A river winding through a densely forested valley with hills in the background.

Pennant Hills Vacations from $2,951

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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.
  • A modern living room with a large bay window, a sofa, a coffee table, and a television on a wooden cabinet.
    Dec 22 - Dec 27

    Huge Harbour View Apartment In Historic Home + Flight

    Cremorne
    3 nights
    2.5 star property
    Roundtrip • Chicago (CHI) - Sydney (SYD)
    ORD - SYD • 1 stop SYD - ORD • 1 stop
    $3,711
    $2,951
    per traveler
    found 13 hours ago
    Huge Harbour View Apartment In Historic Home
  • A modern living room with a sofa, chairs, a coffee table, and a large window offering a view of trees and buildings.
    Dec 20 - Dec 27

    3-bedroom Home in the Heart of Darlinghurst + Flight

    Darlinghurst
    5 nights
    2.5 star property
    10/10 - Exceptional (1 review)
    Roundtrip • Chicago (CHI) - Sydney (SYD)
    ORD - SYD • 1 stop SYD - ORD • 1 stop
    $6,242
    $4,293
    per traveler
    found 1 day ago
    3-bedroom Home in the Heart of Darlinghurst
  • A modern living room with a large sofa, dining table, and chairs. There is a ceiling fan, artwork on the walls, and a view of the ocean through large windows.
    Dec 20 - Dec 27

    Bright Tamarama 2-bed With Balcony Water View + Flight

    Tamarama
    5 nights
    2.5 star property
    Roundtrip • Chicago (CHI) - Sydney (SYD)
    ORD - SYD • 1 stop SYD - ORD • 1 stop
    $5,119
    $3,768
    per traveler
    found 1 day ago
    Bright Tamarama 2-bed With Balcony Water View
  • A modern living room with a sofa, a coffee table, and a TV. There is a balcony with a view of buildings and a pool.
    Dec 20 - Dec 27

    Bright 2-bed Surry Hills Apartment With Balcony + Flight

    Surry Hills
    5 nights
    2.5 star property
    Roundtrip • Chicago (CHI) - Sydney (SYD)
    ORD - SYD • 1 stop SYD - ORD • 1 stop
    $4,543
    $3,450
    per traveler
    found 1 day ago
    Bright 2-bed Surry Hills Apartment With Balcony
  • A modern living room with a sofa, round coffee table, and a TV on a wooden stand.
    Dec 20 - Dec 27

    Prime Location 2-bed Apartment With Parking + Flight

    Centennial Park
    5 nights
    2.5 star property
    8.0/10 - Very good (1 review)
    "Modern, clean fully equipped kitchen in a lovely location with everything you need for a pleasant stay."
    Reviewed April 5, 2026
    Roundtrip • Chicago (CHI) - Sydney (SYD)
    ORD - SYD • 1 stop SYD - ORD • 1 stop
    $4,226
    $3,321
    per traveler
    found 1 day ago
    Prime Location 2-bed Apartment With Parking

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
Learn more about Pennant Hills
A historic clock tower with a modern skyscraper in the background.

Sydney Central Business District

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 modern building with a glass facade and a distinctive white roof, situated by a waterfront.

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 lake with reflections of tall buildings, surrounded by trees and a clear sky.

Sydney Olympic Park

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 coastal swimming pool with clear blue water, surrounded by rocky terrain and a building labeled 'Bondi Icebergs'.

Bondi Beach

See a perfect example of the Australian beach lifestyle in this famous Sydney neighborhood with ocean pools, excellent surf and a bustling brunch scene.

A waterfront with a ferry named 'Ocean Wave' and a building labeled 'MANYLY WHARF'.
Photo by Where Adventures Be
Open Photo by Where Adventures Be

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.

Discover the most popular places to visit in Pennant Hills

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.
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Pennant Hills Hotel Deals

A spacious lobby with a high ceiling, a chandelier, a reception desk, and multiple seating areas.

Nesuto Pennant Hills

Nesuto Pennant Hills
4.0 star property
Pennant Hills
8.0 out of 10, Very good, (511 reviews)
"A"
$79 nightly
The price is $87
Nov 15 - Nov 16
Total with taxes and fees
Nesuto 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.
See all properties in Pennant Hills
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.