Glenwood Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
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Top Holiday Package Deals in Glenwood

Price found within the past 48 hours. Click for updated prices.
YEHS Hotel Sydney CBD

YEHS Hotel Sydney CBD

Sydney Central Business District
CA $2,125
per person
Nov 10 - Nov 14
found 20 hours ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
8.4/10 Very good! (1,005 reviews)
Fabulous location. Close to trains and food. Easy walk to darling harbour. Very comfortable bed. Free bottled water in room. Nice bathroom. Staff very pleasant and helpful

Reviewed on Oct 3, 2026

3-bedroom Home in the Heart of Darlinghurst

3-bedroom Home in the Heart of Darlinghurst

Darlinghurst
CA $3,121
per person
Nov 10 - Nov 14
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Sydney (SYD)
10/10 Exceptional! (1 review)
Bright 1-bed Apartment With Garden Views

Bright 1-bed Apartment With Garden Views

Bomaderry
CA $3,788
per person
Dec 25 - Dec 31
found 20 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Sydney (SYD)
No reviews
Stylish 2-bed House With Private Courtyard

Stylish 2-bed House With Private Courtyard

Redfern
CA $2,216
per person
Nov 15 - Nov 19
found 4 hours ago
Roundtrip flight included
Vancouver (YVR) to Sydney (SYD)
10/10 Exceptional! (1 review)
Excellent place for us to use as a base for vivisting Sydney for a short holiday. 5-10min walk from Redfern railway station meaning it was easy to move around the city.

Reviewed on May 5, 2026

Quest Bella Vista

Quest Bella Vista

Bella Vista
CA $2,378
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Sydney (SYD)
9/10 Wonderful! (709 reviews)
Clean and tidy. Quite

Reviewed on Oct 3, 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 beach with waves, a woman running, and buildings in the background.

Bondi Beach

A noteworthy feature of Bondi Beach is its stunning beaches. While you're in town, be sure to stop and check out Bondi Beach and Bondi Pavilion.

Glenwood Hotel Deals

Four Seasons Hotel Sydney

Four Seasons Hotel Sydney

199 George St. Sydney NSW
CA $377
CA $414 total
Oct 15 - Oct 16
includes taxes & fees
9.6/10 Exceptional! (2,258 reviews)
"What an amazing"

Reviewed on Oct 4, 2026

Four Seasons Hotel Sydney
Shangri-La Sydney

Shangri-La Sydney

176 Cumberland Street The Rocks NSW
Fully refundableReserve now, pay when you stay
CA $290
CA $319 total
Oct 18 - Oct 19
includes taxes & fees
9.2/10 Wonderful! (2,844 reviews)
"Clean, fantastic breakfast"

Reviewed on Oct 3, 2026

Shangri-La Sydney
Hyatt Regency Sydney

Hyatt Regency Sydney

161 Sussex Street Sydney NSW
Fully refundableReserve now, pay when you stay
CA $268
CA $294 total
Oct 18 - Oct 19
includes taxes & fees
Hyatt Regency Sydney
See all 4,541 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 $2,125. 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

Sydney Attractions Pass including SEA LIFE Sydney Aquarium

CA $51
per adult
86% of travellers recommend
Sydney Attractions Pass including SEA LIFE Sydney Aquarium
SYDNEY HARBOUR ALL-INCLUSIVE DINNER CRUISE

Sydney Harbour Dinner Cruise

CA $158
per adult
100% of travellers recommend
Sydney Harbour Dinner Cruise
Sydney Tower Eye Tickets

Sydney Tower Eye Tickets

CA $26
per adult
82% of travellers recommend
Sydney Tower Eye Tickets
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.