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Top 5 neighbourhoods in Singapore for a hip staycation

Looking for a hip neighbourhood for a unique staycation in the future? If you’re into vintage fashion, artisanal coffee, gourmet food and achingly cool hotels, you’ve come to the right place. Check out this handy guide to the trendiest neighbourhoods in Singapore.

1. Tiong Bahru

Corner building with car parked outside in Tiong Bahru neighbourhood, Singapore

Once a sleepy residential area, Tiong Bahru is now a staple of contemporary culture – all without losing its quaint charm. This neighbourhood is teeming with specialty coffee shops, so don’t forget to drop by Forty Hands or Flock Cafe for a delicious cup of joe. Avid readers should make a beeline for Books Actually, an indie bookstore that stocks obscure literary gems. After a lazy afternoon of exploring, treat yourself to a cupcake from Plain Vanilla Bakery. Whether you pick dark chocolate ganache or red velvet, you can’t possibly go wrong here.

If you decide that you want to linger in this lovely neighbourhood in Singapore, you can always check into the delightfully cosy Nostalgia Hotel.

2. Keong Saik

Buzzing with trendy eateries and swanky cocktail bars, Keong Saik is a super-trendy Singapore neighbourhood. This former red-light district has ditched its seedy past, blossoming into the ultimate nightlife destination. Tuck into gourmet tapas at the wildly popular Esquina, or enjoy rustic French fare at Taratata Brasserie. If you’re in the mood for a drink, the options are endless! Start your night at Potato Head for a tipple in their lush rooftop bar.

Keong Saik is also an ideal base for exploring Singapore, and boasts many budget-friendly hotels, such as the Butternut Tree Hotel.

3. Jalan Besar

This historical neighbourhood in Singapore is quickly turning into the coolest kid on the block, thanks to its artsy vibe and thriving culinary scene. There’s plenty to do (and eat) here, but make sure to stop by Butter Studio for their salted caramel red velvet cupcakes, and enjoy an amazingly decadent hot chocolate or indulge in French pastries at Antoinette. Caffeine addicts will find their mecca at Chye Seng Huat Hardware: this coffee joint has its very own roastery and private tasting room.

For some real eye candy, pop into The Vagabond Club; the opulent red-and-gold lobby is an Art Deco feast.

4. Haji Lane

This vibrant, shophouse-lined street has long been at the heart of Singapore’s hipster scene, and it’s still going strong. Haji Lane features an impressive array of trendy shops, bars and cafés for such a small area. Head over to Bar Stories if you fancy a bespoke cocktail, or chill out at Going Om, a quirky café that offers yoga classes and live music. Haji Lane is also a fashionista’s dream, with dozens of independent boutiques vying for your attention.

For a touch of Old World glamour, plan a stay at The Sultan, an impeccably elegant hotel that pays fond tribute to Singapore’s past.

5. Everton Park

Hunting for the next trendy neighbourhood in Singapore? Up-and-coming Everton Park just might fit the bill. A growing cluster of coffee shops, bakeries and indie boutiques has sprung up in one of Singapore’s oldest HDB estates – and it’s just the beginning. Everton Park is a dessert lover’s paradise: look out for The Better Half for a wide selection of unique treats, or make a pitstop at Whisked to order a customised cake.

Channel your inner hipster at the uber artsy New Majestic Hotel, which boasts individually designed rooms. This peaceful enclave is still under the radar, so go now before the crowds rush in.

Read more: 10 romantic staycation ideas in Singapore for couples


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Originally published in March 2016 and updated in May 2020. Any prices are lowest estimated prices only at the time of publication and are subject to change and/or availability.