Deals on vacations and trips to Portland

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Portland flight + hotel vacation packages

Ocho Rios Villa at The Palms
Ocho Rios Ocean View Villa at The Palms
Ocho Rios Villa at the Palms II
Fern Court Apartment With Oceanic View
Ocho Rios Villa at Coolshade VI
Prices and availability subject to change. Additional terms may apply.

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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.

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Frequently asked questions

How much are vacation packages to Portland?
With offers starting from as little as $717, hotel and flight packages are an excellent way to stretch your travel budget. Get ready Portland — here you come!
Where can I get the best vacation package deals for Portland?
Travelocity is here to help you snap up a great Portland package deal. With 400 air carriers and 1,000,000 properties across the globe, you’re bound to be able to put together the perfect itinerary.
Why should I book my Portland vacation package with Travelocity?
We make traveling the world easy. Whether you’re looking for an amazing new place to wander around or want to ensure you get the best price on offer, we’ve got you covered. Our 24/7 support, high-quality service and Price Match Guarantee mean you can book with confidence.
Can I save on my Portland car rental if I bundle it with a hotel or flight?
Sure can — and booking one of our Portland vacation packages is the simplest way to do this. Bundle any combination of a car, flight, hotel and experience and score awesome discounts. The more you book, the more you’ll save. There are loads of impressive sights around Portland to put on your must-see list, including Dunns River Falls (50 mi from Portland). Nothing tops exploring amazing places like this with the freedom of your own car rental.
What is the best time of year to go to Portland?
Going in the quietest months, September, November and December, comes with a few upsides — think cheap flights and hotels and less bumping elbows with tourist crowds. But there’s a real charm to the destination during the busy season. More events are likely to be on and more attractions will be open in February, June and August. If you’re eager to save, usually offers the lowest hotel prices. Expect to pay more for a room in .
What is there to do in Portland?
As you’re roaming about Portland, don’t forget to stop by Boston Bay Beach and Somerset Falls. You won’t be short of things to do!