Dempsey Hill Holidays

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Dempsey Hill Flight & Hotel Packages

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
15 Sept - 19 Sept
found 1 day ago
Return direct flight included
Osaka (KIX) 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 7 Jun, 2025

Grand Park City Hall

Grand Park City Hall

5 out of 5
Downtown Singapore
Save 100% on your flight
per person
15 Sept - 19 Sept
found 5 hours ago
Return direct flight included
Osaka (KIX) to Singapore (SIN)
8.8/10 Excellent! (1,004 reviews)
Clean, convince all good

Reviewed on 29 Jul, 2025

Hotel Traveltine

Hotel Traveltine

4 out of 5
Kallang
per person
15 Sept - 19 Sept
found 1 day ago
Return direct flight included
Osaka (KIX) 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 26 Jul, 2025

ANDAZ SINGAPORE, BY HYATT

ANDAZ SINGAPORE, BY HYATT

5 out of 5
Downtown Core
Save 100% on your flight
per person
15 Sept - 19 Sept
found 5 hours ago
Return direct flight included
Osaka (KIX) to Singapore (SIN)
9.2/10 Wonderful! (1,004 reviews)
Room was very spacious and the view from the room was amazing!

Reviewed on 29 Jul, 2025

PARKROYAL COLLECTION Pickering, Singapore

PARKROYAL COLLECTION Pickering, Singapore

5 out of 5
Downtown Singapore
Save 100% on your flight
per person
15 Sept - 19 Sept
found 1 day ago
Return direct flight included
Osaka (KIX) to Singapore (SIN)
9.2/10 Wonderful! (1,003 reviews)
Not an exaggeration to say this is our favorite hotel in the whole world. That sounds like hyperbole but it really isn’t. The hotel itself is stunning (get a garden view if you can), staff are professional and friendly, pool is nice, breakfast is tasty, and the neighborhood is a great base to explore Singapore. A bit away from Marina Bay, but to us that’s a blessing. Better food around.

Reviewed on 30 Jul, 2025

Top hotels in Dempsey Hill

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 S$263 per night from 26 Aug to 27 Aug
S$263
26 Aug - 27 Aug
includes taxes & fees
9/10 Wonderful! (1,773 reviews)
"위치가 너무 좋아서 접근성이 매우 훌륭함"

Reviewed on 29 Jul, 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 S$290 per night from 30 Aug to 31 Aug
S$290
30 Aug - 31 Aug
includes taxes & fees
9/10 Wonderful! (1,205 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 28 Jul, 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 S$353 per night from 27 Aug to 28 Aug
S$353
27 Aug - 28 Aug
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 28 Jul, 2025

Crowne Plaza Changi Airport by IHG
See all 857 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.

Popular places to visit

Universal Studios Singapore

Universal Studios Singapore

Enjoy the exciting rides at Universal Studios Singapore and find out why this is a favourite theme 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 showing a city, cbd and night scenes

Orchard Road

Shop till you drop for the world’s most popular brands at Singapore's premier retail and entertainment strip.

Orchard Road

What to do in Dempsey Hill

Singapore: Gardens by the Bay Admission E-Ticket

Singapore: Gardens by the Bay Admission E-Ticket

S$24
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

S$42
per adult
Singapore SkyPark Observation Deck at Marina Bay Sands Admission Ticket
Adventure Cove WaterparkTM

Singapore Adventure Cove Waterpark Admission Ticket

S$41
per adult
80% of travellers recommend
Singapore Adventure Cove Waterpark Admission Ticket
See all activities in Dempsey Hill

Frequently asked questions

How much does a Dempsey Hill holiday package cost?
Offering excellent value package deals from S$607 on Expedia, you'll be surprised at how little a holiday 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?
If you'd like to book a cheap Dempsey Hill holiday package, consider travelling in January, February and June. You're likely to find better rates on hotels and airfares during these months — ideal for a budget-friendly getaway.
How many days is enough for Dempsey Hill?
With a well-organised schedule, you can easily visit the most popular Dempsey Hill sights in a few days. But if you want to explore off the beaten track or go on day trips, consider booking your Dempsey Hill holiday for longer.
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 holiday as a package?
Expedia holiday 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 holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday 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?

  1. Pick your dates: What you'd like to do in Dempsey Hill and your favourite season can help you decide when to get away.
  2. Plan your budget wisely: Besides the cost of your stay, you should consider other expenses. These include flights, food and transportation. Also, set aside a little extra for unexpected expenses that may arise during your trip to Dempsey Hill.
  3. Work out your trip length: Think about how much time you want to spend exploring Dempsey Hill. Plan your itinerary so you can get to all the attractions and experiences you're interested in without rushing.
  4. Combine your accommodation and airfare: After you've nailed down your dates and duration, book the right Dempsey Hill holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.