Paddington Vacations from $3,757
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Your Paddington Vacation
Lose yourself in the magic of this commercial neighborhood with a Paddington vacation package. From its shopping and markets to its cafes, there's something for every type of vacationer. Can't wait to get out and see the sights during your trip to Paddington? Make sure you stop by nearby attractions such as Bondi Beach, Coogee Beach and University of New South Wales. Whatever your travel plans or the size of your budget, booking your perfect Paddington vacation is simple with Expedia.
The Latest Paddington Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Ovolo Sydney Woolloomooloo, a Wyndham Hotel
Woolloomooloo
Price was $6,231, price is now $4,421 per person
$4,421
per person
Dec 31 - Jan 3
found 3 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Sydney (SYD)
9.2/10 Wonderful! (1,001 reviews)
Very disappointing experience, especially for the price
I used to love staying at this hotel. It was always a pleasure to come back, with a fantastic reception team, complimentary minibar and the overall experience you would expect from a five-star hotel.
Unfortunately, my stay this year was a huge disappointment.
The rooms have been renovated, but nothing particularly impressive. Meanwhile, there is no bar, nowhere to enjoy a meal, and renovation work is happening everywhere, with workers and noise throughout the hotel.
What disappoints me most is the price. The hotel is still charging premium five-star rates while offering a very limited experience. I find it hard to understand how they can justify such high prices when so many facilities are unavailable.
I understand that renovations are necessary, but surely the prices should reflect the inconvenience and lack of services during this period.
After being a returning guest for years, I genuinely feel the hotel has lost much of what once made it special. At these prices, there are far better options in Sydney.
Extremely poor value for money.
Reviewed on Oct 22, 2026
Where to stay in Paddington
Find the best Paddington areas and neighborhoods for the activities you enjoy most. Learn more about Paddington
Sydney Central Business District
2 out of top 10 points of interest in this area
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.
Paddington Hotel Deals
Shangri-La Sydney
176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
$233 nightly
The price is $257 total per night from Nov 22 to Nov 23
$257 total
Nov 22 - Nov 23
Total with taxes and fees
9.2/10 Wonderful! (2,884 reviews)
"This hotel is not the least expensive hotel you can find in Sydney, but it is a great value. It is in an excellent location. You can walk to a lot of restaurants, museums, etc., and public transport (very easy to use in Sydney) is nearby. The room was thoughtfully laid out and equipped. I especially ..."
Reviewed on Oct 27, 2026
Four Seasons Hotel Sydney
199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
$275 nightly
The price is $303 total per night from Nov 22 to Nov 23
$303 total
Nov 22 - Nov 23
Total with taxes and fees
9.6/10 Exceptional! (2,278 reviews)
"The most amazing place we've ever stayed, the staff are the most welcoming, most helpful and most professional that we have ever come across. Already planning our next trip back to The Four Seasons Sydney"
Reviewed on Oct 26, 2026
Hyatt Regency Sydney
161 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
$200 nightly
The price is $220 total per night from Nov 8 to Nov 9
$220 total
Nov 8 - Nov 9
Total with taxes and fees
9/10 Wonderful! (2,216 reviews)
"It was excellent location, excellent breakfast restaurant and their staff service was amazing.. awesome place."
Reviewed on Oct 27, 2026
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.
Stay near popular Paddington attractions
Things to do
Sydney Opera House Official Guided Walking Tour
$35
per adult
96% of travellers recommend
Blue Mountains Small Group All Inclusive Multi Award Winner!
$139
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.