Dempsey Hill Hotels

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YOTEL Singapore Orchard Road

YOTEL Singapore Orchard Road
4.0 star property
Orchard
8.8 out of 10, Excellent, (1,828 reviews)
Escape to this modern retreat near Singapore's prime shopping district. Take a dip in the outdoor pool, grab a meal at Komyuniti restaurant, or work out in the fitness centre. With Singapore Botanic Gardens nearby, convenience meets relaxation.
The price is S$163
includes taxes & fees
2 Jun - 3 Jun
YOTEL Singapore Orchard Road

Carlton Hotel Singapore

Carlton Hotel Singapore
4.5 star property
Downtown Core
9.2 out of 10, Wonderful, (2,541 reviews)
Immerse yourself in Singapore's vibrant heart at this luxurious hotel near Bugis Street and Suntec City. Four restaurants, including Chinese cuisine at Wah Lok, complement the outdoor pool, fitness centre, and full-service spa offering deep-tissue massages.
The price is S$228
includes taxes & fees
26 May - 27 May
Carlton Hotel Singapore

Hotel Waterloo Singapore - Handwritten Collection

Hotel Waterloo Singapore - Handwritten Collection
4.0 star property
Rochor
9.0 out of 10, Wonderful, (126 reviews)
The price is S$191
includes taxes & fees
23 May - 24 May
Hotel Waterloo Singapore - Handwritten Collection

Hilton Singapore Orchard

Hilton Singapore Orchard
5.0 star property
Orchard
9.0 out of 10, Wonderful, (964 reviews)
Experience serene moments at this Singapore gem near Somerset Station. The outdoor pool offers a refreshing escape after shopping along Orchard Road. With 5 restaurants and attentive staff, plus free WiFi and parking, you're perfectly positioned for Marina Bay adventures.
The price is S$357
includes taxes & fees
5 Jun - 6 Jun
Hilton Singapore Orchard

Pan Pacific Orchard

Pan Pacific Orchard
5.0 star property
Orchard
9.0 out of 10, Wonderful, (603 reviews)
Lush resort living in central Singapore with 2 outdoor pools and spa services. Minutes from Orchard Road shopping and botanical gardens, this luxurious hotel offers easy MRT access, poolside relaxation, and exceptional service from the staff.
The price is S$432
includes taxes & fees
20 May - 21 May
Pan Pacific Orchard

JEN Singapore Tanglin by Shangri-La

JEN Singapore Tanglin by Shangri-La
4.0 star property
Orchard
9.0 out of 10, Wonderful, (1,039 reviews)
Immerse in serenity at this spa hotel just minutes from Orchard Road and Botanic Gardens. Unwind at the outdoor pool with poolside bar, rejuvenate with deep-tissue massages, or savour meals at J65 restaurant. Clean rooms and free WiFi await.
The price is S$192
includes taxes & fees
12 Jun - 13 Jun
JEN Singapore Tanglin by Shangri-La

Paradox Singapore Merchant Court at Clarke Quay

Paradox Singapore Merchant Court at Clarke Quay
4.5 star property
Downtown Singapore
9.2 out of 10, Wonderful, (1,483 reviews)
The price is S$252
includes taxes & fees
10 Jun - 11 Jun
Paradox Singapore Merchant Court at Clarke Quay

The Fullerton Hotel Singapore

The Fullerton Hotel Singapore
5.0 star property
Downtown Singapore
9.6 out of 10, Exceptional, (1,307 reviews)
Overlooking Marina Bay, this luxurious hotel features an outdoor pool and full-service spa. Just 4 minutes from Raffles Place Station and within walking distance of Bugis Street shops, you'll enjoy steam rooms, fitness facilities, and immaculate accommodation.
The price is S$387
includes taxes & fees
27 May - 28 May
The Fullerton Hotel Singapore

Swissotel The Stamford, Singapore

Swissotel The Stamford, Singapore
5.0 star property
Downtown Singapore
9.2 out of 10, Wonderful, (1,004 reviews)
Breathtaking skyline views await at this centrally located hotel with direct MRT access below. Enjoy 12 restaurants, 2 outdoor pools, and spa services while being minutes from Bugis Street Shopping District and major attractions.
The price is S$394
includes taxes & fees
20 May - 21 May
Swissotel The Stamford, Singapore

