Portland Holidays

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    Better together

    Save up to €185 when you book a flight and hotel together*
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    Plan, book, and manage your trip all in one place

Top hotels in Portland

Eco-friendly Farmstay Sugarloaf

Eco-friendly Farmstay Sugarloaf

Portland
9.8/10 Exceptional! (26 reviews)
Perfect Stay
"Review of tiny house :Thank you for letting us stay in your tiny house . It was an absolute treat .The perfect getaway for us to take our daughter and our dog . Waking up in the country to beautiful fresh air , our dog exploring the paddocks .The sheep , the cows , the chickens, horses… our daughter ..."

Reviewed on 22 Apr 2025

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Eco-friendly Farmstay Sugarloaf
Iris Acres Modern Farmhouse in Portland

Iris Acres Modern Farmhouse in Portland

Portland
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Iris Acres Modern Farmhouse in Portland
Eco tiny home williwa

Eco tiny home williwa

Portland
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Eco tiny home williwa
See all 157 properties in Portland
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?
You can pick up a holiday package to this popular destination on Expedia. However, how much your holiday to Portland costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Portland?
You can generally find reduced prices and greater availability in May, June and August. Browse our cheap Portland holiday packages and you could land some excellent off-season deals.
How many days is enough for Portland?
Usually, a handful of days is enough to see the major attractions during your Portland holiday. However, if you prefer to have some time to rest or go on day tours, consider extending your itinerary.
How to find the best Portland package deals?
Use Expedia's filters to help you find some terrific Portland package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Portland package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your holiday package as soon as possible.
Is it cheaper to book a Portland holiday as a package?
An Expedia holiday package could land you great savings when compared to booking flights and accommodation individually. Better still, you can customise your Portland escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Portland?
Secure incredible discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Portland adventure.
How to plan a trip to Portland?

  1. Pick your dates: What you want to do in Portland and your favourite season will help you decide when to go.
  2. Set a budget: Factor in costs such as food, flights and transportation when working out how much to save for your trip to Portland. Then, select a hotel that fits your budget, whether that's a low-cost stay or a lavish retreat.
  3. Decide your trip length: Consider how much time you want to spend exploring Portland. Plan your days so you can get to all the attractions and activities you're interested in without rushing.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to find a Portland holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.