Restaurants

  • In the former home of Paddington institution Lucio’s, this homey diner carries on its predecessor’s legacy with classic Italian dishes, non-traditional pastas and a selection of mainly Italian wines.

  • Buzzing Bootleg Italian does “bootleg” plant-based versions of Italian classics. The whole menu – from fluffy dough balls with garlic butter to cacio e pepe and lasagne – is vegan. Don’t forget to order a serve of incredibly convincing tiramisu.

  • This backstreet local made a particular name for itself under Colin Fassnidge's culinary leadership but is now under new management. It retains its produce-driven menu but without the nose-to-tail ideas Fassnidge was keen on. There's a bigger wine selection than most pubs and taps pour all of the classics.

  • An unassuming terrace house on the outside; a fun Latin American bar and diner on the inside. Dishes span Peruvian, Mexican and Brazilian flavours, backed up by a solid selection of tequila and mezcal. The best drink on the menu? The Tequila Mockingbird, of course.

  • A wood-fired oven, an open-flame hearth and some of the country’s best produce and cocktail bar underneath.

  • The old-school Italian with the iconic green door has been kicking hard since 1987 with honest Napoli-style fare including hand-made pastas, fish and beautifully prepared meat courses. The tablecloths are white, the upholstery is floral and the service is pitch-perfect.

  • A pioneering “fin-to-scale” eatery by Josh and Julie Niland. Behind the sleek marble counter, chefs deftly butcher sustainably caught fish and utilise every part of the animal across a menu of wildly inventive dishes. A meal here is thrilling, educational, and enhanced by an impressive selection of Australian wine and Japanese sake.

  • A regional Italian diner that’s barely changed since 1999. Now in Paddington – the generous bowls of beef-cheek-ragu pappardelle are still here, along with more pasta and gnocchi options than ever.

  • At his first solo restaurant, acclaimed chef Phil Wood explores and expands Australian cuisine with a produce-driven menu combining classic European cooking with local ingredients. There are nods to Aboriginal history, too, plus a fresh take on the classic peach Melba dessert.

  • At this French bistro above P&V’s Paddington bottle shop, a 60-kilogram Berkshire pig gets delivered each fortnight. Every part of the beast is used, from the head (which becomes terrine) to the belly (bacon sangers for staff meals).

  • An Italian restaurant from three ex-Beccofino hospitality pros. The menu includes woodfired pizzas, paninis and a medley of pastas. For wine, there's a bunch of Italian vino – plus lesser-known drops from South America, Turkey and Slovenia.

  • A modern Thai restaurant serving twice-cooked master-stock chicken and Wagyu brisket that takes four days to prepare.

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  • Paddo Inn is home to Il Baretto, an Italian diner that feeds all corners of the venue. In the restaurant out back, the a la carte menu includes hand-made gnocchi, antipasti and aperitivo. And in the timber-fitted front bar, you’ll find home-style Italian fare such as meatballs and lasagne to match well-priced wine and beer.

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  • Pizza done just right on Oxford Street.

  • A saucy burger joint on Oxford Street.

Cafes

  • At the Melbourne-born roaster’s first Sydney shop, you’ll find seasonal espresso blends and single origins alongside excellent pastries and bread. Plus, everything you need to lift your coffee game at home – from hand-grinders to espresso machines and beyond.

  • Breakfast and lunch from the much-loved bakery.

  • This bustling, pretty cafe fuses traditional Italian flavours with local brunch staples

  • There are giant cookies, à la Scout's Honour.

  • A young team dishes up breakfast until five at Five Ways.

  • This Paddington bookseller does food, drinks and books. And what a combination that is. Every book across its three levels is second-hand, with regular bargains to be had. The website is constantly updating, with titles landing daily – even if they’re used, the rotation keeps things feeling new.

  • A Swedish cafe by Funkis serving cinnamon buns, skagen and lingonberry cordial.

  • The chef trained at Thomas Keller's legendary French Laundry in California as well as some of LA's hottest restaurants.

  • Offering goods to fill the pantry and fridge, all from small local producers.

  • This gem is a little slice if Italy hidden in the heart of Paddington.

  • An unassuming little cafe on the Oxford Street strip.

  • A polished wine bar on the top floor of Berkelouw's Paddington store.

Bars

  • An all-star cast has been assembled for this vinyl-spinning bar: P&V's Mike Bennie is on wine duty, Maybe Sammy is handling cocktails, and star chef Clayton Wells is doing food. The highlights? A fried-potato dish and BYOR (that’s bring-your-own-records) nights.

  • The team behind Maybe Sammy have moved into a heritage Paddington pub and created a Mexican-inspired bar all about good times. There’s a DJ booth, disco ball and a menu that riffs on classic Mexican dishes. Cocktails are a big yes given who’s behind the place.

