Title: Dempsey Hill Vacation Packages 2026 from $1,577 | Expedia.com [Dempsey Hill Travel Guide](https://expedia.com/Dempsey-Hill.dx6161215)[Hotels in Dempsey Hill](https://expedia.com/Dempsey-Hill-Hotels.d6161215.Travel-Guide-Hotels)[Vacation Rentals in Dempsey Hill](https://expedia.com/Dempsey-Hill-Vacation-Rentals.d6161215.Travel-Guide-VacationRentals)[Flights to Dempsey Hill](https://expedia.com/Cheap-Flights-To-Dempsey-Hill.d6161215.Travel-Guide-Flights)[Car Rentals in Dempsey Hill](https://expedia.com/Car-Rentals-In-Dempsey-Hill.d6161215.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Dempsey Hill Vacations from $1,577 ## Book a Hotel + Flight or Car together to unlock savings ## 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](https://www.expedia.com/Haji-Lane-Rochor.d6207194.Vacation-Attraction), [Chinatown Heritage Center](https://www.expedia.com/Chinatown-Heritage-Center-Downtown-Singapore.d6169449.Vacation-Attraction) and [National Orchid Garden](https://www.expedia.com/National-Orchid-Garden-Tanglin.d6082485.Vacation-Attraction) 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. ![Amrise Hotel](https://images.trvl-media.com/lodging/97000000/96110000/96105500/96105424/ec3d61fb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Amrise Hotel Geylang $1,577 per person Jun 13 - Jun 17 found 9 hours ago Roundtrip non-stop flight included New York (NYC) to Singapore (SIN) 5/10 (28 reviews) It's not Raffles or even The Hilton so don't expect too much, but it is very cheap and therefore superb value. Excellent hot power shower. Comfortable bed. One of the staff - probably the boss - is extremely helpful. Another staff member leant me a phone plug so that was great. ......Raffles would have cost me £1,600\. This hotel cost me £40...... Reviewed on Feb 20, 2025 ![Capella Singapore](https://images.trvl-media.com/lodging/3000000/2440000/2434400/2434364/403176a4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Capella Singapore Sentosa Island $3,018 per person Jun 13 - Jun 17 found 9 hours ago Roundtrip non-stop flight included New York (NYC) to Singapore (SIN) 9.4/10 Exceptional! (579 reviews) Great stuff, amazing service Reviewed on Oct 16, 2025 ![PARKROYAL COLLECTION Pickering, Singapore](https://images.trvl-media.com/lodging/6000000/5410000/5400400/5400381/146b13aa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### PARKROYAL COLLECTION Pickering, Singapore Downtown Singapore $2,054 per person Jun 13 - Jun 17 found 9 hours ago Roundtrip non-stop flight included New York (NYC) to Singapore (SIN) 9.2/10 Wonderful! (1,006 reviews) The location met our needs. The hotel overall is impressive, however the room was a little worn. Reviewed on Apr 7, 2026 ![Mondrian Singapore Duxton](https://images.trvl-media.com/lodging/92000000/91590000/91580200/91580180/aff98533_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Mondrian Singapore Duxton Downtown Singapore $1,946 per person Jun 13 - Jun 17 found 9 hours ago Roundtrip non-stop flight included New York (NYC) to Singapore (SIN) 9.2/10 Wonderful! (430 reviews) Beautiful experience. Would definitely stay here again Reviewed on Apr 1, 2026 ![Hi Hotel Dot](https://images.trvl-media.com/lodging/107000000/106920000/106918100/106918087/e5c319f3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hi Hotel Dot Geylang $1,580 per person Jun 13 - Jun 17 found 9 hours ago Roundtrip non-stop flight included New York (NYC) to Singapore (SIN) 5.4/10 (22 reviews) The pod hotels are actually very cool . I reserved a room with king bed , window and private bathroom so for me it was not really like a pod hotel. The staff is well trained and check in and check out was fast and easy . I stayed a week so had plenty of time to assess the hotel. Reviewed on Aug 26, 2025 Don't see what you're looking for? See all available trips from Columbus to Dempsey Hill [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-05-08/2026-05-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SIN&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ### Discover the most popular places to visit in Dempsey Hill ![Universal Studios Singapore](https://images.trvl-media.com/place/6047875/8d235175-126a-4dde-9fe6-0bce68153f2b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.com/Universal-Studios-Singapore-Sentosa-Island.d6169027.Vacation-Attraction) ![Orchard Road](https://images.trvl-media.com/place/6047874/ca5c5854-2ab2-4fcc-8948-9d40c3cfaacb.