Dempsey Hill Vacations from $382
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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
Little India
$382
per person
Nov 2 - Nov 5
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
Hotel Mono
Downtown Singapore
$762
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Manila (MNL) to Singapore (SIN)
8.2/10 Very Good! (963 reviews)
The only thing good is the staff. The hotel is run down the picture looks way better than in person. The rooms is old the floor I did not want to bare feet in. My room is by the street very loud at night , no impact window can heard everything. It’s so bad we can hear the upstairs every footsteps. We can hear the water running from other room. If you looking for an affordable and close to Main Street and don’t mind about the noise and the room, then this place is good for you.
Reviewed on Aug 7, 2026
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See all available trips from Columbus to Dempsey Hill
View all tripsStay 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.
What to do in Dempsey Hill
Singapore: Gardens by the Bay Admission E-Ticket
$33
per adult
84% of travellers recommend
Albatross Hop-On Hop-Off Speedboat Pass (1-Day Unlimited Speedboat Rides)
$31
per adult
Singapore: Gardens by the Bay Entry Ticket
$8
per adult
90% of travellers recommend
Dempsey Hill Hotel Deals
Swissotel The Stamford, Singapore
2 Stamford Road Singapore
Fully refundableReserve now, pay when you stay
$283 nightly
$309 total
Sep 1 - Sep 2
Total with taxes and fees
9.4/10 Exceptional! (1,041 reviews)
"Staff"
Reviewed on Aug 8, 2026
Pan Pacific Singapore
7 Raffles Boulevard Singapore
Fully refundableReserve now, pay when you stay
$317 nightly
$345 total
Aug 29 - Aug 30
Total with taxes and fees
Hotel Boss
500 Jalan Sultan Road Singapore
Fully refundableReserve now, pay when you stay
$95 nightly
$103 total
Aug 31 - Sep 1
Total with taxes and fees
7.8/10 Good! (1,275 reviews)
"Great location, but very small rooms We stayed at Hotel Boss as a family of 4, using two rooms. The biggest advantage of this hotel is definitely the location. It’s centrally located, with MRT and bus stops within easy walking distance, and there are plenty of shops and places to eat nearby. Getting ..."
Reviewed on Aug 8, 2026
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 $382 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?
- 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.
- 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.
- 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.
- 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.
- 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.
- 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.
