Dempsey Hill Vacations from ￥113,119
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The Latest Dempsey Hill Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Check-Inn at Little India
Little India
￥139,552
per person
Oct 8 - Oct 11
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Singapore (SIN)
7.4/10 Good! (433 reviews)
There were shops close by and the MRT was across the road. For the price, the place was OK. Rooms were tiny but tidy. Basic amenities and staff were very nice. Didn't know that they did not have elevators.
Reviewed on May 6, 2026
Find the Best Dempsey Hill Vacation Packages
Dempsey Hill Hotel Deals
Swissotel The Stamford, Singapore
2 Stamford Road Singapore
Fully refundableReserve now, pay when you stay
￥41,196
￥49,395 total
Sep 13 - Sep 14
includes taxes & fees
9.4/10 Exceptional! (1,067 reviews)
"Great location, walking distance. Right next to City Hall MRT and next to raffles mall for food or shopping. Walking distance to mainly attractions. Good price just have to get MRT everywhere, it was my birthday and they got me a towel cake and a small cake. It was a great celebration and staff are ..."
Reviewed on Aug 23, 2026
Pan Pacific Singapore
7 Raffles Boulevard Singapore
Fully refundableReserve now, pay when you stay
￥46,080
￥55,250 total
Aug 30 - Aug 31
includes taxes & fees
9.4/10 Exceptional! (2,213 reviews)
"the breakfast was $$38 per person , i think that is too much and no halal options, but otherwise a decent hotel in a central location"
Reviewed on Aug 21, 2026
Hotel Boss
500 Jalan Sultan Road Singapore
Fully refundableReserve now, pay when you stay
￥13,337
￥16,079 total
Sep 1 - Sep 2
includes taxes & fees
7.8/10 Good! (1,295 reviews)
"Staff helpfull and very friendy"
Reviewed on Aug 22, 2026
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.
Stay near popular Dempsey Hill attractions
Lotto Carpets Gallery
You can spend an afternoon exploring the galleries in Lotto Carpets Gallery in Dempsey Hill. Wander the picturesque gardens and marina in this vibrant area.
What to do in Dempsey Hill
Singapore: Gardens by the Bay Admission E-Ticket
￥5,346
per adult
84% of travellers recommend
Night Safari Admission Ticket
￥7,599
per adult
86% of travellers recommend
Singapore River Cruise E-Ticket
￥3,658
per adult
82% of travellers recommend
Frequently asked questions
How much does a Dempsey Hill vacation package cost?
Offering excellent value package deals from ￥113,119 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?
- Pick your dates: What you'd like to do in Dempsey Hill and your favorite season can help you decide when to get away.
- 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.
- 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.
- 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.
