Woollahra Trip

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ₹100,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Woollahra Holiday Packages

Price found within the past 48 hours. Click for updated prices.
  • Jul 20 - Jul 31

    YEHS Hotel Sydney Harbour Suites + Flight

    Sydney Central Business District
    10 nights
    4.0 star property
    8.2/10 - Very good (2,773 reviews)
    "It was close proximity to everything and the room was very spacious. The bedding was very comfortable and clean. Mel and honey were very good on reception and we’d definitely stay there again on our next holiday to Sydney. From rosy"
    Reviewed June 8, 2026
    Return Thiruvananthapuram (TRV) - Sydney (SYD)
    TRV - SYD1 stop SYD - TRV1 stop
    ₹221,691
    ₹158,736
    per traveller
    found 5 hours ago
    YEHS Hotel Sydney Harbour Suites
  • Jul 20 - Jul 31

    YEHS Hotel Sydney QVB + Flight

    Sydney Central Business District
    10 nights
    3.5 star property
    8.6/10 - Excellent (1,007 reviews)
    "Staff were lovely and the hotel was in a convenient spot. However, room was not up to our standards regarding cleanliness. Stains down the side of the bedside tables and the checkered layered on the top was peeling off. Rust in the bathroom. Small bugs on the ceiling. Wifi was awful- constantly lost connection in our room. Air conditioning didn’t work. Tv had a strange timer where it just randomly shut off. There is no ice machine or water available (outside of the sink) on site."
    Reviewed June 5, 2026
    Return Thiruvananthapuram (TRV) - Sydney (SYD)
    TRV - SYD1 stop SYD - TRV1 stop
    ₹237,084
    ₹165,737
    per traveller
    found 5 hours ago
    YEHS Hotel Sydney QVB
  • Jul 20 - Jul 31

    Rydges Australia Square + Flight

    Sydney Central Business District
    10 nights
    4.0 star property
    9.0/10 - Wonderful (1,886 reviews)
    "Close ptoximity to all major buildings."
    Reviewed June 9, 2026
    Return Thiruvananthapuram (TRV) - Sydney (SYD)
    TRV - SYD1 stop SYD - TRV1 stop
    ₹218,345
    ₹172,346
    per traveller
    found 5 hours ago
    Rydges Australia Square
  • Jul 20 - Jul 31

    Rydges Sydney Central + Flight

    Surry Hills
    10 nights
    4.5 star property
    8.8/10 - Excellent (1,007 reviews)
    "Very good. Fantastic location. Easy access to Central Station and all tourist spots. Great swimming pool and gym. Enjoyed in house cinema and brewery."
    Reviewed June 8, 2026
    Return Thiruvananthapuram (TRV) - Sydney (SYD)
    TRV - SYD1 stop SYD - TRV1 stop
    ₹210,180
    ₹167,540
    per traveller
    found 5 hours ago
    Rydges Sydney Central
  • Jul 20 - Jul 31

    Rydges Sydney Airport Hotel + Flight

    Mascot
    10 nights
    4.0 star property
    8.8/10 - Excellent (3,200 reviews)
    "Very convenient for international traveller. You can even bring the trolley up to the room, how amazing. Clean room and well maintained hotel."
    Reviewed June 10, 2026
    Return Thiruvananthapuram (TRV) - Sydney (SYD)
    TRV - SYD1 stop SYD - TRV1 stop
    ₹213,995
    ₹172,207
    per traveller
    found 5 hours ago
    Rydges Sydney Airport Hotel

Where to stay in Woollahra

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

Top hotels in Woollahra

Shangri-La Sydney

Shangri-La Sydney

5 out of 5
176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
The price is ₹20,382 per night from 15 Jun to 16 Jun
₹20,382
₹22,420 total
15 Jun - 16 Jun
includes taxes & fees
9.2/10 Wonderful! (2,707 reviews)
"Perfect stay"

Reviewed on 9 Jun 2026

Shangri-La Sydney
Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

5 out of 5
199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
The price is ₹23,119 per night from 14 Jun to 15 Jun
₹23,119
₹25,431 total
14 Jun - 15 Jun
includes taxes & fees
9.6/10 Exceptional! (2,216 reviews)
"The staff were amazing, could not do enough for you. Exceptional"

Reviewed on 9 Jun 2026

Four Seasons Hotel Sydney
Hyatt Regency Sydney

Hyatt Regency Sydney

5 out of 5
161 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
The price is ₹18,191 per night from 14 Jun to 15 Jun
₹18,191
₹20,010 total
14 Jun - 15 Jun
includes taxes & fees
9/10 Wonderful! (2,064 reviews)
"So very disappointed TV was not working no hiar dryer no fan in bathroom services was terrible will not go there 😢 should get a refund"

Reviewed on 8 Jun 2026

Hyatt Regency Sydney
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.

Frequently asked questions

How much does a Woollahra holiday package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Woollahra from just . And the more you bundle, the more dollars you save. Your dream holiday has never been more affordable.
How do I get a cheap travel package to Woollahra?
Combine your bookings with Expedia to save big bucks on your next getaway. With more than 550 partner airlines and 1,000,000 hotels globally, your Woollahra holiday package can be tailored exactly to suit your budget. With all those extra dollars, why not include some interesting activities and tours? It's an easy way to unlock even more bargains. That holiday you've always dreamed of in Woollahra is closer than you thought!
Where should I stay in Woollahra?
Check Bondi Beach off your bucket list and then stay right around the corner. Soak up the exciting atmosphere around this major attraction and drop by whenever you please!
What are the top hotels in Woollahra?
The Hughenden Boutique Hotel is one of Woollahra's most sought-after properties. Reserve a room here and you can slumber peacefully knowing you're in excellent hands.
How far in advance should I book my Woollahra holiday?
It depends on the air carrier, but you can normally browse through international airfares on Expedia up to 12 months in advance. While it's a good idea to book ahead of time, lucky customers will occasionally nab a cheaper ticket just weeks prior to their intended journey.
What does an Expedia Woollahra travel package include?
Select from any combination of flights, hotels and rental cars. Once you've made your booking, you can add the fun stuff like experiences and tours. Want to pick your fare class? That's easily done too. The choice is all yours when it comes to creating your perfect Woollahra getaway.
What should I know before booking a Woollahra travel package?
You'll save big with an Expedia travel package. Bundle your airfares, rental cars and hotels and land fantastic discounts. Hotels aren't your only choice, however. Book with us and choose from beachside villas, creek-side mountain cabins and even houseboats and castles!
Can I choose my airline with a Woollahra Expedia holiday package?
You can, and with over 550 airlines to choose from across the globe, it's all about choice. Browse the available options and see which airline best fits your needs and budget.
If I'm not able to travel, can I cancel my Woollahra holiday package?
Yes, you can. We get that even the best-laid plans can go awry, so we're happy to help if you have to make changes to your Woollahra holiday package. You may be able to cancel or change your itinerary for free if you've booked within 24 hours. Your airline, hotel or car rental company may impose a fee if you booked more than 24 hours ago. Visit our Customer Service Portal for further information. Also, check your itinerary for the nitty-gritty on change fees.

Popular places to visit

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.