Pennant Hills Vacations from $1,183

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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

YEHS Hotel Sydney CBD

3.5 out of 5
Sydney Central Business District
Price was $1,501, price is now $1,183 per person
$1,183
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Sydney (SYD)
8.4/10 Very Good! (1,003 reviews)
The staff were really helpful when I left something behind in my room

Reviewed on Jul 27, 2026

3-bedroom Home in the Heart of Darlinghurst

3-bedroom Home in the Heart of Darlinghurst

2.5 out of 5
Darlinghurst
Price was $2,157, price is now $1,670 per person
$1,670
per person
Sep 15 - Sep 18
found 19 hours ago
Roundtrip flight included
New York (NYC) to Sydney (SYD)
10/10 Exceptional! (1 review)

YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

3.5 out of 5
Sydney Central Business District
Price was $1,614, price is now $1,255 per person
$1,255
per person
Oct 1 - Oct 4
found 12 hours ago
Roundtrip flight included
Los Angeles (LAX) to Sydney (SYD)
8.6/10 Excellent! (1,005 reviews)

Spacious 3-bed Home in Princeton Pearl Double Bay

Spacious 3-bed Home in Princeton Pearl Double Bay

2 out of 5
Double Bay
Price was $2,117, price is now $1,654 per person
$1,654
per person
Sep 15 - Sep 18
found 23 hours ago
Roundtrip flight included
New York (NYC) to Sydney (SYD)
No reviews

Elegant Stay in Balmain With Pool Access

Elegant Stay in Balmain With Pool Access

2.5 out of 5
Balmain
Price was $2,302, price is now $1,808 per person
$1,808
per person
Sep 2 - Sep 6
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

3 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

Pennant Hills Hotel Deals

Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

5 out of 5
199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
$243 nightly
The price is $267 total per night from Aug 23 to Aug 24
$267 total
Aug 23 - Aug 24
Total with taxes and fees
Four Seasons Hotel Sydney
Shangri-La Sydney

Shangri-La Sydney

5 out of 5
176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
$206 nightly
The price is $227 total per night from Aug 2 to Aug 3
$227 total
Aug 2 - Aug 3
Total with taxes and fees
9.2/10 Wonderful! (2,780 reviews)
"The room was clean 100% every day. The staff was great specially the Concierges who are always helpfull and with best attitude, special thanks to Colin. Breakfast buffet really good and all the staff with great attitude. Is the best hotel in Sydney by far and with the best location to access the ..."

Reviewed on Jul 29, 2026

Shangri-La Sydney
Ace Hotel Sydney

Ace Hotel Sydney

5 out of 5
47 Wentworth Ave Sydney NSW
$168 nightly
The price is $187 total per night from Jul 30 to Jul 31
$187 total
Jul 30 - Jul 31
Total with taxes and fees
9.4/10 Exceptional! (958 reviews)
"We will be back"

Reviewed on Jul 29, 2026

Ace Hotel Sydney
See all 6,578 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
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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

Things to do

SYDNEY HARBOUR ALL-INCLUSIVE DINNER CRUISE

Sydney Harbour Dinner Cruise

$110
per adult
100% of travellers recommend
Sydney Harbour Dinner Cruise
Sydney: Wild Wombats and Kangaroo Experience

WILD Wombats and Kangaroo Experience, All Inclusive, Sydney

$154
per adult
100% of travellers recommend
WILD Wombats and Kangaroo Experience, All Inclusive, Sydney
Woman at the Sydney Opera House

Great Opera Hits at the Sydney Opera House

$75
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.