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A Walk-Through Guide to Ann Siang Hill and Club Street That’ll Give You a Different Side of Singapore

Like a lot of people, I first got to know Ann Siang Hill and Club Street through their nightlife. 

The bars, the music, and the weekend crowds make it an easy spot to end up with friends after work. For a while, that was all they were to me—places that came alive after dark.

But spending more time there showed me another side. In the day, the same streets feel slower and easier to take in. Cafés open their doors, shops set out displays, and you notice details in the shophouses that usually fade into the background at night. 

That shift from lively evenings to relaxing afternoons is what pushed me to start writing about them. Ann Siang Hill and Club Street aren’t just nightlife hotspots—they’re neighbourhoods that offer something different depending on the hour.

Where are Ann Siang Hill and Club Street?

ann-siang-hill-and-club-street-map

Ann Siang Hill and Club Street are in Singapore’s Chinatown area. They are bounded by Cross Street to the north, South Bridge Road to the east, Amoy Street to the south, and Maxwell Road to the west.

How to Get to Ann Siang Hill and Club Street

By Bus: Take buses such as 61, 166, or 197 and alight at Telok Ayer Station (Stop 03129) along Cross Street. From there, it is about a 3-minute walk to Ann Siang Hill and Club Street. 

Other nearby bus stops along South Bridge Road and Upper Cross Street also serve multiple services.

By MRT: Ride the Downtown Line and alight at Telok Ayer MRT Station (DT18). Use Exit A and walk about 3 minutes via Cross Street to reach Ann Siang Hill. 

Alternatively, from Chinatown MRT Station (NE4/DT19), take Exit A and walk about 7 minutes through South Bridge Road toward Club Street.

By Taxi: Book a taxi or Grab and set “Ann Siang Hill” or “Club Street” as your destination. Most drivers drop off near the base of the hill along Ann Siang Road, which leads directly into the shophouse area.

By Private Car: Set your GPS to “Ann Siang Hill.” Limited street parking is available along Ann Siang Road and Club Street, with larger parking facilities at the nearby Maxwell Road Car Park.

What to Do and See in Ann Siang Hill and Club Street

Take in the stunning architectural details around you

One of the best things to do around Ann Siang Hill and Club Street is simply to take a walk and look up. The rows of restored two- and three-storey shophouses tell the story of the area’s past, many dating back to 1903-1941. 

Their mix of Neo-Classical and Art Deco styles adds character to every corner, with sloping roofs, French windows, and touches of exposed brickwork that are easy to miss when you’re rushing by. 

I’ve learned that Club Street itself owes its name to the Chinese social clubs that once thrived here, including the well-known Ee Hoe Hean Club. 

Many of these old structures have been given new life. The Club, a boutique hotel set in a cluster of 1900s corner shophouses, is a great example of heritage conservation and modern design coexisting beautifully. 

Media Credit: @sawyerjlahr

For a change of pace, I headed to Ann Siang Hill Park, one of the last natural hills left in old Chinatown

It’s a peaceful urban green space that gives you a break from the usual busy life, with winding paths and terraced steps leading you through shady spots. 

If you walk a bit further down the road, you’ll find the Antique Musical Box Museum, a hidden gem showcasing over 40 rare pieces. 

The collection includes tall cabinet-style boxes and intricate countertop models, with some, like the Singanam, being a unique British-Singapore collaboration. 

I also suggest checking out the Al-Abrar Mosque. Its two slender minaret towers blend with the surrounding shophouses, offering a kind of sanctuary in the middle of the city. 

Join the fun at a festival or event nearby

Media Credit: @benwhyyou

Ann Siang Hill Park isn’t only for strolling around. Once a month, it turns into the stage for Ann Siang Sounds, an open jam session where anyone can join in. 

I always see people bring guitars, others just show up to sing, and plenty more come to listen. I even watched a friend perform here once, and it was less like a concert and more like hanging out with neighbours who happen to be really into music.

Aside from music, there’s another artsy edge that the park has—the WOAW Gallery! They’re known for playful yet thought-provoking shows, like Jon Burgerman’s “Feel The Heat,” which used bright visuals to talk about global warming. 

Every time I pop up here, there’s something new to see!

Where to Eat and Drink in Ann Siang Hill and Club Street

Lolla 

Media Credit: @lollasg

Address: 22 Ann Siang Road
Phone: +65 6423 1228
Pricing: $$
Operating Hours

  • Monday to Saturday – 12 PM to 2:30 PM; 6 PM to 11 PM
  • Sunday – Closed

Website: http://www.lolla.com.sg/

Lolla is a modern European restaurant that takes seasonal produce seriously, turning it into small plates cooked with precision and restraint. They’ve even earned a spot on Asia’s 50 Best Restaurants list, which immediately caught my attention.

We sat near the open kitchen to get a great view of the chefs and their cooking. I even got to watch my Sea Urchin Pudding being prepared right in front of me. 

If you also decide to get this, you’ll see velvety squid ink pudding topped with a generous dollop of fresh sea urchin that’ll practically melt in your mouth.

The Grilled Octopus should be one of your orders, too. It’s got a good char taste, served with a spicy sauce that doesn’t overpower the flavour. 

There’s also a squeeze of lime that adds brightness and balances the spices, making it a well-rounded dish for the table.

