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.
York Hotel

York Hotel

4 out of 5
Orchard
Price was CA $805, price is now CA $643 per person
CA $643
per person
May 6 - May 9
found 1 day ago
Roundtrip flight included
Manila (MNL) to Singapore (SIN)
8/10 Very Good! (1,004 reviews)
Overall good experience

Reviewed on Mar 9, 2026

Grand Park City Hall

Grand Park City Hall

5 out of 5
Downtown Singapore
Price was CA $1,065, price is now CA $755 per person
CA $755
per person
May 6 - May 9
found 1 day ago
Roundtrip flight included
Manila (MNL) to Singapore (SIN)
9/10 Wonderful! (1,171 reviews)
perfect for my pre-wedding honeymoon

Reviewed on Mar 21, 2026

One Farrer Hotel

One Farrer Hotel

5 out of 5
Rochor
Price was CA $1,001, price is now CA $751 per person
CA $751
per person
May 6 - May 9
found 1 day ago
Roundtrip flight included
Manila (MNL) to Singapore (SIN)
9.2/10 Wonderful! (1,004 reviews)
My stay at One Farrer was fabulous in every way. I truly love the character of this independent hotel. My room was clean, beautiful, and spacious, equipped with every amenity I could possibly need. A highlight of my stay was having access to the Skyline Lounge. The staff there are exceptional—especially Mallik, who was wonderful. The breakfast each morning was fresh and delicious, and I appreciated the convenience of grabbing a light lunch in the lounge after a morning outing. The evening happy hour (5:30–8:00 PM) was equally impressive, providing a light dinner with excellent vegetarian options at every meal. Finally, the pool facilities are amazing; I thoroughly enjoyed taking advantage of the hot tub and the cold plunge pool. I highly recommend this hotel!

Reviewed on Mar 15, 2026

Pan Pacific Singapore

Pan Pacific Singapore

5 out of 5
Marina Bay
Price was CA $1,242, price is now CA $947 per person
CA $947
per person
May 6 - May 9
found 1 day ago
Roundtrip flight included
Manila (MNL) to Singapore (SIN)
9.4/10 Exceptional! (2,040 reviews)
The property was not maintained as well as I expected it to be for this price range. General experience was good.

Reviewed on Mar 22, 2026

Carlton City Hotel Singapore

Carlton City Hotel Singapore

5 out of 5
Downtown Singapore
Price was CA $1,010, price is now CA $807 per person
CA $807
per person
May 6 - May 9
found 1 day ago
Roundtrip flight included
Manila (MNL) to Singapore (SIN)
9.4/10 Exceptional! (1,997 reviews)
Good location and great room.

Reviewed on Mar 17, 2026

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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 $209 per night from Mar 29 to Mar 30
CA $209
CA $255 total
Mar 29 - Mar 30
includes taxes & fees
9.2/10 Wonderful! (2,349 reviews)
Most of the sockets in the room do not work…

Reviewed on Mar 22, 2026

Carlton Hotel Singapore
Hotel Waterloo Singapore - Handwritten Collection

Hotel Waterloo Singapore - Handwritten Collection

4 out of 5
78 Waterloo Street Singapore
Fully refundableReserve now, pay when you stay
The price is CA $178 per night from Mar 23 to Mar 24
CA $178
CA $213 total
Mar 23 - Mar 24
includes taxes & fees
9/10 Wonderful! (51 reviews)
Spotless, spanking new, technologically advanced hotel within walking distance to everything. Zero complains here.

Reviewed on Mar 18, 2026

Hotel Waterloo Singapore - Handwritten Collection
Crowne Plaza Changi Airport by IHG

Crowne Plaza Changi Airport by IHG

5 out of 5
75 Airport Boulevard Singapore
Fully refundable
The price is CA $330 per night from Mar 30 to Mar 31
CA $330
CA $395 total
Mar 30 - Mar 31
includes taxes & fees
9.4/10 Exceptional! (2,402 reviews)
Don't wanna share it,because it's just make me uncomfortable again. This is my mistake choosing this hotel for the first time and the last time.

Reviewed on Mar 22, 2026

Crowne Plaza Changi Airport by IHG
See all 758 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
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Family Vacations

Discover the most popular places to visit in Dempsey Hill

Hello, Shrek! Are you in there?

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
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
Marina Bay Sands Hotel, Singapore

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

What to do in Dempsey Hill

Singapore: Gardens by the Bay Admission E-Ticket

Singapore: Gardens by the Bay Admission E-Ticket

CA $26
per adult
80% of travellers recommend
Singapore: Gardens by the Bay Admission E-Ticket
Big Bus Singapore Hop-on Hop-off Tour

Singapore Hop-On Hop-Off Bus Tour by Open-Top Bus

CA $70
per adult
84% of travellers recommend
Singapore Hop-On Hop-Off Bus Tour by Open-Top Bus
Singapore Zoo

Singapore Zoo

CA $62
per adult
Singapore Zoo
See all activities in Dempsey Hill

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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.