West Pennant Hills Vacations from ￥171,680

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ￥109,000 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 West Pennant Hills Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Haven Glebe

Haven Glebe

Glebe
￥171,680
per person
Sep 12 - Sep 14
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Sydney (SYD)
8.8/10 Excellent! (1,000 reviews)
YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

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

YEHS Hotel Sydney Harbour Suites

Sydney Central Business District
￥212,142
per person
Oct 24 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Sydney (SYD)
8.2/10 Very Good! (2,874 reviews)
Spacious Inner-city House With Balcony Views

Spacious Inner-city House With Balcony Views

Millers Point
Save 100% on your flight
￥360,062
per person
Sep 14 - Sep 18
found 20 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to Sydney (SYD)
9/10 Wonderful! (2 reviews)
.

Reviewed on Jul 15, 2026

3-bedroom Home in the Heart of Darlinghurst

3-bedroom Home in the Heart of Darlinghurst

Darlinghurst
￥213,644
per person
Sep 14 - Sep 17
found 21 hours ago
Roundtrip non-stop flight included
Osaka (OSA) to Sydney (SYD)
10/10 Exceptional! (1 review)

Where to stay in West Pennant Hills

Find the best West Pennant Hills areas and neighborhoods for the activities you enjoy most. Learn more about West 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.

Find hotels in Sydney Central Business District
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.

Find hotels in Darling Harbour
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.

Find hotels in Sydney Olympic Park
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.

Find hotels in The Rocks
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.

Find hotels in Manly

West Pennant Hills Hotel Deals

Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
￥36,535
￥40,188 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
￥33,261
￥36,587 total
Aug 23 - Aug 24
includes taxes & fees
Shangri-La Sydney
Hyatt Regency Sydney

Hyatt Regency Sydney

161 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
￥27,529
￥30,282 total
Sep 13 - Sep 14
includes taxes & fees
9/10 Wonderful! (2,126 reviews)
"Great value for money"

Reviewed on Aug 13, 2026

Hyatt Regency Sydney
See all 6,634 properties in West 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 West Pennant Hills vacation package cost?
Maybe less than you might think — from a tempting ￥171,680, as a matter of fact! By bundling hotels, flights and car rentals into a custom-built package, your West Pennant Hills escape is just clicks away.
How do I get a cheap travel package to West Pennant Hills?
Book everything all in one place with our West Pennant Hills vacation packages. You'll discover deals on flights, hotels, tours and more that'll keep your bank account happy and adventurous side satisfied. And, with more than 550 air carriers and 1,000,000 hotels around the world to choose from, you'll have endless opportunities to mix and match as you like.
Where should I stay in West Pennant Hills?
Choose a place within a stone's throw of Sydney Showground. This terrific sight is in the center of the action and on the must-see lists of many travelers.
How far in advance should I book my West Pennant Hills vacation?
You'll be rewarded with the widest variety and the cheapest prices by booking your trip to West Pennant Hills nice and early. Airlines usually release flight tickets around 12 months before departure, so start locking things in as soon as possible. That being said, Expedia is dedicated to providing you with the best deals around, so it's always a good time to book your dream vacation!
What does an Expedia West Pennant Hills travel package include?
From airfares and hotels to rental cars, Expedia can help you create a West Pennant Hills package that's perfect for you. Vacationing for a week or longer? Consider a flight, rental car and hotel bundle. If your break is short, a hotel and airfare deal could suit you better. Activities can also be added after you've booked. Our travel packages make it simple to plan and save.
What should I know before booking a West Pennant Hills travel package?
Whether it's relaxation or adventure you're chasing, a West Pennant Hills vacation package lets you organize your escape your way. Plus, you'll score great discounts just for combining your hotel with your rental car and flights. The more you bundle, the more you'll save!
Can I choose my airline with a West Pennant Hills Expedia vacation package?
Expedia has access to more than 550 airline partners worldwide, so you sure can! Simply pick the carrier that suits you and put together the perfect West Pennant Hills escape.
If I'm not able to travel, can I cancel my West Pennant Hills vacation package?
You can. We understand that even the best-laid plans can fail, so we're here to help if you need to make changes to your West Pennant Hills vacation package. You may be able to cancel or change your itinerary for free if you've booked within 24 hours. Your hotel, airline or car rental company may charge you a fee if you booked more than 24 hours ago. Look up our Customer Service Portal for more information. Also, be sure to check your itinerary for the nitty-gritty on change fees.

Stay near popular West Pennant Hills attractions

Cumberland State Forest

Commune with nature and explore the great outdoors at Cumberland State Forest during your travels in Sydney.
See properties

Things to do

Blue Mountains Day Trip from Sydney Including Scenic World

Blue Mountains Day Trip from Sydney Including Scenic World

￥23,564
per adult
90% of travellers recommend
Blue Mountains Day Trip from Sydney Including Scenic World
Blue Mountains Day Tour with Scenic World and Wildlife Park Entry

Blue Mountains Scenic World & Scenic Zoo Day Tour

￥10,799
per adult
Blue Mountains Scenic World & Scenic Zoo Day Tour
Enjoy scenic views at The Three Sisters

Sydney Blue Mountains Day Tour with Wildlife Park and Waterfalls

￥21,208
per adult
100% of travellers recommend
Sydney Blue Mountains Day Tour with Wildlife Park and Waterfalls
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.