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Orchard Road Spend the day shopping for the world’s biggest brands at one of the most popular shopping destinations in Asia. [](https://expedia.com/Orchard-Road-Orchard.d6047874.Vacation-Attraction) ![Marina Bay Sands Hotel, Singapore](https://images.trvl-media.com/place/6211365/808eff50-6c93-412f-a63b-ce0a96f37a86.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.com/Marina-Bay-Sands-Casino-Marina-Bay.d6211365.Vacation-Attraction) ### What to do in Dempsey Hill ![Singapore: Gardens by the Bay Admission E-Ticket](https://mediaim.expedia.com/localexpert/45265085/af58cd04-8aab-4b95-83a9-c40f83a2fd16.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Singapore: Gardens by the Bay Admission E-Ticket $19 per adult **82%** of travellers recommend [](https://expedia.com/things-to-do/singapore-gardens-by-the-bay-admission-e-ticket.a45265085.activity-details) ![Singapore River Cruise](https://mediaim.expedia.com/localexpert/540128/62f1846d-183e-4652-b882-4a0c1cbd90c8.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Singapore River Cruise E-Ticket $23 per adult **82%** of travellers recommend [](https://expedia.com/things-to-do/singapore-river-cruise-e-ticket.a540128.activity-details) ![Skyline Luge Sentosa](https://mediaim.expedia.com/localexpert/540112/72f2601a-cb1f-4e27-95da-1628ea7bc688.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Skyline Luge Singapore $31 per adult **84%** of travellers recommend [](https://expedia.com/things-to-do/skyline-luge-singapore.a540112.activity-details) [See all activities in Dempsey Hill](https://expedia.com/things-to-do/search?rid=6161215) ## Dempsey Hill Hotel Deals ![Carlton Hotel Singapore](https://images.trvl-media.com/lodging/1000000/900000/892600/892568/w2550h3837x0y3-b73f82d0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Carlton Hotel Singapore 76 Bras Basah Road Singapore Fully refundableReserve now, pay when you stay $173 nightly $190 total Apr 30 - May 1 Total with taxes and fees 9.2/10 Wonderful! (2,394 reviews) Fantastic hotel in awesome location. Reviewed on Apr 7, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F30%2F2026&endDate=5%2F1%2F2026&selected=892568&PinnedHotelID=892568&HadPinnedHotel=true®ionId=6161215) ![Crowne Plaza Changi Airport by IHG](https://images.trvl-media.com/lodging/3000000/2060000/2057700/2057692/197a8f29_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Crowne Plaza Changi Airport by IHG 75 Airport Boulevard Singapore Fully refundable $267 nightly $291 total May 8 - May 9 Total with taxes and fees 9.4/10 Exceptional! (2,417 reviews) Mr Huns at the liquor bar was superb. He knows his job and he is too good... very jovial and has very good customer service. Wish him very best. From MN and AMJ. Even at the checkin... staff were very helpful... and the concierge staff went an extra mile to give us extended 3 hours to stay at the ... Reviewed on Apr 8, 2026 [](https://expedia.com/Hotel-Search?startDate=5%2F8%2F2026&endDate=5%2F9%2F2026&selected=2057692&PinnedHotelID=2057692&HadPinnedHotel=true®ionId=6161215) ![Swissotel The Stamford, Singapore](https://images.trvl-media.com/lodging/1000000/10000/400/311/f87ad8fe_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Swissotel The Stamford, Singapore 2 Stamford Road Singapore Fully refundableReserve now, pay when you stay $292 nightly $318 total Apr 10 - Apr 11 Total with taxes and fees 9.2/10 Wonderful! (1,000 reviews) This was a beautiful hotel in Singapore. Centrally located. Clean and polished. Loved it there!! Reviewed on Apr 6, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F10%2F2026&endDate=4%2F11%2F2026&selected=311&PinnedHotelID=311&HadPinnedHotel=true®ionId=6161215) [See all 757 properties in Dempsey Hill](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=4%2F9%2F2026&endDate=4%2F10%2F2026®ionId=6161215) 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](https://www.expedia.com/Universal-Studios-Singapore-Southern-Islands.d6169027.Vacation-Attraction), [Singapore Zoo](https://www.expedia.com/Singapore-Zoo-Central-Water-Catchment.d502827.Vacation-Attraction) and [East Coast Park](https://www.expedia.com/East-Coast-Park-East-Coast.d6125650.Vacation-Attraction) | ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) 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![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Dempsey Hill vacation package cost? ### What are the cheapest months to go to Dempsey Hill? ### How many days is enough for Dempsey Hill? ### How to find the best Dempsey Hill package deals? ### Is it cheaper to book a Dempsey Hill vacation as a package? ### When to book a vacation package to Dempsey Hill? ### How to plan a trip to Dempsey Hill? > 1. 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. > 2. 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. > 3. Explore Dempsey Hill using our [trip planning tool](https://www.expedia.com/why/trip-planning): 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. > 4. 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. > 5. 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. > 6. Add on experiences and excursions: Read our dedicated travel guide to find some incredible [things to do in Dempsey Hill](https://www.expedia.com/Things-To-Do-In-Dempsey-Hill.d6161215.Travel-Guide-Activities). 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? ## Explore a world of travel with Expedia - Lodging - Packages - Cars - [Hotels near Tanglin ](https://www.expedia.com/Tanglin-Singapore-Hotels.0-n6211346-0.Travel-Guide-Filter-Hotels) - [Historic Hotels in Tanglin ](https://www.expedia.com/Tanglin-Singapore-Hotels-Historic-Hotel.0-n6211346-0-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Beach Hotels in Tanglin ](https://www.expedia.com/Tanglin-Singapore-Hotels-Beach-Hotel.0-n6211346-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Casino Hotels in Tanglin ](https://www.expedia.com/Tanglin-Singapore-Hotels-Casino-Hotel.0-n6211346-0-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Hotels near Singapore Botanic Gardens ](https://www.expedia.com/Singapore-Botanic-Gardens-Hotels.0-l502795-0.Travel-Guide-Filter-Hotels) - [Hotels near National Orchid Garden ](https://www.expedia.com/National-Orchid-Garden-Hotels.0-l6082485-0.Travel-Guide-Filter-Hotels) - [Hotels near Gleneagles Hospital ](https://www.expedia.com/Gleneagles-Hospital-Hotels.0-l553248633876802642-0.Travel-Guide-Filter-Hotels) - [Hotels near American Embassy ](https://www.expedia.com/American-Embassy-Hotels.0-l553248622006371778-0.Travel-Guide-Filter-Hotels) - [Hotels with a View in Tanglin ](https://www.expedia.com/Tanglin-Singapore-Hotels-Hotels-With-View.0-n6211346-0-tHotelswithView.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Tanglin ](https://www.expedia.com/Tanglin-Singapore-Hotels-Cheap-Hotels.0-n6211346-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Tanglin ](https://www.expedia.com/Tanglin-Singapore-Hotels-Romantic-Hotel.0-n6211346-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Hotels near Lotto Carpets Gallery ](https://www.expedia.com/Lotto-Carpets-Gallery-Hotels.0-l553248621532741709-0.Travel-Guide-Filter-Hotels) - [Visit Tanglin ](https://www.expedia.com/Singapore-Tanglin.dx6211346) - [Singapore Botanic Gardens ](https://www.expedia.com/Singapore-Botanic-Gardens-Tanglin.d502795.Vacation-Attraction) - [National Orchid Garden ](https://www.expedia.com/National-Orchid-Garden-Tanglin.d6082485.Vacation-Attraction) - [Australian High Commission ](https://www.expedia.com/Australian-High-Commission-Tanglin.d553248622006371781.Vacation-Attraction) - [Gleneagles Hospital ](https://www.expedia.com/Gleneagles-Hospital-Tanglin.d553248633876802642.Vacation-Attraction) - [Car rentals near Tanglin ](https://www.expedia.com/Car-Rentals-In-Tanglin.d6211346.Car-Rental-Guide) - [Car rentals near American Embassy ](https://www.expedia.com/Car-Rentals-In-American-Embassy.d553248622006371778.Car-Rental-Guide) - [Car rentals near National Orchid Garden ](https://www.expedia.com/Car-Rentals-In-National-Orchid-Garden.d6082485.Car-Rental-Guide) - [Compact Car Rentals near Lotto Carpets Gallery ](https://www.expedia.com/Compact-Car-Rentals-In-Lotto-Carpets-Gallery.d553248621532741709-tCompact.Car-Rental-Guide-Class) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.