Pan Pacific Singapore

Pan Pacific Singapore
5.0 star property
Marina Bay
9.4 out of 10, Exceptional, (2,142 reviews)
Located near Suntec City and Bugis Street Shopping District, this luxurious retreat offers 4 restaurants serving international cuisine. Unwind with hot stone massages at the spa, then sip cocktails at the poolside bar, just minutes from Promena Station.
The price is S$422
includes taxes & fees
22 May - 23 May
Pan Pacific Singapore

Carlton City Hotel Singapore

Carlton City Hotel Singapore
5.0 star property
Downtown Singapore
9.4 out of 10, Exceptional, (2,145 reviews)
Experience Singapore's vibrant energy at this luxury hotel, just minutes from Tanjong Pagar Station. Swim in the outdoor pool, dine at Plate restaurant, or unwind at one of 2 bars while Marina Bay attractions await nearby. Free WiFi and parking enhance your stay.
The price is S$266
includes taxes & fees
26 May - 27 May
Carlton City Hotel Singapore

Mandai Rainforest Resort By Banyan Tree

Mandai Rainforest Resort By Banyan Tree
5.0 star property
Central Water Catchment
9.0 out of 10, Wonderful, (202 reviews)
The price is S$447
includes taxes & fees
17 Jun - 18 Jun
Mandai Rainforest Resort By Banyan Tree

JEN Singapore Orchardgateway by Shangri-La

JEN Singapore Orchardgateway by Shangri-La
4.0 star property
Orchard
9.2 out of 10, Wonderful, (1,176 reviews)
Discover a sleek hotel with a scenic rooftop pool and international cuisine at Makan at Jen. Just 1 minute from Somerset Station, you'll enjoy convenient access to shopping and Marina Bay Sands Casino while relaxing with poolside drinks.
The price is S$273
includes taxes & fees
24 May - 25 May
JEN Singapore Orchardgateway by Shangri-La

Sofitel Singapore Sentosa

Sofitel Singapore Sentosa
5.0 star property
Sentosa Island
8.4 out of 10, Very good, (1,001 reviews)
Set among emerald gardens, this luxury Sentosa oasis provides access to 2 beaches and offers 2 inviting restaurants. Minutes from Universal Studios and VivoCity, you'll find pure relaxation with an outdoor pool and free bikes for exploring.
The price is S$408
includes taxes & fees
24 May - 25 May
Sofitel Singapore Sentosa

Furama RiverFront

Furama RiverFront
4.0 star property
Singapore River
8.0 out of 10, Very good, (1,534 reviews)
Enjoy a relaxing stay at this quiet hotel just 5 minutes from Havelock Station. Travellers love the convenient location near Orchard Road and Bugis Street shopping. Take advantage of 2 restaurants, a fitness centre, and free WiFi while kids splash in the children's pool.
The price is S$119
includes taxes & fees
4 Jun - 5 Jun
Furama RiverFront

Shangri-La Singapore

Shangri-La Singapore
5.0 star property
Tanglin
9.2 out of 10, Wonderful, (1,002 reviews)
The price is S$378
includes taxes & fees
19 Jun - 20 Jun
Shangri-La Singapore

Hotel Boss

Hotel Boss
3.5 star property
Kallang
7.8 out of 10, Good, (1,197 reviews)
Discover a tranquil oasis at this centrally-located Singapore retreat. Just a 5-minute walk from Bugis Street Shopping District and Lavender Station, the hotel features a rooftop terrace, 2 restaurants, and seasonal outdoor pool for cooling off.
The price is S$129
includes taxes & fees
31 May - 1 Jun
Hotel Boss

Conrad Singapore Orchard

Conrad Singapore Orchard
5.0 star property
Orchard
9.4 out of 10, Exceptional, (239 reviews)
Experience modern elegance at this Singapore hotel, just 5 minutes from Orchard Boulevard Station. Featuring 8 restaurants including Chinese cuisine at Summer Palace, plus 3 bars and a 24-hour fitness centre. Enjoy easy access to Singapore Botanic Gardens and Marina Bay attractions.
The price is S$393
includes taxes & fees
5 Jun - 6 Jun
Conrad Singapore Orchard

