Dempsey Hill Vacations from $382
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
The Latest Dempsey Hill vacation packages
Price found within the past 48 hours. Click for updated prices.
Check-Inn at Little India
Little India
$382
per person
Nov 2 - Nov 5
found 24 hours ago
Roundtrip flight included
Manila (MNL) 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
Hotel Bencoolen@Hong Kong Street
Downtown Singapore
$413
per person
Nov 2 - Nov 5
found 1 day ago
Roundtrip flight included
Manila (MNL) to Singapore (SIN)
8.4/10 Very Good! (1,000 reviews)
Good location. The hotel Room was small but the breakfast buffet was nice.
Reviewed on Aug 2, 2026
Carlton Hotel Singapore
Downtown Core
$550
per person
Nov 2 - Nov 5
found 1 day ago
Roundtrip flight included
Manila (MNL) to Singapore (SIN)
9.2/10 Wonderful! (2,674 reviews)
Good place stay and I have been many times when ever I visit to Singapore. Staff are cooperative, only few staff didn’t.
Reviewed on Aug 7, 2026
Don't see what you're looking for?
See all available trips from Columbus to Dempsey Hill
View all tripsStay 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
$33
per adult
84% of travellers recommend
Albatross Hop-On Hop-Off Speedboat Pass (1-Day Unlimited Speedboat Rides)
$31
per adult
Singapore: Gardens by the Bay Entry Ticket
$8
per adult
90% of travellers recommend
Dempsey Hill Hotel Deals
Swissotel The Stamford, Singapore
2 Stamford Road Singapore
Fully refundableReserve now, pay when you stay
$282 nightly
$307 total
Sep 1 - Sep 2
Total with taxes and fees
9.4/10 Exceptional! (1,039 reviews)
"An overall great experience!"
Reviewed on Aug 7, 2026
Pan Pacific Singapore
7 Raffles Boulevard Singapore
Fully refundableReserve now, pay when you stay
$315 nightly
$344 total
Aug 29 - Aug 30
Total with taxes and fees
Hotel Boss
500 Jalan Sultan Road Singapore
Fully refundableReserve now, pay when you stay
$94 nightly
$103 total
Aug 31 - Sep 1
Total with taxes and fees
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.
Find the Best Dempsey Hill Vacation Packages
Dempsey Hill Essential Information
Language | Malaysian |
|---|---|
Currency | Singapore dollars |
Local Goodbye | Sampai jumpa lagi |
Closest Airport | Changi Airport (SIN) |
Max Temp Winter | 85ºF |
Max Temp Summer | 90ºF |
Top Sights | Universal Studios Singapore, Singapore Zoo and East Coast Park |
More vacations you might like
Frequently asked questions
How much does a Dempsey Hill vacation package cost?
Offering excellent value package deals from $382 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?
You can generally find lower prices and better availability in November, December and January. Browse our cheap Dempsey Hill vacation packages and you could land some great off-season deals.
How many days is enough for Dempsey Hill?
Typically, a handful of days is enough to tick off the main sights during your Dempsey Hill vacation. However, if you'd like to have some time to kick back or take day tours, think about extending your itinerary.
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?
- Choose when to travel: Check your diary and get packing. Your favorite time of year and the type of activities available will also help you decide when to escape to Dempsey Hill.
- Figure out your budget: Ensure you have enough money to pay for everything from transportation and meals to experiences and flights. Your hotel will probably be the biggest expense during your trip to Dempsey Hill.
- Explore Dempsey Hill using our trip planning tool: Gain insights into the top attractions and best stays for your trip to Dempsey Hill. You can also save your favorite places, collaborate with your group and organize all your plans in one place.
- Decide your trip length: Think about how much time you want to spend exploring Dempsey Hill. Plan your days so you can get to all the experiences and attractions you're interested in without rushing.
- Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a personalized Dempsey Hill vacation package.
- Add on experiences and excursions: Read our dedicated travel guide to find some incredible things to do in Dempsey Hill. Book tickets or make reservations as soon as you can to save time and avoid the stress of looking for activities once you arrive.
Does Expedia offer Book Now, Pay Later Dempsey Hill vacation packages?
If you're like us, you love discovering new places but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Dempsey Hill trip across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you see them.
Explore a world of travel with Expedia
- Hotels near Lucky Plaza
- Hotels near Singapore Botanic Gardens
- Hotels near Forum The Shopping Mall
- Hotels near Orchard Road
- Tiong Bahru Estate Hotels
- Downtown Singapore Hotels
- Cheap Hotels in Central Singapore
- Hotels near Adam Food Centre
- Dempsey Hill Hotels
- Historic Hotels in Tanglin
- Apartments in Tiong Bahru Estate
- Hotels near Alexandra Hospital
- Hotels near American Embassy
- Hotels near Palais Renaissance
- Hotels near ION Orchard
- Singapore Hotels
- 4 Star Hotels in Orchard
- 5 Star Hotels in Tanglin
- Hotels near Gleneagles Hospital
- Tanglin Hotels
- Hostels in Dempsey Hill
- Marina Bay Hotels
- Hotels near Orchard Tower
- Hotels near Australian High Commission
- Holland Village Hotels
- Hotels near Tanglin Mall
- Hostels in Tiong Bahru Estate
- Hotels near Scotts Square
- Hotels near National Orchid Garden
- Hotels with Free Airport Shuttle in Singapore
- Capsule Hotels in Tiong Bahru Estate
- Family Hotels in Orchard
- Accor Hotels in Tiong Bahru Estate
- Cheap Hotels in Tanglin
- Hotels near Orchard Station
- 5 Star Hotels in Holland Village
- All-Inclusive Resorts in Singapore
- Beach Hotels in Tanglin
- Cheap Hotels in Orchard
- Family Hotels in Singapore
- 5 Star Hotels in Singapore
- Aparthotels in Singapore
- Capsule Hotels in Orchard Station
- Aparthotels in Dempsey Hill
- Condo Rentals in Tiong Bahru Estate
- Cheap Hotels in Singapore
- Apartments in Dempsey Hill
- Hotels near Royal Thai Embassy
- Hotels near Buona Vista Station
- Universal Studios Singapore
- Visit Chinatown
- Bukit Brown Cemetery
- Visit Central Singapore
- Visit Orchard
- Henderson Waves Bridge
- Royal Thai Embassy
- Newton Circus
- Tanglin Mall
- Siloso Beach
- Forum The Shopping Mall
- Chijmes
- Visit Tiong Bahru Estate
- National University of Singapore
- Shaw Centre
- Singapore Botanic Gardens
- Visit Singapore
- Mount Elizabeth Medical Center
- Visit Holland Village
- Hong San See Temple
- National Orchid Garden
- Ngee Ann City
- Visit Dempsey Hill
- Amitabha Buddhist Centre
- National Museum of Singapore
- Singapore Vacations
- Visit Little India
- 313@somerset
- Tan Yeok Nee House
- Midpoint Orchard
- Far East Shopping Centre
- Orchard Tower
- Robertson Quay
- Lucky Plaza
- Visit Bukit Timah
- Orchard Road
- Singapore Vacations
- Visit Tanglin
- The Paragon
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
