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A covered outdoor seating area with ceiling fans, tables, and chairs.

Photo by Michael Lee

Find hotels in Dempsey Hill from CA $71

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    Check prices for these dates, December 14–15, 2026

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    Our top choices for Dempsey Hill hotels

    1. Holiday Inn Express Singapore Katong by IHG

    A modern building with a patterned facade, a visible entrance, and a green wall with plants.

    2. YOTEL Singapore Orchard Road

    A rooftop pool area with lounge chairs and a view of surrounding high-rise buildings.

    3. Days Inn by Wyndham Singapore Novena

    A rooftop pool with lounge chairs and a view of the city skyline.

    4. Hotel Boss

    A modern hotel with a glass facade, a rooftop garden, and a riverside location.

    5. Paradox Singapore

    A hotel with a large outdoor pool, multiple balconies, and a well-lit bar area.

    6. Grand Mercure Singapore Roxy

    A hotel pool with lounge chairs and umbrellas, surrounded by buildings.

    7. Hotel Classic by Venue

    A narrow, enclosed space with a textured gray wall and a reflective floor.

    8. Mercure ICON Singapore City Centre

    Exterior

    9. Copthorne King's Hotel Singapore

    A multi-story hotel with a prominent 'COPENHAGEN KINGS' sign, numerous balconies, and a well-lit facade.

    10. Hotel Faber Park Singapore - Handwritten Collection

    A modern hotel facade with a prominent entrance and a sign reading "HOTEL FABER PARK".

    11. Holiday Inn Express Singapore Clarke Quay by IHG

    A rooftop pool with a city skyline view, surrounded by greenery and modern architecture.

    12. JEN Singapore Tanglin by Shangri-La

    A hotel with multiple floors, a swimming pool, and outdoor seating areas.

    13. Mercure Singapore On Stevens

    A swimming pool with lounge chairs and a building in the background.

    14. Holiday Inn Singapore Atrium by IHG

    A multi-level atrium with a central open space surrounded by seating areas and staircases.

    15. Travelodge Harbourfront

    A beach with palm trees, a clear sky, and a sandy shore.

    16. Dorsett Singapore

    A modern building with a pool and outdoor seating area.

    17. Furama RiverFront

    A modern bar area with a green tiled counter, wooden panel walls, and a view of a waterfall through large glass windows.

    18. lyf Funan Singapore

    A multi-story hotel with a glass facade, outdoor seating, and a prominent staircase.

    19. Hilton Garden Inn Singapore Serangoon

    The entrance of the Hilton Garden Inn with a large circular sculpture and the hotel's name displayed prominently.

    20. Village Hotel Katong by Far East Hospitality

    A modern hotel lobby with a spacious layout, a Christmas tree, and a seating area with a lamp and orchid arrangement.

    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.

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    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.

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    Learn more about Dempsey Hill

    This former British military base now houses upscale restaurants and boutiques in lush, colonial-era buildings. Enjoy brunch at PS.Cafe before exploring the art galleries and specialty shops that fill the tranquil hilltop enclave.

    See all hotels in Dempsey Hill

    A covered outdoor seating area with ceiling fans, tables, and chairs.

    Photo by Michael Lee

    Top Dempsey Hill Hotel Reviews

    Holiday Inn Express Singapore Clarke Quay by IHG

    A rooftop pool with a city skyline view, surrounded by greenery and modern architecture.

    Holiday Inn Express Singapore Orchard Road by IHG

    A modern hotel with a prominent Holiday Inn Express sign, surrounded by urban buildings and a busy street at dusk.

    JEN Singapore Orchardgateway by Shangri-La

    A rooftop bar with wooden flooring, green seating, and orange umbrellas.

    Holiday Inn Express Singapore Katong by IHG

    A modern building with a patterned facade, a visible entrance, and a green wall with plants.

    Quincy Hotel Singapore by Far East Hospitality

    A modern hotel with a prominent 'quintet' sign, featuring a grid of balconies, large windows, and a mix of glass and brown facade.

    Paradox Singapore

    A hotel with a large outdoor pool, multiple balconies, and a well-lit bar area.

    Royal Plaza on Scotts

    A spacious lobby with a grand staircase, a reception desk, and a decorative chandelier.

    Pan Pacific Orchard

    A modern high-rise building with multiple floors, large windows, and a prominent logo at the top.

    Conrad Singapore Orchard

    A multi-level atrium with a central walkway, balconies with plants, and a water feature.

    Grand Copthorne Waterfront Hotel Singapore

    A high-rise hotel with a reflective pool in front, featuring a modern architectural design and multiple balconies.

    Carlton City Hotel Singapore

    A high-rise building with a prominent 'Carlton City' sign at the top, surrounded by other buildings in a cityscape.

    Carlton Hotel Singapore

    A high-rise building with multiple floors, a prominent Carlton sign, and a modern architectural design.

    The Fullerton Hotel Singapore

    A grand hotel lobby with a marble staircase, large columns, and a central atrium.

    Frequently Asked Questions

    When is the best time to go to Dempsey Hill?

    The best time to visit Dempsey Hill is generally in the late afternoon and evening, especially from Thursday to Saturday.

    Dempsey Hill is a unique lifestyle enclave in Singapore, known for its collection of high-end restaurants, chic cafes, art galleries, and speciality shops, housed in beautifully restored historic barracks. It's a bit removed from the hustle and bustle of the city centre, located amidst lush greenery, offering a more relaxed setting.

    For couples looking for a sophisticated dining experience, visiting in the evening is recommended. Many of the restaurants, ranging from modern European to Asian fusion, offer excellent dinner menus and a refined ambience. You can enjoy a leisurely meal, perhaps followed by drinks at one of the upscale bars.

    Daytime visits, particularly in the late afternoon, are ideal for those interested in browsing the art galleries, exploring the unique homeware stores, or enjoying a relaxed coffee or afternoon tea at one of the charming cafes.

    Can I cancel my hotel reservation on Expedia?

    You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Dempsey Hill.

    How much is the nightly rate at a Dempsey Hill hotel?

    Prices for hotels in Dempsey Hill often vary, but you can find a great deal from CA $71 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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