Pennant Hills Vacations from ¥200,827

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The Latest Pennant Hills Vacation Packages

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

YEHS Hotel Sydney CBD

Sydney Central Business District
¥200,827
per person
Oct 24 - Oct 29
found 16 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Sydney (SYD)
8.4/10 Very Good! (1,004 reviews)
Medusa Boutique Hotel

Medusa Boutique Hotel

Darlinghurst
¥376,176
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Sydney (SYD)
9.6/10 Exceptional! (482 reviews)
The Capitol Hotel Sydney

The Capitol Hotel Sydney

Haymarket
¥334,591
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Sydney (SYD)
9/10 Wonderful! (1,002 reviews)
Mariners Court Hotel Sydney

Mariners Court Hotel Sydney

Woolloomooloo
¥319,083
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Sydney (SYD)
8.6/10 Excellent! (1,002 reviews)
A hidden gem near lots of attractions at a great rate. Delicious buffet breakfast.

Reviewed on Aug 12, 2026

The Ultimo

The Ultimo

Haymarket
¥333,146
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Sydney (SYD)
8.8/10 Excellent! (1,012 reviews)
Great location, not to far to walk to Central Station and directly across the road from Paddy's Markets. Plenty of food and shopping options, a Woolies really close by.

Reviewed on Aug 12, 2026

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

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.

A nighttime cityscape with illuminated buildings reflecting on the water.

Darling Harbour

Adjacent to Sydney's city centre, Darling Harbour boasts a pedestrian precinct with attractions like the Australian National Maritime Museum and Chinese Garden of Friendship. Enjoy dining at Cockle Bay Wharf, explore Tumbalong Park, and access various transport options, including the Inner West Light Rail and ferry services.

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

Featuring a large sports and entertainment area, commercial developments, and extensive parklands, this Greater Western Sydney suburb offers attractions like Bicentennial Park and Newington Armory. Easily accessible via Olympic Park railway line and ferry services.

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

The Rocks

1 out of top 10 points of interest in this area

Historic area near Sydney's city center, The Rocks boasts close proximity to Circular Quay and Harbour Bridge views. Explore weekend Rocks Market, galleries, and historic pubs like Fortune of War, while enjoying walkable streets and easy rail access.

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

Manly

Beach-side suburb with easy ferry access, Manly offers a mix of ocean and harbor beaches, scenic cycle tracks, and a lively commercial area along The Corso. Explore historic sites like North Head Quarantine Station and enjoy outdoor dining.

Pennant Hills Hotel Deals

Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
¥36,512
¥40,163 total
Aug 23 - Aug 24
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
¥32,627
¥35,890 total
Sep 6 - Sep 7
includes taxes & fees
Shangri-La Sydney
Hyatt Regency Sydney

Hyatt Regency Sydney

161 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
¥30,580
¥33,638 total
Aug 16 - Aug 17
includes taxes & fees
9/10 Wonderful! (2,124 reviews)
"The breakfast was amazing and a huge variety of everything."

Reviewed on Aug 10, 2026

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 vacation package cost?
Live it up in Pennant Hills from as little as ¥200,827. 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 vacation 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 travelers.
How far in advance should I book my Pennant Hills vacation?
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 vacation is just clicks away.
Can I choose my airline with a Pennant Hills Expedia vacation 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 vacation 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 vacation 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. Check out 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

Things to do

SYDNEY HARBOUR ALL-INCLUSIVE DINNER CRUISE

Sydney Harbour Dinner Cruise

¥17,842
per adult
100% of travellers recommend
Sydney Harbour Dinner Cruise
Sydney Tower Eye Tickets

Sydney Tower Eye Tickets

¥3,591
per adult
82% of travellers recommend
Sydney Tower Eye Tickets
Woman at the Sydney Opera House

Great Opera Hits at the Sydney Opera House

¥7,743
per adult
100% of travellers recommend
Great Opera Hits at the Sydney Opera House
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.