The St. Regis Singapore (Newly Renovated)

The St. Regis Singapore (Newly Renovated)
5.0 star property
Orchard
9.2 out of 10, Wonderful, (996 reviews)
Feel pampered at this elegant hotel with a full-service spa offering hydrotherapy and hot stone massages. Two restaurants, including The Astor Grill, complement the outdoor pool and poolside bar just 7 minutes from Orchard Boulevard Station.
The price is S$564
includes taxes & fees
21 May - 22 May
The St. Regis Singapore (Newly Renovated)

M Hotel Singapore City Centre

M Hotel Singapore City Centre
4.5 star property
Downtown Singapore
8.6 out of 10, Excellent, (1,004 reviews)
Dive into luxury at this centrally located hotel, just a 5-minute drive from Marina Bay Sands and Gardens by the Bay. With 3 restaurants, an outdoor pool, and free WiFi, you'll find comfort steps from Tanjong Pagar Station.
The price is S$227
includes taxes & fees
15 Jun - 16 Jun
M Hotel Singapore City Centre
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.

Top landmarks in Dempsey Hill

Learn more about Dempsey Hill

Universal Studios Singapore, Orchard Road and Marina Bay Sands Casino are some of the top attractions around Dempsey Hill.

Photo by Michael Lee
Open Photo by Michael Lee

Check out reviews of Dempsey Hill hotels guests love

Frequently asked questions

Can I book a refundable accommodation option in Dempsey Hill?
If you want the flexibility to change your plans to Dempsey Hill, most hotels offer refundable* rates that you can book. You can find this accommodation by searching our site and using the "fully refundable" filter to narrow down the results.
What will the weather in Dempsey Hill be like during my visit?
With an average temperature of 27°C during the coldest months, Dempsey Hill is a great place to visit at any time of year.
Why should I book my Dempsey Hill hotel with Hotels.com?
There are plenty of reasons to book your Dempsey Hill travel with us: our free cancellations on selected hotels* gives you the flexibility you're looking for, our Price Guarantee ensures that you always get the lowest price, and you can earn rewards on every booking.

Find out more about Dempsey Hill

Whispers of Nature: Discover the Enchanted Gardens of Dempsey Hill

Nestled in the heart of Singapore, Dempsey Hill is a captivating lifestyle destination that seamlessly blends history with modern charm. Once a colonial army barracks, this vibrant enclave is now a haven for food lovers and art enthusiasts, featuring an eclectic mix of trendy restaurants, chic boutiques, and art galleries set amidst lush gardens and verdant landscapes. Stroll through its picturesque pathways, indulge in gourmet delights, or unwind in a historic hotel that exudes character. With its convenient location just minutes from downtown, Dempsey Hill offers a unique escape that enchants both locals and travellers alike.

Top locations to stay in Dempsey Hill

Some of the best areas to stay in when visiting Dempsey Hill, Singapore, are Singapore, Outram, and River Valley. Singapore offers a vibrant lifestyle destination with a fantastic location. Outram is steeped in history, boasting proximity to Chinatown. River Valley is ideal for shopping enthusiasts. For first-time visitors, Singapore is the best choice due to its convenience and attractions.

  1. SingaporeOpens in a new window: Singapore is a fantastic place to stay, offering a mix of modernity and tradition. With its stunning marina views, vibrant cultural districts, and lush green spaces, there’s always something to explore. The Marina Bay area is particularly famous, featuring iconic landmarks like the Merlion and Gardens by the Bay. Shopping enthusiasts will love Orchard Road, while those seeking cultural experiences can visit Little India or Chinatown. The nightlife here is lively, with plenty of cultural attractions like theatres and art galleries that showcase local talent. Whether you're looking to relax at a café or embark on an adventure, Singapore has it all.
  2. OutramOpens in a new window: Outram is a charming area known for its rich history and cultural diversity. Nestled next to Chinatown, it’s perfect for those wanting to immerse themselves in local traditions and food. The vibrant streets are lined with heritage buildings, and you can enjoy a variety of shopping options, from traditional market stalls to modern boutiques. Don't miss the chance to explore the cultural attractions, such as temples and museums that tell the story of Singapore’s past. Outram is also a great base for discovering nearby areas, making it a convenient choice for travelers.
  3. River ValleyOpens in a new window: River Valley offers a unique blend of urban living and natural beauty. With its scenic river views and proximity to lush parks, it's an ideal spot for those looking to unwind after a day of exploring. The area is well-known for its shopping scene, featuring everything from high-end boutiques to quirky local stores. While River Valley may be quieter than other districts, it boasts a selection of cultural attractions and is close to vibrant nightlife options in nearby areas. Enjoy leisurely strolls along the river or relax in one of the many green spaces that dot this charming neighbourhood.

