Glenside 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

Where to stay in Glenside

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

Top hotels in Glenside

James Cook Hotel Grand Chancellor

James Cook Hotel Grand Chancellor

4.5 out of 5
147 The Terrace Wellington
Fully refundableReserve now, pay when you stay
The price is S$99 per night from 1 Feb to 2 Feb
S$99
1 Feb - 2 Feb
includes taxes & fees
8.6/10 Excellent! (1,653 reviews)
We only stayed for a few hours as we’re catching the ferry @2am. But as always the room was spotless and the staff was always welcoming.

Reviewed on 8 Jan, 2026

James Cook Hotel Grand Chancellor
Rydges Wellington Airport

Rydges Wellington Airport

4.5 out of 5
28 Stewart Duff Drive, Rongotai Wellington
Fully refundableReserve now, pay when you stay
The price is S$142 per night from 30 Jan to 31 Jan
S$142
30 Jan - 31 Jan
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
Didn't have breakfast, so no comment. The major restaurant was closed, but the Peltonen had a simple menu and their food was excellent. Well done to who ever is in charge of Food & Beverage there

Reviewed on 5 Jan, 2026

Rydges Wellington Airport
Gilmer Apartment Hotel

Gilmer Apartment Hotel

3.5 out of 5
10 Gilmer Terrace Wellington
Fully refundableReserve now, pay when you stay
The price is S$130 per night from 11 Jan to 12 Jan
S$130
11 Jan - 12 Jan
includes taxes & fees
8.8/10 Excellent! (1,426 reviews)
Position of hotel to Wellington attractions was the biggest plus

Reviewed on 7 Jan, 2026

Gilmer Apartment Hotel
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 Glenside holiday package cost?
We make it simple to travel the world, with Glenside holiday packages starting from as little as . You'll have the flexibility to combine your favourite airlines, hotels and car rental. For the ultimate getaway, why not add a couple of tours and experiences to your itinerary?
How do I get a cheap travel package to Glenside?
Booking a Glenside holiday package with Expedia is a simple way to save. We have over 550 partner airlines and 1,000,000 hotels around the world. With such an amazing range to choose from, you'll have no hassles creating your perfect trip.
Where should I stay in Glenside?
A trip to Glenside isn't complete without stopping by Te Papa and Cuba Street Mall. Book a room within walking distance for easy access to these awesome sights.
How far in advance should I book my Glenside holiday?
Earlier is always better. Air carriers generally advertise flights nearly 12 months ahead of departure, and this is an ideal opportunity to pick up some of the lowest prices. Just been told you need to take some holiday time next week? No sweat. Expedia are never short of fantastic bargains to help you have the getaway of your dreams, at an affordable price.
What does an Expedia Glenside travel package include?
Expedia has everything you need to book your Glenside escape, but what goes into your package depends on you. Pick from a combination of rental cars, hotels and flights. Searching for a few activities to keep you busy? Once you've made your booking, you can add them on too. Whatever your style, there's a package deal to suit your needs.
What should I know before booking a Glenside travel package?
You'll enjoy amazing savings when you bundle your flights, hotels and rental cars into a package. Plus, booking everything in one spot makes trip planning much easier. So why waste your time or money? Whether you're putting together an upscale romantic escape or a low-cost family break, explore our holiday packages today.
Can I choose my airline with a Glenside Expedia holiday package?
Yes — that's the beauty of an Expedia package. You're the boss! We have more than 550 airline partners worldwide, so you have loads of choice when putting together your Glenside getaway.
If I'm not able to travel, can I cancel my Glenside holiday package?
Yes, you can cancel your Glenside booking if your plans have been upended. Whether you'll incur a fee or not depends on your airline, hotel or car rental company. You may be able to cancel or change your booking free of charge if you booked in the last 24 hours. Visit our Customer Service Portal to learn more.

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* 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.