- Sculpture at Scenic World, Katoomba, until 8/5
- Redlands Konica Minolta Art Prize, until 14/5
- Sydney Comedy Festival, until 15/5
- Head On Photo Festival, until 22/5
- Sunrise On The Steps: Yoga and other gym classes at The Sydney Opera House, until 26/5
- Ironman Australia and Ironman Port Macquarie, 1/5
- Of Monsters and Men, 1/5
- Hunter Valley Wine and Food Festival, Pokolbin, 1/5-30/6
- Cebit Australia, 2-4/5
- World Grand Masters Hockey World Cup, 2-13/5
- Banff Mountain Film Festival World Tour, 3-19/5
- Financial Review Australia’s Top 100 Restaurants Dining Program, 3-23/5
- International Star Wars Day, 4/5
- Temper Trap, 4/5
- Xtend Barre At The Glenmore, 4/5
- Get Trolley’d At The Gretz, 5/5
- Cinco De Mayo, 5/5
- Music, Martinis & Muses, every Thursday evening in May, 5-26/5
- Redfern Night Markets, 6/5
- Markets in May: A Celebration of Local Markets, Martin Place, 5, 12 and 19/5
- Autumn Wine & Cheese Social Picnic, 7/5
- Trundle Abba Festival, 7/5
- Mosman Rugby Ladies Day in support of The Sydney Breast Cancer Foundation, 7/5
- Buddha’s Birthday Festival, 7-8/5
- Mother’s Day, 8/5
- Mother’s Day Classic, 8/5
- The Underground Film and Feast Party, 8/5
- World Class Cocktail Week, 9-15/5
- Double Bay Good Food Week, 10-16/5
- Wolf Creek Roadhouse Bar, 11-14/5
- Ultra-Trail Australia, Katoomba, 11-15/5
- An Evening with Manu Live On Stage, 12-13/5
- Retro British Film Festival, 12/5-1/6
- Xanadu the Musical, 12/5-12/6
- Purple Rain Screening, 13/5
- Pyrmont Festival, 13-22/5
- Secondhand Saturday, Leichhardt and Annandale, 14/5
- Lovedale Long Lunch, 14-15/5
- Bangalow Billycart Derby, 15/5
- Sydney Half Marathon, 15/5
- Mercedes Benz Fashion Festival Australia, 15-20/5
- The Glenmore’s Rooftop Winter Wonderland, 19/5
- David Bowie Tribute: Nothing Has Changed, 19-21/5
- Sydney Pregnancy Babies & Children’s Expo, 20-22/5
- Eurobodalla River Art, Durras Lakes, 20-29/5
- Batlow Ciderfest, 21/5
- Casino Beef Week, 21-31/5
- Taste Orange at Watsons Bay Boutique Hotel, 22/5
- TEDx Sydney 2016, 25/5
- National Sorry Day, 26/5
- Katherine Sabbath Cake Demonstration and Tastings, 26-7/5
- Port to Port MTB Race, Newcastle/Port Stephens area, 26-29/5
- The Sydney Fair, 26-26/5
- GABS Beer, Cider & Food Festival, 27-28/5
- Vivid Sydney, 27/5-13/6
- Leichhardt Long Lunch, 29/5
- The Pointer Sisters, 29/5
Please note, all events are in Sydney, unless specified otherwise.
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