Pennant Hills Holidays from NZ$1,447

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

Top Holiday Package Deals in Pennant Hills

Price found within the past 48 hours. Click for updated prices.
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

Sydney Central Business District
Save 100% on your flight
NZ$1,447
per person
22 Sept - 28 Sept
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
8.2/10 Very good! (2,874 reviews)
YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

Sydney Central Business District
Save 100% on your flight
NZ$1,581
per person
20 Oct - 27 Oct
found 22 hours ago
Return flight included
Auckland (AKL) to Sydney (SYD)
8.4/10 Very good! (1,004 reviews)
Bright 2-bed Apartment in Coogee

Bright 2-bed Apartment in Coogee

Coogee
Save 100% on your flight
NZ$1,480
per person
6 Oct - 10 Oct
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
No reviews
Spacious 3-bed Home in Princeton Pearl Double Bay

Spacious 3-bed Home in Princeton Pearl Double Bay

Double Bay
Save 100% on your flight
NZ$1,833
per person
6 Oct - 10 Oct
found 1 day ago
Return flight included
Auckland (AKL) to Sydney (SYD)
No reviews
Rydges Sydney Central

Rydges Sydney Central

Surry Hills
Save 100% on your flight
NZ$1,859
per person
20 Oct - 27 Oct
found 22 hours ago
Return flight included
Auckland (AKL) to Sydney (SYD)
8.8/10 Excellent! (1,000 reviews)

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
A historic clock tower with a modern skyscraper in the background.

Sydney Central Business District

2 out of top 10 points of interest in this area

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.

A nighttime cityscape with illuminated buildings reflecting on the water.

Darling Harbour

The best place to get acquainted with Sidney's nautical passions – sailing, pleasure-boating, whale watching – or the Maritime Museum if you prefer dry land.

A large, arched building with multiple entry points, including signs for 'Entry' and 'No entry'.

Sydney Olympic Park

2 out of top 10 points of interest in this area

Unique features of Sydney Olympic Park include the theatres and live music. Make a stop by Accor Stadium or Sydney Olympic Park Athletic Centre while you're exploring the area.

A street with vintage buildings, pedestrians, and parked cars.

The Rocks

1 out of top 10 points of interest in this area

A noteworthy feature of The Rocks is its captivating waterfront views. While you're in town, be sure to stop and check out Circular Quay and Museum of Contemporary Art.

A crowded beach with people sunbathing and swimming, surrounded by buildings and trees.

Manly

Venture to Sydney’s northern coast to explore this picturesque beach suburb, the perfect spot for surfing, shopping and sunbathing.

Our pick of the best Pennant Hills Hotel Deals

Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
NZ$409
23 Aug - 24 Aug
includes taxes & fees
Four Seasons Hotel Sydney
Shangri-La Sydney

Shangri-La Sydney

176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
NZ$391
23 Aug - 24 Aug
includes taxes & fees
9.2/10 Wonderful! (2,813 reviews)
"Property was clean and well maintained. Papers available everyday."

Reviewed on 15 Aug 2026

Shangri-La Sydney
Hyatt Regency Sydney

Hyatt Regency Sydney

161 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
NZ$323
13 Sept - 14 Sept
includes taxes & fees
Hyatt Regency Sydney
See all 6,654 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.

Frequently asked questions

How much does a Pennant Hills holiday package cost?
Live it up in Pennant Hills from as little as NZ$1,447. 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.

Stay near popular Pennant Hills attractions

Lane Cove National Park

7.8/10 (10 reviews)
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.
See properties

Berowra Valley Regional Park

Explore the great outdoors at Berowra Valley Regional Park, a lovely green space in Sydney. Visit the area's shops or simply enjoy its restaurants.
See properties

Ed Holmes Oval

Catch an event at Ed Holmes Oval during your trip to Sydney. Discover the entertainment choices and shops in this walkable area.
See properties

Activities

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

NZ$62
per adult
86% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
Sydney Hop-On Hop-Off Big Bus Tour

Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus

NZ$77
per adult
86% of travellers recommend
Big Bus Sydney Hop-On Hop-Off Sightseeing Tour by Open-Top Bus
SYDNEY HARBOUR ALL-INCLUSIVE DINNER CRUISE

Sydney Harbour Dinner Cruise

NZ$192
per adult
100% of travellers recommend
Sydney Harbour Dinner Cruise
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.