Your chance to win. Her chance to thrive.

From now until 2 November 2025, buy a ticket in the Tickets to Confidence Raffle for your chance to win one of 10 exciting prizes. There are luxury escapes, city staycations, family outings, Hunter Valley wine, and more to be won. The total prize pool is valued at more than $12,000.

Every ticket you purchase supports Dress for Success NSW & ACT programs that give women the confidence to move forward. We empower women to achieve economic independence through a network of support, professional attire, and development tools so they can thrive in work and in life.

How to Enter

🎟️ Tickets: $25 each or 3 for $50
✨ Enter as many times as you like. Every ticket is another chance to win!

Buy yours today and help change a woman’s life.

By purchasing, you agree to the raffle’s Terms & Conditions.

Prize Pool - Over $12,000 in prizes to be won

Thanks to our generous partners and supporters, here’s what’s up for grabs:

SAPPHIRE COAST SEACATION
An unforgettable luxury getaway at sea. A Princess Cruises' 3-night Australian Coastal Cruise departing Sydney for 2 people, including accommodation in a balcony stateroom, Medallion Experience, entertainment, daily activities, pools, access to gym and spa and any government/departure taxes. PLUS, a Cruise Wardrobe Capsule from Oz Resort and jewellery from Dinosaur Designs to look amazing on the cruise.

TASSIE LUXURY BREAK
Your chance to indulge in Tasmania’s culture and scenery in comfort. 5 nights, for up to 4 adults, in a private luxury apartment with Luxe Living Hobart. Located in the heart of Hobart, between Salamanca/The Mall and North Hobart, you’ll be within walking distance to Hobart’s best restaurants, bars, and attractions including the Salamanca Market and the Mona Ferry, as well as beautiful views of Mt Wellington.

YOUR CAREER NEXT MOVE
Personalised coaching to take you further. Three one-hour, one-to-one coaching sessions with Amanda Webb, CEO of Xplore for Success. Designed to build confidence, clarify your direction, and create a practical plan for your professional journey.

FASHIONISTA DREAM BAG
The ultimate wardrobe statement piece. The iconic Longchamp Le Roseau handbag, the perfect accessory to any outfit.

CITY ESCAPE
A stylish night in Sydney, blending luxury and live theatre. Overnight stay for 2 at the Novotel Sydney on Darling Harbour in an Executive Harbour View Room, including complimentary breakfast at the Ternary, and complimentary parking. PLUS 2 tickets to Pretty Woman: The Musical.

SYDNEY STAYCATION
A city escape without leaving town. Overnight accommodation at the Pullman Sydney Hyde Park, in a Deluxe King Room, including buffet breakfast for 2, complimentary parking AND a delicious 3-course dinner at BarThirty6. PLUS 2 tickets to Pretty Woman: The Musical.

COUNTRY GETAWAY
A countryside weekday retreat with a sparkling touch. Peppers Manor House, Southern Highlands, overnight stay for 2 in a Garden Wing King Room AND 6 bottles of Moët & Chandon Brut Imperial. Cheers!

FAMILY TREAT
A fun and meaningful family day out. Dinner for 4 at OzHarvest Refettorio, the social impact collaboration between OzHarvest and world-renowned chef, Massimo Bottura and his charity Food for Soul. PLUS, a Family Pass to Relic LEGO exhibition at the Australian Museum.

HUNTER VALLEY DOZEN
Raise a glass to 12 bottles of premium Hunter wine. 6 bottles of Peterson House Sparkling Chambourcin 2022, plus 6 bottles of Noyce Brothers reds.

RURAL RETREAT
A restful escape with indulgent touches. Overnight stay at the Albury Mantra Hotel for 2 in an Executive Room with wine & cheese platter, breakfast, late checkout and parking.

Please refer to Terms and Conditions for full prize details.

The Prize Draw

⏰ Ticket sales close: 11:59pm AEDT, Sunday 2 November 2025
📣 Winners drawn: Tuesday 4 November 2025 (at random).

🎁 As each winner is drawn, the next prize on the list will be awarded. First drawn wins Prize 1, second drawn wins Prize 2, and so on.
📞 Winners will be notified by phone and email within three business days.

Open to all NSW residents aged 18+.

Your Support Matters

Your ticket does more than give you a chance to win, it helps fund free styling, coaching, and development workshops that open doors for women. Together, we’re creating pathways to economic independence and brighter futures.

Thank you for buying a ticket, spreading the word, and supporting this important cause. Together, we’re changing lives.

Full Terms & Conditions Click HERE.

Please click here to learn more about Dress for Success NSW & ACT.

Dress for Success Sydney Inc t/as Dress for Success New South Wales & Australian Capital Territory is registered as a Deductible Gift Recipient (DGR).

ABN: 86 29 499 3663