  • Set over two storeys in an iconic Paddington terrace, Sydney’s most experimental wine bar has Italian swagger in spades. Come for pastas that are anything but traditional, and a pretzel with whipped bottarga that’s so spectacular it’s never left the menu. The wine list changes so frequently, you could visit three times in a week and never get bored.

  • Like end-to-end diner Fred’s upstairs, this warm basement bar employs the best of the season’s produce on a menu that truly has something for everyone. Fancy something fresh and lively? Sure thing. Or perhaps a stiff, old-school classic? Right this way.

  • Like a cross between a pub, a bistro and chicken shop. Enjoy the rotisserie-focused menu in this sleek and sunny fit-out. If you've got a solid amount of pals for an event, ask for the private space, a magnificent frieze-covered dining room with a sun roof.

  • This classic English pub was founded in 1875. There are little Union Jack flags on the table and a menu that lists everything from fish and chips to dhal. It's a classic family pub, filled with dogs, daily specials and match-day Swans supporters.

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  • A lot of pubs get major revamps, only to lose their old-school charm. Not the Unicorn. The team here have given the spot a stylish but sill pubby fit-out. Drinks here are an inclusive mix of commercial brews and natural wines. Food, meanwhile, involves jazzed up pub classics, and probably the best schnitzel in Sydney.

  • One of Paddington's old guard, with the doors originally opening in 1890. The current iteration is renowned for its weekly specials and the sunny balcony that overlooks Glenmore Road. Dining is typical pub fare (burgers, steaks and salads), but it’s well executed.

  • Three unique spaces in a Victorian-era pub package. The brassy, stain-glassed Royal Bar downstairs is a great spot for a beer and some live sport. Upstairs the bistro does all of the pub classics. One more level, and you’re on the rooftop. You can dine year-round up here, thanks to some retractable coverage. But in summer, it’s rosé-ready – the good stuff is pouring on tap.

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  • Bordering Woollahra and Paddington, this fine old boozer is one of the area’s oldest (it opened in 1880). These days it’s one of the best spots in the area to catch some live sport, with screens in nearly every section. The upstairs bistro, with its weekday specials, is also popular.

  • One of the best places to see artfully directed cinema in Sydney.

Shops

  • The sequel to the cult Newtown shop is almost a mirror image of the OG. Except here, you can settle into the courtyard for by-the-glass pours and snacks a la Porcine upstairs.

  • Stonewashed linens, crisp cottons and beautiful accessories, designed right here in Sydney.

  • So much more than the average high-street jeweller.

  • The crown jewel of the Berkelouw empire in Sydney. This three-storey literary landmark on Oxford Street has everything a book nerd could wish for, not least of all a good cup of coffee from the upstairs cafe. It’s licensed and open late, which means it’s primed for a pre-movie drink if you’re hitting the Verona Palace Cinema next door.

  • Like the classic takeaway joint, but with more technique.

  • Creativity, passion and a good eye for what people like makes this gift store a keeper with more than 50 years’ history under its belt.

  • An Australian owned, international epidermal destination.

  • Dive in for facials, skincare products and aquatic-inspired design.

  • Luxury mid-century Scandinavian furniture and interiors that will lift any home.

  • The Melbourne furniture maker's grand Paddington store.

  • An Australian flagship selling the brand’s famous skeleton flats, and injecting a dose of California into Sydney.

  • The Australiana-themed textile and homewares brand’s permanent base in Paddington.

  • Soft curves and clean lines from Melbourne-based furniture company Jardan.

  • Locally designed, hand-made lingerie,

  • Made-to-order suits and shirts from an extremely well dressed man.

  • Local and international designers and killer staff make this one of our favourites.

  • Kooky rainbow rebels from New Zealand.

  • Cameras, music books and iconic images of rock greats.

  • A local brand with functional Swedish style.

  • Local designer with a distinctly feminine aesthetic

  • A goldmine of recycled fashion and vintage designers.

  • A specialised eyewear boutique housing some of the world’s most formidable brands.

  • A whimsical and most definitely quirky jewellery boutique.

  • From J Brand jeans to slinky Equipment silk shirts.

  • Camilla and Marc’s second line, C&M, has its own home in Paddington.

  • Drop off your film for Hillvale to process, and for you to download later.

  • When Oxford Street began to droop, Joseph Darling saw an opportunity to play a role in the creative renovation of the once-vibrant street.

  • A casually stylish men’s fashion and lifestyle house on Oxford Street.

  • Lee Mathews has a boutique in Paddington at The Intersection.

  • Womenswear styles designed in Sydney and delivered weekly. Plus homewares, jewellery and Italian eyewear.

  • The best place to find activewear and athleisure clothing.

  • Bohemian street style filtered through a Parisian lens.

  • Kit Willow’s Paddington store is a century-old space stripped-back to its beautiful basics.

  • Luxury statement pieces for women with big budgets.