Annandale Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$2,400 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
Price found within the past 48 hours. Click for updated prices.
  • Jun 22 - Jun 26

    Stylish 2-bed House With Private Courtyard + Flight

    Redfern
    4 nights
    2.5 star property
    10/10 - Exceptional (1 review)
    "Excellent place for us to use as a base for vivisting Sydney for a short holiday. 5-10min walk from Redfern railway station meaning it was easy to move around the city. "
    Reviewed May 5, 2026
    Return Auckland (AKL) - Sydney (SYD)
    AKL - SYDDirect SYD - AKLDirect
    Save 100% on your flight
    NZ$2,395
    NZ$1,373
    per traveller
    found 1 day ago
    Stylish 2-bed House With Private Courtyard
  • Jul 10 - Jul 17

    Modern CBD Aparment, Workspace, Fast Wifi and Pool + Flight

    Sydney Central Business District
    7 nights
    2.5 star property
    Return Christchurch (CHC) - Sydney (SYD)
    CHC - SYDDirect SYD - CHCDirect
    Save 100% on your flight
    NZ$3,590
    NZ$1,944
    per traveller
    found 1 day ago
    Modern CBD Aparment, Workspace, Fast Wifi and Pool
  • Jul 31 - Aug 5

    Huge Harbour View Apartment In Historic Home + Flight

    Cremorne
    5 nights
    2.5 star property
    Return Auckland (AKL) - Sydney (SYD)
    AKL - SYDDirect SYD - AKLDirect
    Save 100% on your flight
    NZ$2,665
    NZ$1,558
    per traveller
    found 1 day ago
    Huge Harbour View Apartment In Historic Home
  • Jul 6 - Jul 13

    YEHS Hotel Sydney QVB + Flight

    Sydney Central Business District
    7 nights
    3.5 star property
    8.6/10 - Excellent (1,006 reviews)
    "Nice and tidy"
    Reviewed May 19, 2026
    Return Auckland (AKL) - Sydney (SYD)
    AKL - SYDDirect SYD - AKLDirect
    Save 100% on your flight
    NZ$2,362
    NZ$1,449
    per traveller
    found 1 day ago
    YEHS Hotel Sydney QVB
  • Jul 20 - Aug 1

    The Old Clare by Ode Hotels + Flight

    Chippendale
    12 nights
    4.5 star property
    9.2/10 - Wonderful (570 reviews)
    "Beautiful and characterful room, very spacious, located in a great area."
    Reviewed May 15, 2026
    Return Wellington (WLG) - Sydney (SYD)
    WLG - SYDDirect SYD - WLGDirect
    Save 100% on your flight
    NZ$3,385
    NZ$2,189
    per traveller
    found 1 day ago
    The Old Clare by Ode Hotels

Our guide on where to stay in Annandale

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

Our pick of the best Annandale Hotel Deals

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 NZ$432 per night from 24 May to 25 May
NZ$432
24 May - 25 May
includes taxes & fees
9.6/10 Exceptional! (2,180 reviews)
"Booked a Harbour View Club Suite with access to the Level 32 Exec Club. Access to the Club made a huge difference, and made the stay good value as, inclusive breakfast, lunch, canapés (much more than just canapés), drinks, wine, beer and cocktails were very good. My wife is Gluten Free and Dairy ..."

Reviewed on 19 May 2026

Four Seasons Hotel Sydney
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 NZ$408 per night from 24 May to 25 May
NZ$408
24 May - 25 May
includes taxes & fees
9.2/10 Wonderful! (2,675 reviews)
"The staff were more than helpful breakfast was lovely as was the service for high tea Jane was very accommodating and professional"

Reviewed on 19 May 2026

Shangri-La 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 NZ$361 per night from 3 June to 4 June
NZ$361
3 June - 4 June
includes taxes & fees
8.8/10 Excellent! (2,038 reviews)
"Great location and in-house food was pretty good. Disappointed when the TV didn’t work for days. End of day be nice to have had that service. Didn’t get much help from the concierge. Other than that, was pretty good."

Reviewed on 17 May 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 an Annandale holiday package cost?
From just . Yes, you read that right. Our Annandale holiday packages are the quickest way to stretch your budget further. Combine your favourite hotels, flights and car rentals and get out and see this wonderful destination.
How do I get a cheap travel package to Annandale?
Bundle your flight and hotel bookings, add extras such as activities or a rental car, and save with an Annandale holiday package. You won't just pick up awesome discounts on your trip — you'll have lots of choice at your fingertips too. When you book through Expedia, you'll have your pick of over 550 partner airlines and 1 000 000 properties worldwide. Your unforgettable holiday begins right here, right now!
Where should I stay in Annandale?
A holiday in Annandale isn't complete without seeing White Bay Cruise Terminal, University of Sydney and Royal Prince Alfred Hospital. Spend your evenings near these popular sights and make sightseeing simple.
What are the top hotels in Annandale?
If it's your very first time in Annandale, reserve a room at 2 Bedroom Apt In Annandale With Courtyard And Parking or Historic 1890s House With Terraced Backyard Deck H346. Both have good amenities and are favourites among many travellers.
How far in advance should I book my Annandale holiday?
Savvy travellers always book early. Air carriers typically advertise flights up to 12 months ahead of departure, and this is a great opportunity to score some rock-bottom prices. Boss just told you to use up all your holiday days in a few weeks? Don't fret. Expedia are never short of fantastic bargains to whisk you away on the getaway of your dreams, at an affordable price.
What does an Expedia Annandale travel package include?
With Expedia, you can select a combination of car rentals, hotels and flights to create your ideal Annandale package. Once you've made your booking, you can add on the fun things like day tours and activities. Don't forget — the more you bundle, the more dollars you'll save!
What should I know before booking an Annandale travel package?
So many places to venture to, so many things to see. With a package, you'll be able to tick more of them off your list. Bundle your flights, rental cars and hotels and score big savings.
Can I choose my airline with an Annandale Expedia holiday package?
Yes, you're in charge. We have access to over 550 partner airlines worldwide, so you can tailor your Annandale escape according to your needs and budget.
If I'm not able to travel, can I cancel my Annandale holiday package?
We get it — sometimes life doesn't go according to plan. If you've booked an Annandale holiday package and have to cancel or amend it, we're here to help. We suggest having a look at our Customer Service Portal first for information. But in general, if you've booked your package in the last 24 hours, you may be able to cancel and rebook for free. If it's more than 24 hours, your hotel, airline or car rental company may charge a fee.

Discover the most popular places to visit in Annandale

Activities

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