Penshurst Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 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
Price found within the past 48 hours. Click for updated prices.
Nightcap at Pritchards Hotel
Mercure Sydney Blacktown
Nightcap at High Flyer Hotel
Toongabbie Hotel
Nightcap at Chester Hill Hotel

Black Friday Sale

Save up to 50% on select hotels

Where to stay in Penshurst

Find the best Penshurst areas and neighborhoods for the activities you enjoy most. Learn more about Penshurst

Top hotels in Penshurst

Shangri-La Sydney

Shangri-La Sydney

5 out of 5
176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
The price is S$258 per night from 15 Dec to 16 Dec
S$258
15 Dec - 16 Dec
includes taxes & fees
9/10 Wonderful! (2,430 reviews)
Excellent service, wonderful location, the view from the bar is outstanding. Room very comfy and clean. Walking distance from different eating places at the rocks, close to circular quay, we enjoyed our stay!!!

Reviewed on 18 Nov, 2025

Shangri-La Sydney
YEHS Hotel Sydney Harbour Suites

YEHS Hotel Sydney Harbour Suites

4 out of 5
252 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
The price is S$165 per night from 15 Dec to 16 Dec
S$165
15 Dec - 16 Dec
includes taxes & fees
8.2/10 Very Good! (2,397 reviews)
The location is great and the hotel staff is welcoming. It’s more run down than advertising videos show. Housekeeping was short staffed one day but we were ok with that and just asked for a couple of towels and received it right away. Honny and Sim at the front desk were extra helpful and wonderful ...

Reviewed on 18 Nov, 2025

YEHS Hotel Sydney Harbour Suites
View Sydney

View Sydney

4 out of 5
17 Blue Street North Sydney NSW
Fully refundableReserve now, pay when you stay
The price is S$220 per night from 30 Nov to 1 Dec
S$220
30 Nov - 1 Dec
includes taxes & fees
9/10 Wonderful! (1,208 reviews)
Ease of checking in…amazing views … very clean room

Reviewed on 21 Nov, 2025

View Sydney
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 Penshurst holiday package cost?
Get set to book, because a trip to Penshurst starts from an affordable S$1,399. When you combine your hotels, flights and car rentals into a travel package, you'll land the best prices.
How do I get a cheap travel package to Penshurst?
If you love amazing deals, bundle your bookings into a Penshurst holiday package. Whether you need flights, hotels, rental cars or day tours, you can book everything in one place. You'll have endless choice at your fingertips as well. Expedia has over 550 partner airlines and 1,000,000 hotels around the globe to take your pick of. Fly with who you want, stay anywhere you like and save precious money — now that's the ideal holiday!
Where should I stay in Penshurst?
Holiday Makers come from far and wide to experience Sydney Opera House and Sydney Harbour Bridge in Penshurst. Book a room close to these popular attractions and visit them whenever you want.
What are the top hotels in Penshurst?
Spacious House Close To Malls And Train Easy Access To Cbd is one of Penshurst's leading hotels. Book a room here and you'll be able to rest easy knowing you're in good hands.
How far in advance should I book my Penshurst holiday?
Search Expedia to compare international flights ASAP. You can normally purchase a ticket up to 12 months before departure. If you don't see your preferred carrier, or you have to book last minute, fear not. Cheap tickets to Penshurst occasionally appear within weeks of the date of departure.
What does an Expedia Penshurst travel package include?
That depends on what you're after. If you're travelling solo, you might decide to combine flights and hotels. Bringing the whole family to Penshurst? A travel package including flights, hotels and rental cars might be a better fit. Expedia gives you the flexibility to tailor your travel package.
What should I know before booking a Penshurst travel package?
Booking all the parts of your holiday together is one of the best ways to save. Combine your car rentals, flights and hotels into a convenient package. But you're not restricted to hotels. Expedia features all types of properties, including holiday rentals like oceanfront condos and short-term homes. You've got choices galore!
Can I choose my airline with a Penshurst Expedia holiday package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines worldwide. Our packages give you the flexibility to pick from available flights, hotels and activities that fit your needs.
If I'm not able to travel, can I cancel my Penshurst holiday package?
Yes, you can. We totally understand that things don't always go to plan, so we're here to help if you need to make changes to your Penshurst holiday package. You may be able to cancel or amend your itinerary for free if you've booked in the last 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Head to our Customer Service Portal for further information. Also, be sure to check your itinerary for the finer details on change fees.

Popular places to visit

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.