Things to do in Dempsey Hill

Dempsey Hill charms travellers with its lush greenery and tranquil gardens, providing a serene escape from the city buzz. Enjoy leisurely strolls or indulge in retail therapy at an inviting shopping mall. For the more active, there are opportunities for football and outdoor pursuits amidst the picturesque surroundings.

  • Robertson QuayOpens in a new window – Spend a delightful day at this charming riverside hub that offers a perfect blend of leisure and scenic beauty. As you stroll along the water’s edge, take in the vibrant atmosphere filled with lush greenery and blooming flowers. Enjoy a range of cafes and restaurants serving delicious cuisine, ideal for a relaxing meal or a refreshing drink. The area is a haven for nature lovers, with beautifully landscaped gardens that invite you to sit and unwind. Whether you’re looking to indulge in a peaceful walk or simply soak up the sun while watching the boats glide by, Robertson Quay is a must-visit destination for anyone seeking a serene escape in the heart of Singapore.

4 tips for savvy savings when booking a hotel in Dempsey Hill

  1. Book for the cheapest times: The most affordable time to visit Dempsey Hill is during March, May, and June, when hotel prices tend to be lower. For those on a budget, staying for at least 3 to 4 days is recommended to fully discover the area’s key landmarks, cultural sites, and natural attractions. Highlights include beautiful gardens, historic sites, and vibrant shopping areas, all of which offer great value for money. Visitors may find that prices could drop during these months, making it an ideal time for families and individuals looking to enjoy dining options, including seafood, and explore the local culture without breaking the bank.
  2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Dempsey Hill, visit the DealsOpens in a new window or Last-Minute Deals sections on Hotels.com, where you may find discounted rates on hotels as your travel date approaches. By enabling email alerts or push notifications, you're more likely to see flash sales and special promotions, helping you secure a cheap stay. Additionally, the Smart Shopping tool available via the app allows you to compare room rates and amenities, so if prices drop or new rooms become available, you'll be informed first, maximising your chances of saving on your getaway.
  3. Be flexible with dates: Prices may fluctuate due to factors such as the hotel's location, star rating, and the time of year, so being flexible with your travel dates could help you save on your stay at a hotel in Dempsey Hill. For those seeking distinctive accommodations, boutique hotels often provide a more personalised experience and may offer better value. When you book through Hotels.com, we will inform you whether the price for your chosen dates is above or below the average. If the price is on the higher side, we will suggest more affordable dates, increasing the likelihood that you'll secure the best deal.
  4. Consider your location: Hotels near the city centre generally tend to be more expensive, but with Dempsey Hill's superb public transport connections, you may discover a more affordable independent hotel situated further out that remains well connected. For those wishing to explore alternative, less crowded neighbourhoods or even lesser-known nearby towns, there is often excellent value to be found. Opting for these alternative destinations could provide a more authentic and budget-friendly experience.

Best time to go to Dempsey Hill

Dempsey Hill experiences its lowest average temperature in January, at 79.7°F (26.5°C), while May is the hottest month, with an average temperature of 83.3°F (28.5°C). November is typically the wettest month. If you’re looking to soak up the lively atmosphere in Dempsey Hill, January, September, and December are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny to mostly cloudy, with light to frequent rainfall. However, if you prefer a more relaxed experience, April to June are perfect for a quieter getaway, marked by moderate rainfall and mostly cloudy conditions.

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