DRINKING HOLES
PUBS
The Old Fitzroy 129 Downing St Woolloomooloo $
Australia's oldest continuously standing pub, also a theatre venue with live music and trivia nights.
The Frisco 46 Dowling St, Woolloomooloo $$
A Woolloomooloo local's favourite - old school pub meets Sydney's movers and shakers
The East Sydney Hotel – Crn Crown and Cathedral Street $
Classic Australian pub with live music on some nights.
Tilbury Hotel 12 -18 Nicholson St, Woolloomooloo $$
Sailors' favourite - Bistro meals and drinks served in a warm wood and leather interior, or in an outdoor courtyard.
WINE BARS, COCKTAILS & Nibbles
Palmer and Co. Abercrombie Ln, Sydney $$
Classy 1920s-themed cocktail bar in a vaulted brick basement with dapper staff and live music.
Love Tilly Devine 91 Crown Ln, Darlinghurst $$
Funky, cosy bar with eclectic furniture and an extensive wine menu accompanying Italian nibbles.
Frankies 50 Hunter St, Sydney $
Craft beer, cider and classic pizza served in a rock 'n' roll hotspot with pinball machines.
Since I Left You 338 Kent St, CBD $
Cosy art deco-style bar with a modern edge and a courtyard, for creative cocktails and finger food.
Ms.G's 155 Victoria St Potts Point $$
Inventive Asian fusion plates in a bustling 4-level space with funky wall art and a jam jar ceiling.
The Roosevelt 32 Orwell Street, Potts Point $$
Upscale New York-style bar and diner with an Americana-themed tapas menu and a private poker den.
Jangling Jacks 175 Victoria St Potts Point $
A neighbourhood bar with moody lighting, glass cabinets, leather seats and craft cocktails.
Chester White 3 Orwell St Potts Point $$
More wine than cocktail - great open air seating, perfect for a date night