Name: Hyatt Regency Sydney
Price range: $175 total

Your Woollahra Vacation

Your next big journey is calling out to you with a vacation package to Woollahra. Excitement, fun and nonstop good times — you're bound to find it in this neighborhood. Wondering where to go during your trip to Woollahra? Nearby attractions like Bondi Beach, Coogee Beach and University of New South Wales are good places to begin. Don't just imagine it — do it! Book your ultimate Woollahra vacation with Expedia and get to where you're going your way.

The Latest Woollahra Vacation Packages

Price found within the past 48 hours. Click for updated prices.

YEHS Hotel Sydney Harbour Suites

Sydney Central Business District

$1,764

per person

Nov 23 - Nov 27

found 15 hours ago

Roundtrip non-stop flight included

Chicago (CHI) to Sydney (SYD)

8.2/10 Very Good! (2,237 reviews)

This a a great location, clean

Reviewed on Sep 3, 2025

InterContinental Sydney Double Bay by IHG

Double Bay

$1,915

per person

Nov 23 - Nov 27

found 15 hours ago

Roundtrip non-stop flight included

Chicago (CHI) to Sydney (SYD)

9/10 Wonderful! (584 reviews)

Quiet and convenient.

Reviewed on Aug 23, 2025

Ovolo Woolloomooloo

Woolloomooloo

$1,933

per person

Oct 22 - Oct 27

found 9 hours ago

Roundtrip flight included

Chicago (CHI) to Sydney (SYD)

9.2/10 Wonderful! (1,003 reviews)

Nice walk around the hotel, lots to see

Reviewed on Aug 23, 2025

Coogee Bay Boutique Hotel

Coogee

$1,912

per person

Oct 22 - Oct 27

found 9 hours ago

Roundtrip flight included

Chicago (CHI) to Sydney (SYD)

8.8/10 Excellent! (827 reviews)

Great front desk staff, always helpful. Bowls full of Lindor chocolates in reception area …..yum.

Reviewed on Sep 3, 2025

Amora Hotel Jamison Sydney

Sydney Central Business District

$1,900

per person

Oct 22 - Oct 27

found 9 hours ago

Roundtrip flight included

Chicago (CHI) to Sydney (SYD)

8.8/10 Excellent! (1,508 reviews)

Bed had a strange hollow part in the middle which made it uncomfortable. Flight cancellation meant I missed my first night, rang ahead to advise, told it was noted, arrived next day and booking couldn’t be initially found - manager attentive in wanting to track down root cause for this but made no difference to me. Great location but hotel a bit tired

Reviewed on Sep 2, 2025

Where to stay in Woollahra

Find the best Woollahra areas and neighborhoods for the activities you enjoy most. Learn more about Woollahra

Sydney Town Hall featuring heritage architecture and a city

Sydney Central Business District

2 out of top 10 points of interest in this area

4.5/5(1,320 area reviews)

Historical and commercial heart of Sydney, the CBD boasts towering skyscrapers, lively café culture, and nightlife in areas like Darling Harbour. Explore parks such as Hyde Park and cultural institutions, while enjoying easy access to public transport.

Darling Harbour

4.5/5(269 area reviews)

Adjacent to Sydney's city centre, Darling Harbour boasts a pedestrian precinct with attractions like the Australian National Maritime Museum and Chinese Garden of Friendship. Enjoy dining at Cockle Bay Wharf, explore Tumbalong Park, and access various transport options, including the Inner West Light Rail and ferry services.

Sydney Olympic Park

1 out of top 10 points of interest in this area

Featuring a large sports and entertainment area, commercial developments, and extensive parklands, this Greater Western Sydney suburb offers attractions like Bicentennial Park and Newington Armory. Easily accessible via Olympic Park railway line and ferry services.

Woollahra Hotel Deals

Shangri-La Sydney

176 Cumberland Street, The Rocks, NSW

Fully refundableReserve now, pay when you stay

$168 nightly

$185 total

Sep 14 - Sep 15

Total with taxes and fees

Four Seasons Hotel Sydney

199 George St., Sydney, NSW

Fully refundableReserve now, pay when you stay

$213 nightly

$235 total

Sep 7 - Sep 8

Total with taxes and fees

Hyatt Regency Sydney

161 Sussex Street, Sydney, NSW

Fully refundableReserve now, pay when you stay

$159 nightly

$175 total

Sep 14 - Sep 15

Total with taxes and fees

See all 5,329 properties in Woollahra

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.