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.
Jyu Capsule Hotel

Jyu Capsule Hotel

2 out of 5
Downtown Singapore
per person
Sep 12 - Sep 15
found 3 hours ago
Roundtrip flight included
Manila (MNL) to Singapore (SIN)
9/10 Wonderful! (85 reviews)
As a solo female traveller, I found the property safe and very clean. The staff was very helpful, and I would staff here again.

Reviewed on Jun. 7, 2025

Carlton Hotel Singapore

Carlton Hotel Singapore

4.5 out of 5
Downtown Core
per person
Sep 12 - Sep 15
found 3 hours ago
Roundtrip flight included
Manila (MNL) to Singapore (SIN)
9/10 Wonderful! (1,787 reviews)
Good clean hotel. TV is old and blurry

Reviewed on Aug. 2, 2025

Q Loft Hotels@Bedok

Q Loft Hotels@Bedok

2.5 out of 5
Bedok
per person
Sep 12 - Sep 15
found 3 hours ago
Roundtrip flight included
Manila (MNL) to Singapore (SIN)
7/10 Good! (119 reviews)
I had a Silver discount which was a great price for Singapore. 2 MRT stops from Changi & 2 bus stops from Stn. Nice small room convenient for short stay

Reviewed on Jun. 30, 2025

Hotel Traveltine

Hotel Traveltine

4 out of 5
Kallang
per person
Sep 12 - Sep 15
found 3 hours ago
Roundtrip flight included
Manila (MNL) to Singapore (SIN)
8/10 Very Good! (292 reviews)
Everything outside the hotel were within walking distance especially the restaurants. The rooms were a little bit dirty with marks on the walls and bathroom sink. There were loose hair in the bathroom. Some of the staff at the cafe has poor hygiene. One staff sneezed and didn't wash his hands at the cafe

Reviewed on Jul. 26, 2025

ANDAZ SINGAPORE, BY HYATT

ANDAZ SINGAPORE, BY HYATT

5 out of 5
Downtown Core
per person
Sep 12 - Sep 15
found 3 hours ago
Roundtrip flight included
Manila (MNL) to Singapore (SIN)
9.2/10 Wonderful! (1,004 reviews)
The hotel staff are very friendly and service minded.

Reviewed on Aug. 3, 2025

Ready to book your vacation to Dempsey Hill?

 

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Dempsey Hill Hotel Deals

Carlton Hotel Singapore

Carlton Hotel Singapore

4.5 out of 5
76 Bras Basah Road, Singapore
Fully refundableReserve now, pay when you stay
The price is CA $222 per night from Sep 2 to Sep 3
CA $222
CA $270 total
Sep 2 - Sep 3
includes taxes & fees
9/10 Wonderful! (1,777 reviews)
Great central Hotel close to MRT
"Love staying here its my 3rd time great Coffee in Tux Cafe in foyer, nice roomy Hotel close to food and MRT just round corner, so convenient, Staff and very helpful"

Reviewed on Aug. 2, 2025

Carlton Hotel Singapore
Paradox Singapore Merchant Court at Clarke Quay

Paradox Singapore Merchant Court at Clarke Quay

4.5 out of 5
Merchant Road, 20, Singapore, SIN
Fully refundableReserve now, pay when you stay
The price is CA $258 per night from Aug 30 to Aug 31
CA $258
CA $310 total
Aug 30 - Aug 31
includes taxes & fees
9/10 Wonderful! (1,204 reviews)
"Had a fantastic stay with Paradox Singapore Merchant Clarke Quay. Great location, with easy access to restaurants, bars, shopping & the trains. Staff & service were excellent, and the little touches of fruit infused iced water in the lobby after a long day in the heat, made it even more enjoyable. ..."

Reviewed on Jul. 28, 2025

Paradox Singapore Merchant Court at Clarke Quay
Crowne Plaza Changi Airport by IHG

Crowne Plaza Changi Airport by IHG

5 out of 5
75 Airport Boulevard, Singapore
The price is CA $314 per night from Aug 27 to Aug 28
CA $314
CA $377 total
Aug 27 - Aug 28
includes taxes & fees
9.2/10 Wonderful! (2,146 reviews)
"As ever an excellent hotel with friendly, courteous helpful staff but had a problem at check-in when one of my party’s booking (made by me for daughter and her family as spouse and I had a sep booking) had gone from 2 adults and 2 children with 2 double beds when done in Expedia (have copy of receipt) ..."

Reviewed on Jul. 28, 2025

Crowne Plaza Changi Airport by IHG
See all 853 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.
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Discover the most popular places to visit in Dempsey Hill

Universal Studios Singapore

Universal Studios Singapore

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 Casino

Marina Bay Sands Casino

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
Singapore which includes cbd, modern architecture and a skyscraper

Orchard Road

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

CA $25
per adult
74% of travellers recommend
Singapore: Gardens by the Bay Admission E-Ticket
Marina Bay Sands - SkyPark Observation Deck Admission Ticket

Singapore SkyPark Observation Deck at Marina Bay Sands Admission Ticket

CA $44
per adult
Singapore SkyPark Observation Deck at Marina Bay Sands Admission Ticket
Starhub 5G SIM + EZ-Link Card

StarHub Unlimited 5G eSIM/SIM + EZ-Link Card (SG Airport Pickup)

CA $13
per traveller
72% of travellers recommend
StarHub Unlimited 5G eSIM/SIM + EZ-Link Card (SG Airport Pickup)
See all activities in Dempsey Hill

Frequently asked questions

How much does a Dempsey Hill vacation package cost?
You can pick up a vacation package to this destination from CA $330 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.