Dempsey Hill Vacations from $575

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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.
Homix Hotel

Homix Hotel

2.5 out of 5
Central Singapore
Price was $899, price is now $575 per person
$575
per person
Jan 10 - Jan 16
found 1 day ago
Roundtrip flight included
Manila (MNL) to Singapore (SIN)
8/10 Very Good! (2 reviews)
Not recommended here for family.

Reviewed on Jul 31, 2026

Moulmein Studios by K&C Serviced Apartment

Moulmein Studios by K&C Serviced Apartment

3 out of 5
Central Singapore
Save 100% on your flight
Price was $1,261, price is now $773 per person
$773
per person
Jan 14 - Jan 21
found 22 hours ago
Roundtrip flight included
Manila (MNL) to Singapore (SIN)
No reviews

Louis Kienne Serviced Residences

Louis Kienne Serviced Residences

4 out of 5
Central Singapore
Save 100% on your flight
Price was $1,213, price is now $805 per person
$805
per person
Jan 14 - Jan 21
found 22 hours ago
Roundtrip flight included
Manila (MNL) to Singapore (SIN)
8.8/10 Excellent! (375 reviews)
Shower broken, we had no hot water at all after 8 nights of an 11 night stay. After 24 hours they upgraded us to a 2 bedroom suite. There were ants in the room. The sofa bed was not suitable for adults and I hurt my back. The sound proofing was poor- conversations in next room could be heard but not what they were saying - but it kept me awake at night. The hotel is currently surrounded by building sites. On the plus side; very close to MRT and shopping centre. Bus stops outside and very central location. Good value for money.

Reviewed on Oct 4, 2026

Le Grove Serviced Residences

Le Grove Serviced Residences

3.5 out of 5
Central Singapore
Save 100% on your flight
Price was $1,065, price is now $723 per person
$723
per person
Jan 14 - Jan 21
found 7 hours ago
Roundtrip flight included
Manila (MNL) to Singapore (SIN)
8.8/10 Excellent! (387 reviews)
I would highly recommend Le Grove Serviced Residences to anyone looking for quality accommodation in a welcoming and tranquil setting. A truly delightful experience that deserves five stars! I would be more than happy to stay here again.

Reviewed on Oct 24, 2026

Hmlet Cantonment

Hmlet Cantonment

3.5 out of 5
Central Singapore
Price was $905, price is now $622 per person
$622
per person
Jan 10 - Jan 16
found 1 day ago
Roundtrip flight included
Manila (MNL) to Singapore (SIN)
8.8/10 Excellent! (251 reviews)

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Stay near popular Dempsey Hill attractions

Lotto Carpets Gallery

You can spend an afternoon exploring the galleries in Lotto Carpets Gallery in Dempsey Hill. Wander the picturesque gardens and marina in this vibrant area.
See properties

What to do in Dempsey Hill

Singapore: Gardens by the Bay Admission E-Ticket

Singapore: Gardens by the Bay Admission E-Ticket

$33
per adult
86% of travellers recommend
Singapore: Gardens by the Bay Admission E-Ticket
Singapore Night Safari E-Ticket

Night Safari Admission Ticket

$48
per adult
90% of travellers recommend
Night Safari Admission Ticket
Singapore River Cruise

Singapore River Cruise E-Ticket

$20
per adult
82% of travellers recommend
Singapore River Cruise E-Ticket
See all activities in Dempsey Hill

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
$335 nightly
The price is $365 total per night from Nov 29 to Nov 30
$365 total
Nov 29 - Nov 30
Total with taxes and fees
9.4/10 Exceptional! (2,335 reviews)
"The executive suite was fantastic, however, you’ll definitely wanna book breakfast as an add-on. Studio 26 was really good as a break out space, and they had decent coffee, fruit and snacks, however, nothing to replace a meal."

Reviewed on Oct 28, 2026

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
$127 nightly
The price is $139 total per night from Nov 29 to Nov 30
$139 total
Nov 29 - Nov 30
Total with taxes and fees
8.8/10 Excellent! (1,822 reviews)
"The location"

Reviewed on Oct 29, 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
$88 nightly
The price is $95 total per night from Nov 29 to Nov 30
$95 total
Nov 29 - Nov 30
Total with taxes and fees
7.8/10 Good! (1,356 reviews)
"Best"

Reviewed on Oct 27, 2026

Hotel Boss
See all 791 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 $575 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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.