Pennant Hills Vacations from $1,433

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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 $3,011, price is now $1,433 per person
$1,433
per person
Jan 25 - Jan 26
found 5 hours ago
Roundtrip flight included
New York (NYC) to Sydney (SYD)
8.2/10 Very Good! (1,005 reviews)
Budget friendly, clean and great location.

Reviewed on Nov 18, 2025

Song Hotel Sydney

Song Hotel Sydney

4 out of 5
Sydney Central Business District
Price was $2,956, price is now $1,454 per person
$1,454
per person
Jan 25 - Jan 26
found 5 hours ago
Roundtrip flight included
New York (NYC) to Sydney (SYD)
9.2/10 Wonderful! (1,507 reviews)
I enjoyed our short stay at Song, and would highly recommend the breakfast. Convenient check in. The rooms are a tight fit but it was a comfortable sleep. Great central location. Honestly really cute!

Reviewed on Nov 28, 2025

Medusa Boutique Hotel

Medusa Boutique Hotel

3.5 out of 5
Darlinghurst
Price was $3,016, price is now $1,486 per person
$1,486
per person
Jan 25 - Jan 26
found 5 hours ago
Roundtrip flight included
New York (NYC) to Sydney (SYD)
9.6/10 Exceptional! (451 reviews)
The staff were extremely nice and helpful. The room was also quite nice- well decorated, comfortable, and clean. The ice cream bars and fruit were a nice touch as well!

Reviewed on Nov 11, 2025

Fraser Suites Sydney

Fraser Suites Sydney

5 out of 5
Sydney Central Business District
Price was $2,995, price is now $1,481 per person
$1,481
per person
Jan 25 - Jan 26
found 5 hours ago
Roundtrip flight included
New York (NYC) to Sydney (SYD)
9/10 Wonderful! (1,001 reviews)
Exceeded all our expectations. Prahlad the duty manager checked us in early, asked if we would like to upgrade from studio to 1bedroom for $50. Best decision! Penthouse top floor, million dollar view, Spotless room, floor to ceiling window overlooking saturday darling harbour firework, free parking, enjoyed spa, sauna, pool, regents place endless food choice right downstairs. Amazing memories made to celebrate my son's and husband's birthday. Stuart from maintenance helped us jumped start our car too upon check out. Thank you for making our stay memorable. Glad to finally found a place for our city staycation as Sydney resident.

Reviewed on Nov 23, 2025

Crystalbrook Albion

Crystalbrook Albion

4.5 out of 5
Surry Hills
Price was $2,974, price is now $1,472 per person
$1,472
per person
Jan 25 - Jan 26
found 5 hours ago
Roundtrip flight included
New York (NYC) to Sydney (SYD)
9.6/10 Exceptional! (321 reviews)
Excellent location. Walking distance to everything but still in a quiet and cute local neighborhood.

Reviewed on Oct 7, 2025

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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
Sydney Town Hall featuring heritage architecture and a city

Sydney Central Business District

2 out of top 10 points of interest in this area
4.5/5(1,320 area reviews)

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

Shangri-La Sydney

Shangri-La Sydney

5 out of 5
176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $186 total per night from Dec 17 to Dec 18
$186 total
Dec 17 - Dec 18
Total with taxes and fees
9/10 Wonderful! (2,441 reviews)
An overall wonderful experience

Reviewed on Nov 26, 2025

Shangri-La Sydney
Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

5 out of 5
199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
$212 nightly
The price is $233 total per night from Dec 16 to Dec 17
$233 total
Dec 16 - Dec 17
Total with taxes and fees
9.6/10 Exceptional! (2,026 reviews)
The check in process took ages. We had to wait in a queue for about 15 mins and then the process it self was lengthy. I even filled in information ahead of time to speed the process up. The decor of the hotel is really dated and the carpets in the entry are stained. Should consider a face lift and ...

Reviewed on Nov 26, 2025

Four Seasons Hotel Sydney
The Fullerton Hotel Sydney

The Fullerton Hotel Sydney

5 out of 5
1 Martin Place Sydney NSW
Fully refundableReserve now, pay when you stay
$192 nightly
The price is $212 total per night from Dec 7 to Dec 8
$212 total
Dec 7 - Dec 8
Total with taxes and fees
9.2/10 Wonderful! (2,676 reviews)
Excellent staff!

Reviewed on Nov 25, 2025

The Fullerton Hotel Sydney
See all 6,288 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.
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Discover the most popular places to visit in Pennant Hills

Ever in Sydney, Australia .... Lane Cove Nationalpark is defenetly worth it....

Lane Cove National Park

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.

Lane Cove National Park
Circular Quay featuring general coastal views, modern architecture and a city

Circular Quay

Flanked by the Opera House and Harbour Bridge, Sydney’s transportation hub is one of the prettiest terminals in the world.

Circular Quay
Sydney Opera House showing a bay or harbor, modern architecture and a monument

Sydney Opera House

One of the world’s most famous buildings is surprisingly accessible; take in a show or just take a stroll to admire this astonishing building.

Sydney Opera House

Things to do

Sydney Opera House Tour & Meal + Drink at Opera Bar or House Canteen

Sydney Opera House Tour & Dine Experience

$57
per adult
96% of travellers recommend
Sydney Opera House Tour & Dine Experience
Sydney: Morning or Afternoon Harbour Sightseeing Cruise

Sydney: Morning or Afternoon Harbour Sightseeing Cruise

$36
per adult
96% of travellers recommend
Sydney: Morning or Afternoon Harbour Sightseeing Cruise
Sydney Harbour Discovery Cruise Including Lunch

Sydney Harbour Discovery Cruise Including Lunch

$45
per adult
96% of travellers recommend
Sydney Harbour Discovery Cruise Including Lunch
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.