Bay Sands Casino

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

What to do in Dempsey Hill

Singapore: Gardens by the Bay Admission E-Ticket

Singapore: Gardens by the Bay Admission E-Ticket

$19
per adult
78% of travellers recommend
Singapore: Gardens by the Bay Admission E-Ticket
eSIM: Airalo Malaysia Package

eSIM: Airalo Malaysia Package

$2
per traveler
eSIM: Airalo Malaysia Package
Adventure Cove WaterparkTM

Singapore Adventure Cove Waterpark Admission Ticket

$29
per adult
80% of travellers recommend
Singapore Adventure Cove Waterpark Admission Ticket
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
$181 nightly
The price is $198 total per night from Feb 28 to Mar 1
$198 total
Feb 28 - Mar 1
Total with taxes and fees
9/10 Wonderful! (2,224 reviews)
Yes clean rooms , warm staff and great location… Just wondering since it’s an Asian hotel could install Japanese Ashley’s which are coming to other great hotels :)

Reviewed on Feb 4, 2026

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
$273 nightly
The price is $297 total per night from Mar 1 to Mar 2
$297 total
Mar 1 - Mar 2
Total with taxes and fees
9.2/10 Wonderful! (1,001 reviews)
All very good

Reviewed on Jan 26, 2026

Shangri-La Singapore
YOTEL Singapore Orchard Road

YOTEL Singapore Orchard Road

4 out of 5
366 Orchard Road Singapore
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $117 total per night from Feb 23 to Feb 24
$117 total
Feb 23 - Feb 24
Total with taxes and fees
8.6/10 Excellent! (1,754 reviews)
They gave us a complimentary upgrade for our room and it ended up being on the top floor with two balconies. It was so kind and a nice add on for our first time in Singapore!

Reviewed on Jan 31, 2026

YOTEL Singapore Orchard Road
See all 756 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 $298 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.