Les Bouchons

Media Credit: @lesbouchonsg

Address: 7 Ann Siang Road
Phone: +65 6423 0737
Pricing: $$
Operating Hours

  • Monday to Thursday – 12 PM to 2 PM; 6 PM to 10 PM
  • Friday – 12 PM to 2 PM; 6 PM to 10:30 PM
  • Saturday – 6 PM to 10:30 PM
  • Sunday – Closed

Website: http://www.lesbouchons.sg/

Les Bouchons, established in 2002, is one of Singapore’s pioneer French steak-frites spots. It brings a laid-back Parisian bistro setting right to the city.

Try going straight for the Grilled Australian Black Angus Rib Eye Steak, a hearty serving of succulent, grain-fed Angus topped with shallot butter. It even comes with fresh salad and free-flow homemade French fries.

As someone who loves how butter adds depth to different kinds of dishes, I can’t help but recommend the Burgundy Escargots with garlic butter—eight snails drenched in aromatic, savoury goodness.

To wash everything down, trust the server when they suggest any kind of wine. They have a carefully curated list, handpicked by the owner. 

Club Street Laundry

Media Credit: @clubstreetlaundry

Address: 98 Club Street, #01-01 
Phone: +65 8083 5859
Pricing: $$
Operating Hours

  • Sunday and Monday – Closed
  • Tuesday to Friday – 3 PM to 12 AM
  • Saturday – 12 PM to 12 AM

Website: https://www.clubstreetlaundry.com/

Club Street Laundry is a modern Australian bistro infused with some historical aspects. The venue cleverly nods to its past life as Hup San Laundry, a community staple for immigrant families nearly a century ago!

I was honoured when Chef Justin Hammond, a veteran cook, was able to cook our Wood-Fired Mushrooms and Charred Leeks. 

The first dish is apparently a popular choice here, seeing as it was on every other person’s table. It has oysters and maitake mushrooms served with cream and chives for a rich, earthy flavour.

As for the latter, it comes with garlic croutons in place of chicken stuffing and sage-fried bits. All this is bathed in a collagen-rich chicken stock reduction that seemed to elevate every bite.

Where to Stay Around Ann Siang Hill and Club Street

Mecure ICON Singapore City Centre

Media Credit: @npark27

Address: 8 Club Street
Phone: +65 6768 0008
Pricing: $$
Check-in time: 3 PM
Check-out time: 11 AM
Website: https://www.mercure-icon-singapore-city-centre.com/?

Mercure ICON Singapore City Centre is perfectly located on Club Street, right in the historic heart of Chinatown. 

This award-winning midscale hotel was named Best Midscale Hotel (Asia Pacific) and Best New Hotel (Singapore) in 2024, so you know you’re in good company.

I’ve been told that the hotel has 989 sound-insulated, air-conditioned rooms designed with modern comforts in mind. 

Guests can stay connected with free Wi-Fi, unwind in front of a 55-inch TV, or enjoy small conveniences such as an electric kettle and daily housekeeping.

During downtime, there are plenty of ways to relax or keep active. Some guests prefer to spend their quiet time in the garden or stretch on the yoga deck. Others head to the rooftop pool for a swim or make use of the fitness centre for a workout.

Claude Hotel

Media Credit: @claudehotel

Address: 12 Teck Lim Road
Phone: +65 6390 1255
Pricing: $
Check-in time: 3 PM
Check-out time: 12 PM
Website: http://claudehotel.com/

Claude Hotel is an intimate 3-star boutique tucked just a few steps from cultural landmarks like Sri Mariamman Temple and the Singapore City Gallery.

The property has around 46 air-conditioned rooms, each fitted with a flat-screen TV, minibar or fridge, tea and coffee maker, private bathroom with hairdryer and toiletries, and a safety deposit box. 

The usual rooms are a bit compact, so I recommend upgrading to the Junior or Deluxe Studios. This way, you can get extra space, a work desk, and a bathtub for a more comfortable stay. 

Maxwell Reserve Singapore, Autograph Collection

Media Credit: @tabinecoaya

Address: 2 Cook Street
Phone: +65 6914 1400
Pricing: $$$
Check-in time: 3 PM
Check-out time: 12 PM
Website: https://www.marriott.com/en-us/hotels/sinam-maxwell-reserve-singapore-autograph-collection/overview/?

Maxwell Reserve Singapore is a luxury heritage boutique set in the historic Murray Terrace. Designed by Jacques Garcia, it has colonial-era elegance with contemporary comfort, giving you a taste of opulence alongside Singapore’s rich heritage.

The hotel offers 120 to 138 beautifully decorated rooms and suites. Vintage rugs, organic linens, and carefully curated art pieces set the tone, while European-style bathrooms and Diptyque amenities bring a touch of elegance!

You can relax in the outdoor lap pool, recharge in the fitness centre, or indulge at the spa, which has five treatment rooms and yoga sessions under an Angsana tree. 

I also thought the dining options were just as impressive. Cultivate Cafe serves creative vegan fare, Isabel Brasserie leans into European-inspired classics, and Shikar brings out the richness of Indian-royal cuisine. 

To round out the experience, the Officers’ Mess Polo Bar provides a peaceful space to enjoy drinks in the evening.