Portland Holidays from NZ$1,739

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The Latest Portland Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Hollywood Inn Suites Hotel

Hollywood Inn Suites Hotel

NZ$1,739
per person
9 Nov - 16 Nov
found 1 day ago
Return direct flight included
Auckland (AKL) to Los Angeles (LAX)
8.4/10 Very good! (2,105 reviews)
Ink 48 Hotel

Ink 48 Hotel

Manhattan
NZ$4,984
per person
26 Dec - 2 Jan
found 4 hours ago
Return direct flight included
Auckland (AKL) to New York (JFK)
8.4/10 Very good! (1,777 reviews)
Lady at check in rushed through the process and grabbed our credit card and inserted it to pay for the $45/day fee (no idea what it even covered and wasn’t explained when asked). The rooftop bar was open to the public and required a reservation that was not explained ahead of time and the guy at the Elevator was rude about it. Overall, Location is not ideal, it is almost a mile to the closest subway, and there are not many food options close by. The staff throughout the trip and at the end at checkout were really nice including the bag storage. We’ve been to NYC multiple times and decided to try something new and overall was disappointed by the “amenities” fee and inconvenient location. Overall experience was not horrible, but I would not recommend this hotel to somebody.

Reviewed on 8 Oct 2026

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

NZ$7,801
per person
26 Dec - 2 Jan
found 5 hours ago
Return direct flight included
Auckland (AKL) to Miami (MIA)
9/10 Wonderful! (281 reviews)
YOTEL New York Times Square, Select by Hilton

YOTEL New York Times Square, Select by Hilton

Manhattan
NZ$4,885
per person
26 Dec - 2 Jan
found 4 hours ago
Return direct flight included
Auckland (AKL) to New York (JFK)
7.8/10 Good! (3,060 reviews)
It was not bad room were very small but I guess that’s NYC

Reviewed on 9 Oct 2026

The Lombardy Hotel

The Lombardy Hotel

Manhattan
NZ$5,972
per person
26 Dec - 2 Jan
found 4 hours ago
Return direct flight included
Auckland (AKL) to New York (JFK)
9/10 Wonderful! (1,594 reviews)

Portland Holiday

Our pick of the best Portland Hotel Deals

Econo Lodge

Econo Lodge

33 Centre Street Smiths Falls ON
Fully refundable
NZ$155
18 Oct - 19 Oct
includes taxes & fees
Econo Lodge
Perth Plaza Inn & Suites

Perth Plaza Inn & Suites

40 Dufferin St. Perth ON
Fully refundableReserve now, pay when you stay
NZ$128
21 Oct - 22 Oct
includes taxes & fees
Perth Plaza Inn & Suites
Perth Parkside Hotel and Spa, BW Premier Collection

Perth Parkside Hotel and Spa, BW Premier Collection

82 Peter Street Perth ON
Fully refundableReserve now, pay when you stay
NZ$295
18 Oct - 19 Oct
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
"Excellent location. Great amenities. Wonderful stay."

Reviewed on 9 Oct 2026

Perth Parkside Hotel and Spa, BW Premier Collection
See all 228 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.

Stay near popular Portland attractions

Len's Cove Marina

Explore the waterfront in Portland with a trip to Len's Cove Marina.
See properties

Bayview Yacht Harbour

Explore the waterfront in Portland with a trip to Bayview Yacht Harbour.
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Portland Beach

Why not spend a lazy afternoon at Portland Beach during your trip to Portland?
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Rideau Lakes Public Library - Portland Branch

Rideau Lakes Public Library - Portland Branch is just one of the places to see in Portland, so why not enjoy the other things to explore during your travels?
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Frequently asked questions

How much does a Portland holiday package cost?
You can pick up a holiday package to this top destination from NZ$1,739 on Expedia. However, how much your holiday to Portland costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Portland?
To pick up cheap Portland holiday packages, organise your getaway outside of busy periods like public holidays and major events. You'll typically find better availability and lower prices when it's less busy.
How many days is enough for Portland?
Usually, a handful of days is enough to check out the main attractions during your Portland holiday. But if you'd like to have more time to rest or take day tours, consider extending your itinerary.
How to find the best Portland package deals?
Use Expedia's handy filters to find some great Portland package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or search for Portland package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your holiday package well in advance.
Is it cheaper to book a Portland holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component individually. And you'll still get the flexibility to create a customised Portland holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Portland?
If you've got your Portland holiday dates locked in, book as early as you can to snap up some fantastic deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Portland?
  1. Pick the right time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to visit Portland.
  2. Plan your budget wisely: As well as the cost of your hotel, you should factor in other expenses too. These include transportation, flights and food. Also, set aside some extra funds for unexpected costs that may crop up during your trip to Portland.
  3. Work out your trip length: Think about how long you'd like to spend exploring Portland. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a customised Portland holiday package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.