Portland Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to AU$2,500 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Portland Holiday
Portland Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 430 |
Max Temp Winter | 13ºC |
Max Temp Summer | 32ºC |
Our pick of the best Portland Hotel Deals
Harlow's Casino Resort & Spa
4280 Harlow's Blvd Greenville MS
Fully refundableReserve now, pay when you stay
AU$165
15 Oct - 16 Oct
includes taxes & fees
7.8/10 Good! (1,002 reviews)
"I will never stay here again. This is the most depressing place to stay for a casino. I don't think the employees are happy and they protect that onto you. They're not very forthcoming. And act like they don't even want to be there. That 1 person smiled when I was there. That works there."
Reviewed on 11 Oct 2026
Hotel 27
211 South Walnut Street Greenville MS
AU$169
14 Oct - 15 Oct
includes taxes & fees
9/10 Wonderful! (373 reviews)
"You can’t beat the room rates at Hotel 27. The rooms were very clean with comfortable beds. The air conditioning wasn’t loud like in other places we have stayed. If I had to say there was anything they could improve on it would be breakfast but there is a Shipley Do-Nut place just a few blocks ..."
Reviewed on 11 Oct 2026
Tru By Hilton Greenville
600 Rayner Road Greenville MS
AU$168
4 Nov - 5 Nov
includes taxes & fees
8/10 Very good! (635 reviews)
"We really enjoyed our stay at the Tru Blue Hilton in Greenville. The town, people, and local attractions were easily accessible, and we liked the convenience of the hotel to downtown."
Reviewed on 12 Oct 2026
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 Portland holiday package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Portland costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Portland?
If you're hoping to book a cheap Portland holiday package, consider planning a trip in January, February and November. You'll generally find better rates on flights and accommodation during these months — ideal for travellers wishing to save money.
How many days is enough for Portland?
The ideal length for your Portland holiday depends on what you'd like to see and do. Usually, a handful of days to a week will give you plenty of time to hit all the leading sights and discover some hidden treasures along the way.
How to find the best Portland package deals?
Bagging a cheap Portland package deal is easy with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, add a couple of filters and see what's available. You can fine-tune your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most affordable Portland package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Portland holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to booking flights and hotels individually. Better still, you can personalise your Portland trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Portland?
If you've got your Portland travel dates locked in, book early to grab some fantastic deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to Portland?
- Pick your dates: The things you plan to do in Portland and your preferred season will help you decide when to travel.
- Set a budget: Factor in costs like flights, meals and transportation when working out how much to set aside for your trip to Portland. Then, pick a hotel that suits your budget, whether that's an affordable stay or a swankier getaway.
- Determine how many days away: Start by making a list of all the attractions you'd like to experience in Portland. Then, estimate how long you'll need for each, including any travel time.
- Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a tailored Portland holiday package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
