If suburbs were celebrities, Woollahra would be Coco Chanel. Demure, stylish, classic and calm. Sydney Social 101 brings you the best of Woollahra in this spot on guide.


Impeccably clean, wide tree lined streets are the foundation of this This Eastern Sydney Suburb, home to a mix of international consulates, beautiful mansions, unique shops and neighbourhood drinking spots.


In this edition of Sydney 101, Grace Hopkins, Chief Event Operative at Agent Grace Events, shares her insider tips for a perfect weekend in Woollahra.

Breakfast: Luxe



Queens Court, 118 Queen Street Woollahra 

Luxe is a breakfast institution for Woollahra locals. Set in a hidden courtyard just off Queen Street, this café is a quiet oasis with indoor and outdoor seating that actually catches the sun (a surprisingly rare feature). They offer a range of healthy, tasty options, though the hero of the Luxe menu is their own baked artesian bread. Also open for dinner and drinks.

Nature: Pop Up Picnic at Centennial Park



Enter via the far south end of Ocean St Woollahra

Centennial Park opened in 1888 with 189 hectares of walking trails, sports fields and an equestrian centre. Immerse yourself in this massive slice of nature to feel a world away from Sydney. Hire a bike or take a long walk around the ponds in the heart of the reserve, before retiring on the grass with a Pop Up Picnic for lunch – a Sydney based company delivering picnic hampers for pairs or larger groups.

Art: .M Contemporary



37 Ocean St Woollahra

.M Contemporary opened in Woollahra in 2013, providing a calm, sophisticated home for their exhibitions. The gallery features local and international modern artists, with a particular focus on South African pieces, thanks to the owners’ Cape Town heritage. Open Tuesday – Sunday until late afternoon, stop in for a visit before enjoying an evening of wine and cheese at one of the local bars.


Drink: The Wine Library



18 Oxford St Woollahra

An afternoon of art should always end with a vino. The area is known for it’s high quality neighbourhood pubs, though if you are in the mood for a more civilized drinking spot, head to The Wine Library. Their Mediterranean infused menu lends itself well to a pre dinner snack to accompany your glass of wine. Be sure to try one of their dishes with honey sourced straight from their rooftop hive.


Dine: Chiswick



65 Ocean St Woollahra

Matt Moran’s Chiswick is the neighbourhood gem with a reputation for lunches that turn into dinners. On arrival, wander through the kitchen garden before their staff greet you like a member of their family. With its light filled dining room, Chiswick has a welcoming, homely atmosphere, perfected with a menu of warming comfort food. The iconic Moran family lamb is a must for each visit.


Sleep: The Hughenden



14 Queen St Woollahra


The Hughenden Boutique Hotel is set in a grand Victorian mansion, built in the 1870s. The residence has maintained it’s gracious heritage, yet tastefully updated to cater for the modern day guests, offering a guest lounge, wifi and range of suites. Located opposite the entrance to Centennial Park, the hotel is a great base for an urban minibreak – frequented by limelight shy celebrities in search of a private retreat.

About The Author

Lisa Hollinshead
Editor & Director

Boss lady over here at Social 101. Lover of all things that inspire creativity, individuality and happiness! Former party gal, now mama to a beautiful baby boy!

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