Pennant Hills Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$2,500 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

Your Pennant Hills Holiday

Take the stress out of planning your next getaway with a Pennant Hills holiday package. Take in the sounds and sights of this wonderful neighbourhood and experience what it has to offer. Your trip to Pennant Hills wouldn't be complete without stopping by popular attractions nearby such as Koala Park Sanctuary, Hornsby Park and Pennant Hills Golf Club. Don't just wish for it — turn it into a reality! Book your ideal Pennant Hills holiday with Expedia and experience travel your way.

Price found within the past 48 hours. Click for updated prices.
  • Apartment | Reception
    Aug 8 - Aug 15

    Woolwich Studio Bliss, Private Oasis by the Water + Flight

    Woolwich
    7 nights
    2.5 star property
    8.0/10 - Very good (1 review)
    "Great location "
    Reviewed April 1, 2026
    Return • Melbourne (AVV) - Sydney (SYD)
    AVV - SYD • Direct SYD - AVV • Direct
    Save 100% on your flight
    AU$1,119
    AU$579
    per traveller
    found 1 hour ago
    Woolwich Studio Bliss, Private Oasis by the Water
  • Front of property
    Aug 17 - Aug 23

    YEHS Hotel Sydney CBD + Flight

    Sydney Central Business District
    6 nights
    3.5 star property
    8.2/10 - Very good (1,002 reviews)
    "It was okay, nothing special, car parking was a nightmare and disgusting"
    Reviewed May 30, 2026
    Return • Melbourne (AVV) - Sydney (SYD)
    AVV - SYD • Direct SYD - AVV • Direct
    AU$1,594
    AU$766
    per traveller
    found 1 day ago
    YEHS Hotel Sydney CBD
  • Apartment | Living room
    Jul 10 - Jul 15

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

    Sydney Central Business District
    5 nights
    2.5 star property
    Return • Melbourne (AVV) - Sydney (SYD)
    AVV - SYD • Direct SYD - AVV • Direct
    AU$1,966
    AU$959
    per traveller
    found 1 day ago
    Modern CBD Aparment, Workspace, Fast Wifi and Pool
  • Apartment
    Jul 30 - Aug 2

    Spacious Inner-city House With Balcony Views + Flight

    Millers Point
    3 nights
    2.5 star property
    10/10 - Exceptional (1 review)
    "The check-in instructions were clear and concise, and the responses were prompt. The house was lovely, and the location was excellent, making it convenient to get to all the attractions. We were very satisfied."
    Reviewed April 18, 2026
    Return • Melbourne (AVV) - Sydney (SYD)
    AVV - SYD • Direct SYD - AVV • Direct
    AU$2,965
    AU$1,512
    per traveller
    found 1 day ago
    Spacious Inner-city House With Balcony Views
  • Apartment | Living area
    Jul 7 - Jul 10

    Bright Surry Hills Flat With Great Balcony & Views + Flight

    Surry Hills
    3 nights
    2.5 star property
    Return • Melbourne (AVV) - Sydney (SYD)
    AVV - SYD • Direct SYD - AVV • Direct
    Save 100% on your flight
    AU$1,274
    AU$702
    per traveller
    found 1 day ago
    Bright Surry Hills Flat With Great Balcony & Views

Our guide on where to stay in Pennant Hills

Find the best Pennant Hills areas and neighborhoods for the activities you enjoy most. Learn more about Pennant Hills
Sydney Central Business District

Sydney Central Business District

3 out of top 10 points of interest in this area
4.5/5(8,638 area reviews)

Known for its captivating waterfront views and popular shops, there's plenty to explore in Sydney Central Business District. Check out top attractions like Circular Quay and Sydney Opera House, and jump on the metro at Martin Place Station or St. James Station to see more of the city.

Find hotels in Sydney Central Business District

Our pick of the best Pennant Hills 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 AU$380 per night from 2 June to 3 June
AU$380
2 June - 3 June
includes taxes & fees
9.6/10 Exceptional! (2,193 reviews)
"My husband and I stayed at this hotel near the end of a perfect month in Australia. We had stayed here for several days on the front end of our trip and could not have selected a better property for our final two nights in Sydney. This stay coincided with our 52nd anniversary and was perfect in every ..."

