Find some of the best Sydney walking events for a personal challenge you can be proud of.

We have pulled together an exhaustive list of Sydney walking events 2016. It’s an event calendar of challenge walks with something to suit everybody. We’ve included some running events because they offer entries especially for walkers.

Have you conquered any of these challenge walks? Let us know your favourites.

Event Calendar 2016

Sydney Walking Events

The SMH Sunrun

Saturday 6 February 2016

Location: Northern Beaches from Dee Why to Manly
About: 7km and 10km solo or team Cost: $20-$40
Supporting: Life Saving Clubs in Manly and Dee Why.

65K for 65 Roses

Saturday 27 February 2016

Location: The Bay Run, Leichhardt Park, Rozelle
About: From one lap to 65km. Solo or team. Cost: $25 – $50 per person. $150 for families.
Supporting: Cystic Fibrosis NSW and The Children’s Hospital, Westmead.


Friday 4 March 2016

Location: BEACH: Palm Beach to Balmoral, HARBOUR: Coogee Beach to Balmoral, NEW: Long Reef to Balmoral
About: 30km, 50km and 55km. 4 person team (50% women). Cost: $174 – $224 per person Minimum $1600 fundraising commitment per team.
Supporting: Fred Hollows Foundation. Restoring sight to needlessly blind people.

Walk in Her Shoes

Tuesday 8 – Monday 14 March 2016

Location: No set route. Distance measured by pedometer.
About: 25km / 50km or 100km. Solo or team. Cost: No minimum fundraising commitment, encouraged to raise between $250-$5,000
Supporting: Care Australia. Raising funds for impoverished women and girls in developing countries.

Great Illawarra Walk

Saturday 19 – Sunday 20 March 2016

Location: Day 1 Shellharbour to Coalcliff. Day 2 Coalcliff – Wollongong.
About: From 1 – 100km. Solo or team. Cost: $30 per adult and $20 per child
Supporting: Southern Youth and Family Services for children in the Illawarra community.

Walk for Kids with Cancer

Sunday 20 March 2016

Location: The Rocks at Circular Quay to Manly
About: 26.5km Cost: $60 per person Early bird discount: $50 (till 20 Jan 2016).
Supporting: The Children’s Hospital at Westmead. Supporting the Children’s Cancer Centre.

Anzac Day Challenge

Saturday 23 April 2016

Location: Ku-ring-gai and Garigal National Parks
About: 25km, 35km and 40km. Solo or teams. Cost: Early bird registration $295 up to 29th February and $325 per person from 1st March
Supporting: Soldier On and Mates 4 Mates for the care of those who have served Australia.

William’s Walk

Sunday 1 May 2016

Location: Richmond Air Base to Penrith Panthers Event Centre
About: 25km. Cost: Solo $40, Child $20, Family (2 adults, 2 children) $110
Supporting: Arthritis NSW for kids with juvenile arthritis.

Mothers Day Classic

Sunday 8 May 2016

Location: The Domain, Art Gallery Road. About: 4km, 7km and 8km walk (and run). Solo or group. Cost: $25 – $135 Supporting: National Breast Cancer Foundation, for the prevention and cure of breast cancer.

SMH Half Marathon

Sunday 15 May 2016

Location: College Street to Hyde Park About: 21.1 km solo or team Cost: $95 – $110
Supporting: Aims to raise $1 million for over 800 charities

Sutherland 2 Surf

Sunday 24 July 2016

Location: Sutherland to Cronulla.
About: 11km. Cost: Early Bird Entry $33-$48 for Solo, $130 for Family. Regular Cost: $38-$54 Solo, $154 Family
Supporting: Make-A-Wish Australia, granting the wishes of children with life-threatening medical conditions.

Spring Trek

Sunday 7 August 2016

Location: Kuringai National Park About: 30 km 4 person team. Cost: $140 per person, raise $900 minimum per team
Supporting: Room to Read supports literacy and girl’s education programs in Asia and Africa

City 2 Surf

Sunday 14 August 2016

Location: Hyde Park to Queen Elizabeth Drive
About: 14 km Solo or Family Cost: Adult $65-$85, Child $40-$60, Family $130-$170
Supporting: Aims to raise $5 million for over 850 charities.

Oxfam Trailwalker

Friday 19 – Sunday 21 August 2016

Location: Hawkesbury to the Harbour About: 100km. 4 person team. Cost: $600 team registration plus $1400 minimum fundraising commitment
Supporting: Oxfam Australia, challenging poverty. Aims to raise $2.5 million

Bloody Long Walk – Sydney North

Sunday 4 September 2016

Location: Palm Beach to Manly About: 35km. Solo and Group Cost: Early Bird entry $99, Regular entry $121
Supporting: Australian Mitochondria Disease Foundation to help cure mitochondria.

Sydney Running Festival

Sunday 18 September 2016

Location: Bradfield Park to the
Harbour Bridge. About: 3km, 9km, 21.0975km and 42.195km Solo or Family Cost: Early bird fee $40 – $135 Standard fee $50 – $195
Supporting: Sydney Institute of Marine Science (SIMS), NSW’s premier marine research facility.

Wellness Walk & Festival

Sunday 16 October 2016

Location: Government House Sydney, off Macquarie Street. About: 2km or 5km. Cost: Early bird $15 – $25 Standard $20 – $30 Family $80
Supporting: Schizophrenia Fellowship of NSW Inc, raising awareness for mental illness.

Michael Tynan Memorial Challenge

Saturday 22 October 2016

Location: Stanwell to Kogarah. About: 100km Cost: $100
Supporting: St George & Sutherland Medical Research Foundation, Aiming to raise $500,000.

7 Bridges Walk

Sunday 30 October 2016

Location: Sydney Harbour
About: 27km. Solo or group. Cost: Early bird entry $35, Regular entry $45
Supporting: Cancer Council NSW, tackling cancer in Australia.

Bloody Long Walk – Sydney East

Sunday 13 November 2016

Location: Malabar to Circular Quay About: 35km. Solo and Group Cost: Early Bird entry $99, Regular entry $121
Supporting: Australian Mitochondria Disease Foundation to help cure mitochondria.


Tara Wells co-owns Sydney Coast Walks (including providing Duke of Ed Award hikes) with her husband Ian Wells.

Tara co-hosts the much anticipated podcast This Hiking Life. She is a journalist and former TV and radio producer/presenter who’s delighted to combine her love of hiking with story-telling.

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