Dempsey Hill Vacation Packages
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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.
Top Dempsey Hill Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Rest Rochor Hotel
Little India
CA $1,799
per person
Oct 8 - Oct 14
found 1 day ago
Roundtrip flight included
Manila (MNL) to Singapore (SIN)
10/10 Exceptional! (1 review)
It is a pretty new place, but it was a good experience, 20 meters away from the train station, little India and lots of places to eat an explore, the room was very good.
Reviewed on Aug 22, 2026
A Hotel Dickson
Little India
CA $992
per person
Oct 8 - Oct 14
found 1 day ago
Roundtrip flight included
Manila (MNL) to Singapore (SIN)
7/10 Good! (61 reviews)
We booked last minute and got a room without a window on the 5th floor which was fine. The folks coming in late at night and leaving early in the morning yelling in the hallway and letting their doors slam wasn’t very nice. We were in Singapore for an elite athlete event and good sleep was a priority for us. The staff was very nice and the room for the price was perfect!
Reviewed on Aug 24, 2026
Ready to book your vacation to Dempsey Hill?
Dempsey Hill Hotel Deals
Swissotel The Stamford, Singapore
2 Stamford Road Singapore
Fully refundableReserve now, pay when you stay
CA $359
CA $431 total
Sep 13 - Sep 14
includes taxes & fees
Pan Pacific Singapore
7 Raffles Boulevard Singapore
Fully refundableReserve now, pay when you stay
CA $427
CA $512 total
Sep 11 - Sep 12
includes taxes & fees
9.4/10 Exceptional! (2,211 reviews)
"All the staff were very considerate and always greeted you."
Reviewed on Aug 29, 2026
Hotel Boss
500 Jalan Sultan Road Singapore
Fully refundableReserve now, pay when you stay
CA $116
CA $140 total
Sep 12 - Sep 13
includes taxes & fees
7.8/10 Good! (1,298 reviews)
"👍"
Reviewed on Aug 25, 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.
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.
What to do in Dempsey Hill
Singapore: Gardens by the Bay Admission E-Ticket
CA $47
per adult
84% of travellers recommend
Singapore River Cruise E-Ticket
CA $28
per adult
82% of travellers recommend
Night Safari Admission Ticket
CA $67
per adult
86% of travellers recommend
Frequently asked questions
How much does a Dempsey Hill vacation package cost?
You can pick up a vacation package to this destination from CA $689 on Expedia. But how much your vacation to Dempsey Hill costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Dempsey Hill?
You can typically find lower prices and better availability in January, February and June. Check out our cheap Dempsey Hill vacation packages and you could land some great off-season deals.
How many days is enough for Dempsey Hill?
Dedicate at least 4 days for your Dempsey Hill vacation if you're hoping to enjoy everything that makes this place unique. Wander around popular neighbourhoods, including Downtown Singapore and Downtown Core. Then tick off major sights such as Marina Bay Sands Casino and Marina Bay Sands Skypark. With a clever itinerary, you can keep busy with room for some rest and relaxation too. Want to venture outside of Dempsey Hill? Consider fitting in a day trip or two.
How to find the best Dempsey Hill package deals?
Start your search for a Dempsey Hill package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Dempsey Hill package deal right away, simply play around with your dates and search again. Remember 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?
You can enjoy significant savings on your next Dempsey Hill break by booking a personalized vacation package. Click on the "Package" heading, then select your travel dates and destination to browse some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Dempsey Hill?
If you have your Dempsey Hill travel dates locked in, book as early as you can to snap up some terrific deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to Dempsey Hill?
- Choose when to travel: Check your calendar and get your bags packed. Your preferred season and the type of activities on offer will also help you decide when to escape to Dempsey Hill.
- Budget wisely: As well as the price of your accommodations, you should factor in other expenses. These include transportation, food and flights. Also, put aside some extra funds for unexpected expenses that may arise during your trip to Dempsey Hill.
- Decide your trip length: Think about how long you want to spend discovering Dempsey Hill. Plan your days so you can get to all the attractions and activities you're interested in at a comfortable pace.
- Bundle your airfare and accommodations: After you've settled on your trip dates and duration, book the right Dempsey Hill vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
