There are many family-friendly scenic trails within the Eastern Suburbs that are packed with adventure, gorgeous views and fun playgrounds. The team at Woollahra Council have put together a number of different walks where you can explore our gorgeous surroundings. Visit Woollahra Council for more exciting trails.

Cooper Park Trail

Cooper Park is the Eastern Suburbs’ hidden gem. With a natural creek flowing through and towering native trees, it feels like you’ve escaped the city and found yourself in a primeval forest. The whole area is criss-crossed by paths, but make sure to check out our Go Slo for a Mo’ Nature Wellness Trail, which features prompts to slow down, breathe and be present.

Woman walking over Moon Bridge in Cooper Park

photo Woollahra Municipal Council

Christison Park to South Head

Located at the end of Old South Head Road, Vaucluse, Christison Park is perched atop the cliffs overlooking the Pacific Ocean. It’s the perfect place to start a walk towards South Head. With nice wide paths and plenty of green space to spread out, there’s no reason to get too close to other walkers. On the way you’ll see magnificent views of the city skyline and historic buildings like Macquarie Lighthouse before finishing at picturesque Camp Cove.

Walking path with Macquarie Lighthouse in the background

photo Woollahra Municipal Council

Hermitage Foreshore Walk

Maintained by NSW National Parks, the Hermitage Foreshore Walk runs along the harbourfront in Vaucluse from Hermitage Foreshore Reserve to Nielsen Park. Along the way it soaks up some absolutely spectacular views of the Harbour Bridge, as well as glimpses into the grounds of the heritage-listed Strickland House. There’s a nice wide boardwalk most of the way.

Boardwalk with habour in background

photo Woollahra Municipal Council

Art and culture walk in Double Bay

It’s also possible to get your exercise walking in a more urban setting, so long as you keep a safe distance from others. We’ve put together guides to a number of art, history and culture walks in the local area. The Double Bay version takes you from Ocean Street at Edgecliff all the way down to Blackburn Gardens, with stops to see painted signal boxes, historic plaques and public art like Jenny Green’s Solitude sculpture in Guilfoyle Park.

Family with dog walking along Transvaal Avenue with shops behind them

photo Woollahra Municipal Council

Art walk in Paddington

While many of Paddington’s galleries are temporarily closed for summer holiday’s, you can still explore its art and architecture on foot. We’ve put together maps for two self-guided art and culture walks, focusing on the north and south sides of the suburb, though you could always combine them if you’re feeling adventurous. Highlights include the impressive egg swing by Mikala Dwyer in the Royal Hospital for Women Park and the plaque outside artist Margaret Olley’s long-time home on Duxford St.

Download a copy of the Art and Culture Walks guide and discover trails across Paddington, Double Bay, Woollahra and Watsons Bay.

Fig tree branches with terrace houses in the background

photo Woollahra Municipal Council

For more information visit the woollahra Municipal Council website: