Dempsey Hill Vacations from $380

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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.
Check-Inn at Little India

Check-Inn at Little India

3.5 out of 5
Little India
Save 100% on your flight
Price was $702, price is now $380 per person
$380
per person
Jul 16 - Jul 20
found 1 day ago
Roundtrip flight included
Manila (MNL) to Singapore (SIN)
7.4/10 Good! (433 reviews)
There were shops close by and the MRT was across the road. For the price, the place was OK. Rooms were tiny but tidy. Basic amenities and staff were very nice. Didn't know that they did not have elevators.

Reviewed on May 6, 2026

Liv Residences Serviced Apartment Novena

Liv Residences Serviced Apartment Novena

4 out of 5
Novena
Save 100% on your flight
Price was $1,315, price is now $745 per person
$745
per person
Jul 18 - Jul 25
found 7 hours ago
Roundtrip flight included
Manila (MNL) to Singapore (SIN)
9.6/10 Exceptional! (5 reviews)
Spacious room, all clean, nice bath, friendly personnel!

Reviewed on Mar 2, 2026

Amrise Hotel Kitchener Stay From 9PM to 8AM

Amrise Hotel Kitchener Stay From 9PM to 8AM

2.5 out of 5
Kallang
Save 100% on your flight
Price was $846, price is now $504 per person
$504
per person
Jul 26 - Jul 29
found 1 day ago
Roundtrip flight included
Manila (MNL) to Singapore (SIN)
No reviews
Habyt Cantonment (formerly Hmlet Cantonment)

Habyt Cantonment (formerly Hmlet Cantonment)

3.5 out of 5
Bukit Merah
Save 100% on your flight
Price was $815, price is now $505 per person
$505
per person
Jul 18 - Jul 25
found 7 hours ago
Roundtrip flight included
Manila (MNL) to Singapore (SIN)
8.8/10 Excellent! (229 reviews)
Convenient access to any transportation - MRT or busses. Place is quiet, bed is comfortable,room was small but it has everything I need. Staff was courteous especially Jonathan. I will stay here again on my next trip to Singapore.

Reviewed on May 30, 2026

A Hotel Bugis

A Hotel Bugis

3 out of 5
Downtown Core
Save 100% on your flight
Price was $649, price is now $427 per person
$427
per person
Jul 17 - Jul 21
found 1 day ago
Roundtrip flight included
Manila (MNL) to Singapore (SIN)
7.4/10 Good! (104 reviews)
Great location, value

Reviewed on May 22, 2026

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Discover the most popular places to visit in Dempsey Hill

Universal Studios Singapore

Universal Studios Singapore

4.5/5(325 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 Hotel, Singapore

Marina Bay Sands Casino

4.5/5(393 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
Orchard Road

Orchard Road

4.5/5(755 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: Gardens by the Bay Admission E-Ticket

Singapore: Gardens by the Bay Admission E-Ticket

$37
per adult
82% of travellers recommend
Singapore: Gardens by the Bay Admission E-Ticket
Singapore River Cruise

Singapore River Cruise E-Ticket

$23
per adult
82% of travellers recommend
Singapore River Cruise E-Ticket
Southern Albatross Adventure - Singapore Speedboat Thrills

Albatross Hop-On Hop-Off Speedboat Pass (1-Day Unlimited Speedboat Rides)

$31
per adult
Albatross Hop-On Hop-Off Speedboat Pass (1-Day Unlimited Speedboat Rides)
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
$309 nightly
The price is $337 total per night from Jun 24 to Jun 25
$337 total
Jun 24 - Jun 25
Total with taxes and fees
9.4/10 Exceptional! (2,164 reviews)
"The best hotel I have stayed in so far. The staff is amazing. We were staying with 18 month old baby and the staff was super accomodating and helpful at every step. Everybody at the lounge remembered my baby's nae, her eating preferemces which was very thoughtful. I would love to stay again."

Reviewed on Jun 3, 2026

Pan Pacific Singapore
Carlton Hotel Singapore

Carlton Hotel Singapore

4.5 out of 5
76 Bras Basah Road Singapore
Fully refundableReserve now, pay when you stay
$157 nightly
The price is $173 total per night from Jun 13 to Jun 14
$173 total
Jun 13 - Jun 14
Total with taxes and fees
9.2/10 Wonderful! (2,571 reviews)
"Location was ideal!"

Reviewed on Jun 1, 2026

Carlton Hotel Singapore
YOTEL Singapore Orchard Road

YOTEL Singapore Orchard Road

4 out of 5
366 Orchard Road Singapore
Fully refundableReserve now, pay when you stay
$132 nightly
The price is $143 total per night from Jun 7 to Jun 8
$143 total
Jun 7 - Jun 8
Total with taxes and fees
8.8/10 Excellent! (1,823 reviews)
"Well located off Orchard Road, the hotel is great value for budget-conscious travelers. Well-designed rooms that don't feel cramped. We can strongly recommend booking a breakfast inclusive rate. There is a wide range of choices and there was always an abundance available."

Reviewed on Jun 1, 2026

YOTEL Singapore Orchard Road
See all 772 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 $380 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.