Dempsey Hill Trip
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Top Dempsey Hill Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Carlton Hotel Singapore
Downtown Core
₹81,170
per person
20 Oct - 25 Oct
found 1 day ago
Return flight included
Mumbai (BOM) to Singapore (SIN)
9.2/10 Wonderful! (2,690 reviews)
The Carlton Hotel itself is a nice property, but unfortunately, I wasn’t particularly impressed with my room.
The only two USB outlets in the room didn’t work, mildew/mold in the bathroom, and the sink faucet was so loose that it felt like it might break any minute. Those issues weren’t deal-breakers for me, and I could have lived with them.
What really surprised me, though, was the price when I decided to extend my stay by one additional night. I was quoted over $500 for one night, even though I had paid about $600 for my original THREE NIGHT stay.
Considering the problems with the room, I felt the hotel could have made some kind of allowance or offered a reasonable rate for the extra night. Unfortunately, they didn’t.
So, I ended up staying at an equal hotel just around the block for less than one-third of what the Carlton quoted me.
I have to say, I’m pretty disappointed. I expected better from the Carlton, especially given the issues with my room and the fact that I was already a guest.
Reviewed on 12 Sept 2026
Grand Park City Hall
Downtown Singapore
₹81,000
per person
20 Oct - 25 Oct
found 1 day ago
Return flight included
Mumbai (BOM) to Singapore (SIN)
9/10 Wonderful! (1,302 reviews)
Grand Park City Hall is one of the most beautiful and comfortable hotels we have stayed at, highly recommend!!
Reviewed on 11 Sept 2026
Top hotels in Dempsey Hill
Hotel Boss
500 Jalan Sultan Road Singapore
Fully refundableReserve now, pay when you stay
₹8,059
₹9,662 total
14 Sept - 15 Sept
includes taxes & fees
JEN Singapore Tanglin by Shangri-La
1A Cuscaden Road Singapore
Fully refundableReserve now, pay when you stay
₹15,055
₹18,051 total
19 Sept - 20 Sept
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
"Very nice spacious room. Club food was very good. Breakfast buffet is extensive."
Reviewed on 11 Sept 2026
Pan Pacific Singapore
7 Raffles Boulevard Singapore
Fully refundableReserve now, pay when you stay
₹31,841
₹38,177 total
12 Oct - 13 Oct
includes taxes & fees
9.4/10 Exceptional! (2,235 reviews)
"Upon arrival I was amazed by the glitz and glamour of the hotel. But this quickly wore off as it becomes apparent that there is alot of wear and tear. Had a few issues, minibar totally empty upon arrival very, very slow room service. I actually wouldn't recommend getting any kind of inroom dining ..."
Reviewed on 11 Sept 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 studying the exhibits at Lotto Carpets Gallery in Dempsey Hill. Wander through the picturesque gardens and marina in this vibrant area.
Frequently asked questions
How much does a Dempsey Hill holiday package cost?
Offering excellent value package deals from ₹48,937 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?
- Pick your dates: What you'd like to do in Dempsey Hill and your favourite 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 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.