Reviewed on 30 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 AU$335 per night from 8 June to 9 June
AU$335
8 June - 9 June
includes taxes & fees
9.2/10 Wonderful! (2,691 reviews)
"Had a great stay. The room, the facilities and the staff were excellent. The breakfast buffet was so good with so much to choose from. Scott at reception looked after us booking in and even organised a cake for my partners birthday. He was very kind and made us feel very welcome. The view from the ..."

Reviewed on 29 May 2026

Shangri-La Sydney
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
252 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
The price is AU$167 per night from 8 June to 9 June
AU$167
8 June - 9 June
includes taxes & fees
8.2/10 Very Good! (2,753 reviews)
"Great location, excellent staff and our room was brilliant"

Reviewed on 29 May 2026

YEHS Hotel Sydney Harbour Suites
See all 6,459 properties in Pennant Hills
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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Pennant Hills holiday package cost?
Live it up in Pennant Hills from as little as . Choose from a wonderful selection of rental cars, hotels and flights to suit every budget. Score even more discounts when you add some tours or experiences to your package.
How do I get a cheap travel package to Pennant Hills?
Creating your own Pennant Hills holiday package with Expedia is one of the best ways to save. We have more than 550 airlines and 1 000 000 hotels throughout the world. With such an awesome range to pick from, you'll have no worries pulling together your ideal getaway.
Where should I stay in Pennant Hills?
A trip to Pennant Hills isn't complete without paying a visit to Lane Cove National Park, Sydney Adventist Hospital and Koala Park Sanctuary. Stay close to these attractions and make sightseeing easy.
What are the top hotels in Pennant Hills?
Whether you aim to stay for just one night or a week in Pennant Hills, you'll get a good night's sleep at Nesuto Pennant Hills. This option is a top pick for plenty of travellers.
How far in advance should I book my Pennant Hills holiday?
While prices change frequently, we generally advise booking your seats as early as possible. Most international fares become available on Expedia up to 12 months in advance. If you're booking last minute, you might still be in luck. Cheaper tickets to Pennant Hills sometimes appear only weeks before departure.
What does an Expedia Pennant Hills travel package include?
Rental cars, flights and hotels — you'll discover them all here. With Expedia, you can shape your Pennant Hills package the way you like it. All you have to do is decide exactly what you need. Once you've made your booking, you can add on extras like activities and experiences. The more you bundle, the greater the savings!
What should I know before booking a Pennant Hills travel package?
Find deals to suit your budget with an Expedia package. Hotels, airfares, rental cars — we have them all. You'll save precious cash just for bundling your bookings. Whether you're embarking on a winter snow adventure or venturing someplace warm, your ideal holiday is just clicks away.
Can I choose my airline with a Pennant Hills Expedia holiday package?
You can, and with over 550 airlines to pick from worldwide, you've got lots of choice. Browse the available options and find out which airline fits your needs and budget.
If I'm not able to travel, can I cancel my Pennant Hills holiday package?
Because we know life can throw you a few curveballs, the answer is yes. For further details, check out our Customer Service Portal. But generally speaking, if you've booked your Pennant Hills holiday package in the last 24 hours, you may be able to cancel or change it for free. Your airline, hotel or car rental company may charge a fee if you made your booking a while ago.

Discover the most popular places to visit in Pennant Hills

Lane Cove National Park

Lane Cove National Park

Explore the great outdoors at Lane Cove National Park, a lovely green space in Sydney. Visit the shops and top-notch restaurants in this walkable area.

Lane Cove National Park
Sydney Opera House

Sydney Opera House

Take in a performance or just take in the splendour of one of the world’s most famous buildings.

Sydney Opera House
Circular Quay

Circular Quay

Under the gaze of the magnificent Opera House and Harbour Bridge, Sydney’s transport hub is a terminal of unexpected beauty.

Circular Quay

Activities

Sydney Harbour Cultural Cruise with Island Stop

Sydney Harbour Cultural Cruise with Island Stop

AU$83
per adult
Sydney Harbour Cultural Cruise with Island Stop
Taronga Zoo Ticket with Hop-On Hop-Off Explorer Cruise

Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise

AU$86
per adult
88% of travellers recommend
Taronga Zoo Ticket with Hop-On Hop-Off Sydney Harbour Explorer Cruise
Sydney Harbour Discovery Cruise Including Lunch

Sydney Harbour Discovery Cruise Including Lunch

AU$79
per adult
96% of travellers recommend
Sydney Harbour Discovery Cruise Including Lunch
See all activities in Sydney
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.