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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 modern reception area with a marble counter, seating, and a decorative wall.

    4. Hotel Boss

    A rooftop pool with lounge chairs and a table, surrounded by modern buildings and greenery.

    5. Paradox Singapore

    A multi-story hotel with balconies and a pool area in front.

    6. Grand Mercure Singapore Roxy

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

    7. Hotel Classic by Venue

    A modern lobby with a sofa, a small table, and a large potted plant.

    8. Mercure ICON Singapore City Centre

    Exterior

    9. Copthorne King's Hotel Singapore

    A night view of a cityscape with illuminated buildings and a balcony with a view of the city.

    10. Hotel Faber Park Singapore - Handwritten Collection

    A person in a swimming pool with clear water and sunlight reflecting on the surface.

    11. Holiday Inn Express Singapore Clarke Quay by IHG

    A modern hotel corridor with a glass railing, a staircase, and a view of the building's interior.

    12. JEN Singapore Tanglin by Shangri-La

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

    13. Mercure Singapore On Stevens

    Meeting facility

    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 living room with a sofa, a glass coffee table, a laptop, and a staircase leading to an upper floor.

    17. Furama RiverFront

    A spacious lobby with high ceilings, a central staircase, and a seating area with rattan chairs and a blue sofa.

    18. lyf Funan Singapore

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

    19. Hilton Garden Inn Singapore Serangoon

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

    20. Village Hotel Katong by Far East Hospitality

    A spacious lobby with a reception desk, seating areas, and a high ceiling with hanging plants.

    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 modern hotel corridor with a glass railing, a staircase, and a view of the building's interior.

    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 infinity pool with green seating and red umbrellas, overlooking a city skyline.

    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 rooftop lounge with lounge chairs and a glass balustrade overlooking a cityscape.

    Paradox Singapore

    A multi-story hotel with balconies and a pool area in front.

    Royal Plaza on Scotts

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

    Pan Pacific Orchard

    A modern hotel with a rooftop pool, lush greenery, and a cityscape view.

    Conrad Singapore Orchard

    A pool area with lounge chairs and umbrellas, surrounded by lush greenery and modern buildings.

    Grand Copthorne Waterfront Hotel Singapore

    A high-rise hotel with a prominent Grand Cypress sign, reflecting in the water.

    Carlton City Hotel Singapore

    A modern bar area with a view of the city skyline at sunset, featuring wooden flooring, bar stools, and a bar counter.

    Carlton Hotel Singapore

    A spacious living area with a large window, modern furniture, and a unique ceiling light fixture.

    The Fullerton Hotel Singapore

    A grand interior with a central spiral staircase, large columns, and a modern reception area.

    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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