Glenwood Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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Better together
Save up to CA $4,200 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
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Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Glenwood

Price found within the past 48 hours. Click for updated prices.

Lovely Harbourside 1-bed Close To Sydney Landmarks

Kurraba Point

CA $3,007

per person

Sep 24 - Sep 27

found 19 hours ago

Roundtrip flight included

Toronto (YTO) to Sydney (SYD)

No reviews

YEHS Hotel Sydney QVB

Sydney Central Business District

CA $3,093

per person

Sep 22 - Sep 27

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Sydney (SYD)

8.6/10 Excellent! (1,001 reviews)

Room was clean but small

Reviewed on Aug 19, 2026

Relaxing Stay Near Fairlight's Scenic Spots

Fairlight

CA $3,032

per person

Sep 22 - Sep 27

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Sydney (SYD)

No reviews

North-east Facing Modern 2-bed Apartment

Freshwater

CA $3,023

per person

Sep 24 - Sep 27

found 19 hours ago

Roundtrip flight included

Toronto (YTO) to Sydney (SYD)

No reviews

Spicers Potts Point

Potts Point

CA $3,380

per person

Sep 22 - Sep 27

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Sydney (SYD)

9.8/10 Exceptional! (155 reviews)

Class all the way and Phillip at reception was brilliant. The advice he gave regarding local restaurants was well received and accurate. The only disappointment was we had only one night there! We will be back!

Reviewed on Jun 8, 2026

Where to stay in Glenwood

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

A historic clock tower with a modern skyscraper in the background.

Sydney Central Business District

2 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.

A nighttime cityscape with illuminated buildings reflecting on the water.

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 large, arched building with multiple entry points, including signs for 'Entry' and 'No entry'.

Sydney Olympic Park

2 out of top 10 points of interest in this area

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 crowded beach with people sunbathing and swimming, surrounded by buildings and trees.

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.

A street with vintage buildings, pedestrians, and parked cars.

The Rocks

1 out of top 10 points of interest in this area

Historic area near Sydney's city center, The Rocks boasts close proximity to Circular Quay and Harbour Bridge views. Explore weekend Rocks Market, galleries, and historic pubs like Fortune of War, while enjoying walkable streets and easy rail access.

Glenwood Hotel Deals

Four Seasons Hotel Sydney

199 George St. Sydney NSW

CA $338

CA $372 total

Sep 6 - Sep 7

includes taxes & fees

9.6/10 Exceptional! (2,253 reviews)

"Nice hotel. Breakfast was $65/pp We ate elsewhere"

Reviewed on Aug 20, 2026

Shangri-La Sydney

176 Cumberland Street The Rocks NSW

Fully refundableReserve now, pay when you stay

CA $278

CA $306 total

Sep 13 - Sep 14

includes taxes & fees

Hyatt Regency Sydney

161 Sussex Street Sydney NSW

Fully refundableReserve now, pay when you stay

CA $241

CA $265 total

Sep 6 - Sep 7

includes taxes & fees

See all 4,596 properties in Glenwood

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 vacation package cost?

From just CA $3,007. Yes, you read that correctly. Our Glenwood vacation packages are the best way to make your dollars go much further. Bundle your favorite 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 vacation?

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 vacation 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 vacation 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 vacation 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.

Stay near popular Glenwood attractions

Valentine Sports Park

Enjoy an outing to Valentine Sports Park during your stay in Sydney.

See properties

Things to do

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

CA $50

per adult

86% of travellers recommend

BridgeClimb Summit at Sydney Harbour Bridge

CA $318

per adult

98% of travellers recommend

Sydney Tower Eye Tickets

CA $31

per adult

82% of travellers recommend

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.

Glenwood Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Top Holiday Package Deals in Glenwood

Lovely Harbourside 1-bed Close To Sydney Landmarks

YEHS Hotel Sydney QVB

Relaxing Stay Near Fairlight's Scenic Spots

North-east Facing Modern 2-bed Apartment

Spicers Potts Point

Where to stay in Glenwood

Sydney Central Business District

Darling Harbour

Sydney Olympic Park

Manly

The Rocks

Glenwood Hotel Deals

Four Seasons Hotel Sydney

Shangri-La Sydney

Hyatt Regency Sydney

Frequently asked questions

Stay near popular Glenwood attractions

Valentine Sports Park

Things to do

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

BridgeClimb Summit at Sydney Harbour Bridge

Sydney Tower Eye Tickets