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.
Liv Residences Serviced Apartment Novena
Central Singapore
CA $2,183
per person
Nov 25 - Dec 1
found 10 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Singapore (SIN)
9.4/10 Exceptional! (10 reviews)
It was nice and quiet place....away from central areas not too far..we booked for 3 and when we got in the tea cups were for 2...there was no daily top up of tea or coffee packs till asked!
Breakfast was basic but ok...
We checked out 3 days before to another place....and to our surprise the paid for the ride cost!!! BUT WITH A CATCH..ONLY IF WE GIVE V GOOD REVIEWS BEFORE WE LEAVE!!
Reviewed on Oct 11, 2026
Momentus Hotel Alexandra
Central Singapore
CA $2,260
per person
Nov 20 - Nov 25
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Singapore (SIN)
8.8/10 Excellent! (118 reviews)
The hotel was clean and tidy, there were shops and restuarants around the lower area of the hotel which has a good choice....
ONE MAJOR PROBLEM.. they have a roof top Bar and sunbeds but the Bar doesnt open till 15.00 hours so you cannot get a drink if you decide to sunbathe before this time you CANNOT......
Reviewed on Oct 11, 2026
Ready to book your vacation to Dempsey Hill?
Dempsey Hill Hotel Deals
Pan Pacific Singapore
7 Raffles Boulevard Singapore
Fully refundableReserve now, pay when you stay
CA $456
CA $547 total
Nov 7 - Nov 8
includes taxes & fees
YOTEL Singapore Orchard Road
366 Orchard Road Singapore
Fully refundableReserve now, pay when you stay
CA $169
CA $203 total
Nov 1 - Nov 2
includes taxes & fees
8.8/10 Excellent! (1,832 reviews)
"Great hotel with clean, well-designed rooms and an excellent location. The staff were very helpful and welcoming, and it was a bonus to find vegan options on the restaurant menu. Would happily stay here again!"
Reviewed on Oct 13, 2026
Hotel Boss
500 Jalan Sultan Road Singapore
Fully refundableReserve now, pay when you stay
CA $126
CA $152 total
Nov 1 - Nov 2
includes taxes & fees
7.8/10 Good! (1,341 reviews)
"Excellent stay for the Formula 1 weekend. Walking distance from the MRT station at Lavender. Clean, modern hotel. Friendly staff. Would recommend."
Reviewed on Oct 14, 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
86% of travellers recommend
Singapore River Cruise E-Ticket
CA $28
per adult
82% of travellers recommend
Singapore: Gardens by the Bay Entry Ticket
CA $10
per adult
90% 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 $1,688 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.
