Dempsey Hill Vacations from ¥103,544

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The Latest Dempsey Hill Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Habyt Cantonment (formerly Hmlet Cantonment)
Jyu Capsule Hotel
Habyt Kada at Maxwell
BEAT. Arts Hostel Chinatown
Carlton Hotel Singapore

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 ¥20,662 per night from Aug 25 to Aug 26
¥20,662
¥25,739 total
Aug 25 - Aug 26
includes taxes & fees
9/10 Wonderful! (1,774 reviews)
"위치가 너무 좋아서 접근성이 매우 훌륭함"

Reviewed on Jul 29, 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 ¥27,602 per night from Aug 30 to Aug 31
¥27,602
¥33,094 total
Aug 30 - Aug 31
includes taxes & fees
9/10 Wonderful! (1,206 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 ¥33,599 per night from Aug 27 to Aug 28
¥33,599
¥40,285 total
Aug 27 - Aug 28
includes taxes & fees
9.2/10 Wonderful! (2,151 reviews)
"We specifically booked this hotel so that we could access the facilities and attractions based at Singapore Airport and because we had an early morning flight."

Reviewed on Aug 2, 2025

Crowne Plaza Changi Airport by IHG
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

What to do in Dempsey Hill

Frequently asked questions

How much does a Dempsey Hill vacation package cost?
Offering excellent value package deals from ¥103,544 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.