Dempsey Hill Vacations from NT$14,722

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The Latest Dempsey Hill Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Jyu Capsule Hotel

Jyu Capsule Hotel

2 out of 5
Downtown Singapore
Save 100% on your flight
per person
Oct 5 - Oct 7
found 16 hours ago
Roundtrip non-stop flight included
Kaohsiung (KHH) 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 2025/6/7

The Outpost Hotel Sentosa by Far East Hospitality

The Outpost Hotel Sentosa by Far East Hospitality

5 out of 5
Sentosa Island
per person
Oct 14 - Oct 17
found 16 hours ago
Roundtrip flight included
Taipei (TPE) to Singapore (SIN)
9/10 Wonderful! (570 reviews)
Stunning sea view room, very modern and well thought out.Could choose 5 free mini bar snacks which was a first for us ! The dining options at hotel were disappointing with not a lot of choice in the evening.There was an opportunity to take a free bus to nearby Vivo Mall 10 minutes away, where there were a lot of restaurants.

Reviewed on 2025/7/21

Hotel Traveltine

Hotel Traveltine

4 out of 5
Kallang
per person
Oct 5 - Oct 7
found 9 hours ago
Roundtrip non-stop flight included
Kaohsiung (KHH) to Singapore (SIN)
8/10 Very Good! (292 reviews)
Close to restaurants, malls and local stores walking distance. Room was a little bit dirty to where there were marks on walls. The bathroom sink looked scratched up and saw a few hair in the sink

Reviewed on 2025/7/25

Furama City Centre

Furama City Centre

4 out of 5
Downtown Singapore
per person
Oct 5 - Oct 8
found 16 hours ago
Roundtrip non-stop flight included
Kaohsiung (KHH) to Singapore (SIN)
7.4/10 Good! (1,142 reviews)
We enjoyed an overnight stay at the property. The staff was fantastic and the room was clean. Would stay again.

Reviewed on 2025/7/20

Furama RiverFront

Furama RiverFront

4 out of 5
Singapore River
per person
Oct 5 - Oct 8
found 16 hours ago
Roundtrip non-stop flight included
Kaohsiung (KHH) to Singapore (SIN)
7.8/10 Good! (1,298 reviews)
Good location, only a few minutes walk from the MTR.

Reviewed on 2025/7/25

Find the Best Dempsey Hill Vacation Packages

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 NT$5,123 per night from Aug 26 to Aug 27
NT$5,123
NT$6,143 total
Aug 26 - Aug 27
includes taxes & fees
9/10 Wonderful! (1,755 reviews)
Great Stay with a Few Design Drawbacks
"Overall, I had a great experience—excellent service and a well-maintained hotel. However, there were a couple of drawbacks worth noting. First, the bathroom design isn’t fully separated from the main room. If you're sharing the space and someone is sleeping, turning on the bathroom lights or using ..."

Reviewed on 2025/7/22

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 NT$5,902 per night from Aug 17 to Aug 18
NT$5,902
NT$7,076 total
Aug 17 - Aug 18
includes taxes & fees
9/10 Wonderful! (1,198 reviews)
"It was great experience"

Reviewed on 2025/7/25

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 NT$6,680 per night from Aug 21 to Aug 22
NT$6,680
NT$8,009 total
Aug 21 - Aug 22
includes taxes & fees
9.2/10 Wonderful! (2,142 reviews)
"An absolute must stay to make your on travel plans easy. All day access to the pool and bathrooms post check out makes this option far superior for anyone with late flights. Easy walk to Jewel and access to terminals."

Reviewed on 2025/7/20

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.

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
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, modern architecture and central business district

Orchard Road

Spend the day shopping for the world’s biggest brands at one of the most popular shopping destinations in Asia.

Orchard Road

Frequently asked questions

How much does a Dempsey Hill vacation package cost?
Offering excellent value package deals from NT$14,722 on Expedia, you'll be surprised at how little a vacation 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 vacation package, consider traveling 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-organized 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 vacation 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 vacation as a package?
Expedia vacation 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 vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation 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 favorite 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 accommodations and airfare: After you've nailed down your 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.