Pennant Hills Vacation Packages 2026 from $1,264

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Your Pennant Hills Vacation

Take the stress out of planning your next getaway with a Pennant Hills vacation package. Take in the sounds and sights of this wonderful neighborhood 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 vacation with Expedia and experience travel your way.

The Latest Pennant Hills Vacation Packages

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

YEHS Hotel Sydney CBD

Sydney Central Business District

$1,264

per person

Oct 23 - Oct 28

found 1 day ago

Roundtrip flight included

Los Angeles (QLA) to Sydney (SYD)

8.4/10 Very Good! (1,004 reviews)

Spacious 3-bed Home in Princeton Pearl Double Bay

Double Bay

$1,580

per person

Oct 23 - Oct 26

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Sydney (SYD)

No reviews

YEHS Hotel Sydney QVB

Sydney Central Business District

$1,835

per person

Oct 28 - Nov 2

found 1 day ago

Roundtrip flight included

Denver (DEN) 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

Modern 1-bed With Tamarama Beach Views

Tamarama

$1,871

per person

Oct 28 - Nov 2

found 1 day ago

Roundtrip flight included

Denver (DEN) to Sydney (SYD)

No reviews

Bright 2-bed Surry Hills Apartment With Balcony

Surry Hills

$1,407

per person

Oct 23 - Oct 26

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Sydney (SYD)

No reviews

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

199 George St. Sydney NSW

Fully refundableReserve now, pay when you stay

$229 nightly

$252 total

Aug 23 - Aug 24

Total with taxes and fees

Shangri-La Sydney

176 Cumberland Street The Rocks NSW

Fully refundableReserve now, pay when you stay

$205 nightly

$225 total

Sep 6 - Sep 7

Total with taxes and fees

Hyatt Regency Sydney

161 Sussex Street Sydney NSW

Fully refundableReserve now, pay when you stay

$192 nightly

$211 total

Aug 16 - Aug 17

Total with taxes and fees

9/10 Wonderful! (2,124 reviews)

"The breakfast was amazing and a huge variety of everything."

Reviewed on Aug 10, 2026

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.

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

$111

per adult

100% of travellers recommend

Sydney: Blue Mountains National Park Tour with River Cruise

$50

per adult

94% of travellers recommend

Sydney Harbour Dinner Cruise Latin Fiesta

$81

per adult

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.

Pennant Hills Vacations from $1,264

Book a Hotel + Flight or Car together to unlock savings

Room 1

Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Your Pennant Hills Vacation

The Latest Pennant Hills Vacation Packages

YEHS Hotel Sydney CBD

Spacious 3-bed Home in Princeton Pearl Double Bay

YEHS Hotel Sydney QVB

Modern 1-bed With Tamarama Beach Views

Bright 2-bed Surry Hills Apartment With Balcony

Where to stay in Pennant Hills

Sydney Central Business District

Darling Harbour

Sydney Olympic Park

The Rocks

Manly

Pennant Hills Hotel Deals

Four Seasons Hotel Sydney

Shangri-La Sydney

Hyatt Regency Sydney

Stay near popular Pennant Hills attractions

Lane Cove National Park

Berowra Valley Regional Park

Ed Holmes Oval

Things to do

Sydney Harbour Dinner Cruise

Sydney: Blue Mountains National Park Tour with River Cruise

Sydney Harbour Dinner Cruise Latin Fiesta