Diamond Holidays

  • Plan, book, travel with confidence
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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Top hotels in Diamond

Courtyard by Marriott Portland City Center
Courtyard by Marriott Portland City Center
3.5 out of 5
550 SW Oak Street, Portland, OR
Fully refundable
The price is S$150 per night from 27 Nov to 28 Nov
S$150
includes taxes & fees
27 Nov - 28 Nov
8.4/10 Very Good! (1,484 reviews)
"Staff were so friendly and welcoming, smiling and let me check in early. Such relief after a long flight. Really comfortable bed, nice room. Good location."

Reviewed on 24 Nov,2024

Courtyard by Marriott Portland City Center
Embassy Suites by Hilton Portland Airport
Embassy Suites by Hilton Portland Airport
3.5 out of 5
7900 Ne 82nd Ave, Portland, OR
Fully refundableReserve now, pay when you stay
The price is S$174 per night from 7 Dec to 8 Dec
S$174
includes taxes & fees
7 Dec - 8 Dec
8.8/10 Excellent! (1,950 reviews)
"Kids loved the water feature with the koi fish!"

Reviewed on 23 Nov,2024

Embassy Suites by Hilton Portland Airport
Red Lion Hotel Portland Airport
Red Lion Hotel Portland Airport
3 out of 5
7101 NE 82nd Ave, Portland, OR
Fully refundableReserve now, pay when you stay
The price is S$127 per night from 20 Dec to 21 Dec
S$127
includes taxes & fees
20 Dec - 21 Dec
7.2/10 Good! (2,217 reviews)
"Front desk was very helpful and quick."

Reviewed on 22 Nov,2024

Red Lion Hotel Portland Airport
See all 17,679 properties in Oregon
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 Diamond holiday package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Diamond from just . And the more you bundle, the more you save. The holiday of your dreams has never been so affordable.
How do I get a cheap travel package to Diamond?
Combine your hotels and flights, toss in extras such as activities or a rental car, and save with a Diamond holiday package. You won’t just land wonderful discounts on your getaway — you’ll have loads of choice too. When you book through Expedia, you’ll have your pick of over 550 airlines and 1,000,000 properties around the world. Your affordable holiday starts right here, right now!
How far in advance should I book my Diamond holiday?
Reserving your flights early with Expedia means one less thing to have to worry about. Most carriers display prices up to a year in advance. This is typically the cheapest time to book. If circumstances have left you booking late, discount tickets to Diamond will sometimes occur just weeks before departure.
What does an Expedia Diamond travel package include?
You can select from any combination of hotels, rental cars and flights. Once you’ve made your booking, you can add tours and experiences. Want to pick your airfare class? That’s also easy to do. The choice is all yours when it comes to planning your ideal Diamond trip.
What should I know before booking a Diamond travel package?
You can save a tidy sum by bundling your hotels, airfares and rental cars. Once you’ve created your package, you can add on day tours or experiences. Your next unforgettable holiday is only a couple of clicks away.
Can I choose my airline with a Diamond Expedia holiday package?
The choice is all yours! We have access to over 550 airlines worldwide, so you can tailor your Diamond escape according to your style and budget.
If I'm not able to travel, can I cancel my Diamond holiday package?
Plans can change unexpectedly, so yes, you can. You may be able to amend or cancel your Diamond holiday package for free within 24 hours of booking. For bookings made more than 24 hours ago, you can still make the necessary changes, but your car rental company, hotel or airline may charge additional fees. Need more information? Check out our Customer Service Portal. We’re here to help make sure your getaway goes off without a hitch.

* 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.