Pennant Hills Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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.
Kith Hotel Darling Harbour

Kith Hotel Darling Harbour

Pyrmont
CA $2,053
per person
Oct 21 - Oct 22
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
8.8/10 Excellent! (505 reviews)
Great value 👍

Reviewed on Aug 5, 2026

YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

Sydney Central Business District
CA $2,334
per person
Oct 19 - Oct 22
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
8.2/10 Very good! (2,874 reviews)
Furama Darling Harbour

Furama Darling Harbour

Haymarket
CA $2,511
per person
Oct 19 - Oct 22
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
8.4/10 Very good! (1,004 reviews)
breakfast was amazing with wide selection of choices, Room was clean and all I needed for the stay. Location made things easy to get to places in the city. Overall the stay was amazing.

Reviewed on Aug 10, 2026

YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

Sydney Central Business District
CA $2,056
per person
Oct 21 - Oct 22
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
8.6/10 Excellent! (1,001 reviews)
Unfortunately, our stay was disappointing and did not reflect the room or price originally advertised. On arrival, we were charged more than the amount quoted when booking. We had also reserved an executive room with two double beds but were instead allocated a very small room with two single beds. Although the room had an unusually large balcony, the interior was cramped and poorly maintained. The wallpaper was peeling, the fridge was overheating—which raised genuine safety concerns—and there was considerable mould in and around the bathroom sink. Overall, the room did not meet the standard expected of an executive room, and the discrepancy in both the price and room configuration made the experience particularly frustrating. The hotel needs to improve its booking accuracy, transparency around charges, maintenance and cleanliness.

Reviewed on Aug 11, 2026

Hotel Ravesis

Hotel Ravesis

Bondi Beach
CA $2,458
per person
Oct 15 - Oct 17
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
8.8/10 Excellent! (511 reviews)
I had a fantastic stay at Hotel Ravesis and would definitely stay here again. I was staying on Level 2, and both the room and location were fantastic. Walk out the hotel door and you’re surrounded by great coffee shops and restaurants, then cross the main road and you’re right at Bondi Beach. The location really couldn’t be better. The room was modern, neat and a great size. The TV was a good size and you could easily cast to it, and the minibar was well stocked with plenty of snacks and drinks, which was a nice touch. One thing to be aware of is that the hotel is above a nightclub. I’ll admit, this was completely on me as I didn’t read that part carefully when booking. It is very clearly advertised. The bass from the music did cause some vibration in the room, but it wasn’t too bad and I was still able to sleep. Just something to consider if you’re a light sleeper. The staff throughout my stay and in the lead-up to arriving were amazing really friendly, helpful and kind. My only small criticism would be that the lift had a slightly unpleasant smell, and there were some stains in front of the room doors. Nothing too concerning and it didn’t take away from the overall experience. Overall, I really enjoyed my stay. Fantastic location, great room and excellent staff. If I’m back in Bondi, I’d definitely look up Hotel Ravesis again.

Reviewed on Aug 9, 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 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 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 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
CA $319
CA $351 total
Aug 23 - Aug 24
includes taxes & fees
9.6/10 Exceptional! (2,267 reviews)
"Stayed in this hotel for three nights. The room with the full Harbour View is not quiet at night as you can hear the traffic noise the whole night. One of night was windy and raining. There was strange sound like loose window clang clang"

Reviewed on Aug 11, 2026

Four Seasons Hotel Sydney
Shangri-La Sydney

Shangri-La Sydney

176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
CA $282
CA $310 total
Aug 16 - Aug 17
includes taxes & fees
9.2/10 Wonderful! (2,803 reviews)
"The staff was truly amazing and so so helpful. Room was perfect with gorgeous view. The whole stay was perfect. Would definitely go back again when I am in Sydney."

Reviewed on Aug 11, 2026

Shangri-La Sydney
Hyatt Regency Sydney

Hyatt Regency Sydney

161 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
CA $267
CA $294 total
Aug 16 - Aug 17
includes taxes & fees
9/10 Wonderful! (2,128 reviews)
"The breakfast was amazing and a huge variety of everything."

Reviewed on Aug 10, 2026

Hyatt Regency Sydney
See all 6,640 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 CA $2,053. 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 Attractions Pass including SEA LIFE Sydney Aquarium

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

CA $50
per adult
86% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
BridgeClimb Summit at Sydney Harbour Bridge

BridgeClimb Summit at Sydney Harbour Bridge

CA $318
per adult
98% of travellers recommend
BridgeClimb Summit at Sydney Harbour Bridge
SYDNEY HARBOUR ALL-INCLUSIVE DINNER CRUISE

Sydney Harbour Dinner Cruise

CA $155
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.