Portland Holiday Packages
Save when you book Portland package deals
Book your Portland holiday
Don't fritter away your hard-earned cash! Be a smart spender with Wotif.
Roll your flights and hotels into one simple package.
With your extra cash, you won't run short of things to do in Portland.
How does an additional sound to you? Well, that's what you could save if you act soon. And don't forget — you can mix and match from more than 550 airlines and 665,000 worldwide properties.
Everyone loves a great deal, and Wotif's affordable prices will surely satisfy. You'll be packing your bags and cruising down the runway in no time at all.
Portland Accommodation
You might find it a tad difficult finding anywhere to stay in Portland, but don't let that dampen your getaway. Nearby Dunkirk has a range of really cool properties to select from, such as the White Inn, Clarion Hotel & Conference Centre, Best Western Dunkirk & Fredonia Inn, Comfort Inn and Days Inn by Wyndham Fredonia/Dunkirk.
Car Hire in Portland
If you'd like to rent some wheels not long after arriving at Chautauqua County Airport, head to Enterprise (2124 Washington Street), a short drive away. They'll get you and your posse on the road in no time. Just remember to call dibs on the front seat.
Holidays to Portland
Thinking about scratching your travel itch in Portland? We don't blame you. But before you head to this incredible destination, how about we fill you in on the basics?
If you're coming in via the nearby city of Dunkirk, Portland is 15 kilometres to the southwest. If you're coming in from Jamestown, you'll have to make your way northwest for 35 kilometres.
Top Portland hotels
Cozy Lake-View Cottage for 4 · Wine Tasting Included · Pet Friendly
"The cottage was so lovely. Julie thought of everything from the dog bowls and dog bed, to the kitchen, everything you need to make a meal or bake a tasty treat - all you need are the ingredients. The cottage is homey and welcoming. Due to weather our plans didn’t work out, luckily the cottage was ..."
Reviewed on 12 June 2026
Chautauqua Harbor Hotel - Jamestown
"Absolutely beautiful hotel"
Reviewed on 21 June 2026
Webb's Year Round Resort
"For $120 a night I was expecting a bit more for a "resort" property. The building's end doors did not lock nor require a room key. There was a large gap under the room's door allowing hallway noise to enter quite readily while I was trying to sleep. The AC worked well. There was only a 1/4 of a roll ..."
Reviewed on 21 June 2026
