Glenwood 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

Black Friday Sale

Save up to 50% on select hotels

Where to stay in Glenwood

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

Top hotels in Glenwood

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$259 per night from 15 Dec to 16 Dec
S$259
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
Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

5 out of 5
199 George St. Sydney NSW
Fully refundableReserve now, pay when you stay
The price is S$339 per night from 23 Nov to 24 Nov
S$339
23 Nov - 24 Nov
includes taxes & fees
9.6/10 Exceptional! (2,015 reviews)
The room was excellent and all staff were very friendly and helpful. We thoroughly enjoyed our stay.

Reviewed on 16 Nov, 2025

Four Seasons Hotel Sydney
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$221 per night from 30 Nov to 1 Dec
S$221
30 Nov - 1 Dec
includes taxes & fees
9/10 Wonderful! (1,193 reviews)
Room was clean and staff polite. We booked a harbourview room but unfortunately our room was on the 2nd floor. Unbeknown to us the railway line runs directly under the hotel. The noise and vibration of trains was not good.....kept is awake. The view of harbour though was fabulous. Make sure you book ...

Reviewed on 15 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 Glenwood holiday package cost?
From just . Yes, you read that correctly. Our Glenwood holiday packages are the best way to make your dollars go much further. Bundle your favourite hotels, flights and rental car and discover this destination your way.
How do I get a cheap travel package to Glenwood?
One of the easiest ways to save money (and time) is to combine your bookings with Expedia. Hotels, flights, activities and rental cars — we've got everything you need. Choose the combination that suits your style and watch your savings grow. We know a travel package is never one-size-fits-all. That's why we offer over 550 air carriers and 1,000,000 hotels worldwide, which lets you customize your Glenwood getaway.
Where should I stay in Glenwood?
Tick Sydney Showground off your must-see list and then stay right near it. Soak up the buzzing vibe around this major attraction and check it out whenever the mood strikes!
What are the top hotels in Glenwood?
If it's comfort and convenience you want, it's hard to beat A Home Away From Home. Spend your evenings unwinding here and your days wandering around Glenwood's popular attractions.
How far in advance should I book my Glenwood holiday?
It can be tricky to know when the best time is to book your Glenwood trip. But usually the earlier you book, the better the prices. In some cases, you can secure your flights and hotels nearly 12 months prior to departure. If you're thinking of a last-minute getaway, no need to panic! There are unbeatable deals featured on Expedia every single day.
What does an Expedia Glenwood travel package include?
Select from any combination of flights, hotels and rental cars. Once you've made your booking, you can add some tours and activities. Want to pick your fare class? That's easily done too. The choice is all yours when it comes to putting together your dream Glenwood escape.
What should I know before booking a Glenwood travel package?
Our prices are already low. However, you'll enjoy an even better deal when you book your hotels, flights and car rentals together. With an Expedia travel package, you'll get transparent pricing and tons of choice.
Can I choose my airline with a Glenwood Expedia holiday package?
Definitely. Expedia has more than 550 partner airlines to pick from all over the world. With so much choice, finding the perfect carrier to take you to Glenwood will be easy.
If I'm not able to travel, can I cancel my Glenwood holiday package?
You can. We get that things don't always go to plan, so we're here to help if you have to make changes to your Glenwood holiday package. It may be possible to change or cancel your itinerary at no cost if you've booked within 24 hours. Your hotel, airline or car rental company may charge you a fee if you booked more than 24 hours ago. Look up our Customer Service Portal for further information. Also, check your itinerary for the nitty-gritty 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.