Portland Holidays from NZ$2,144

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The Latest Portland Holiday Deals

Price found within the past 48 hours. Click for updated prices.
The LEEF Hotel

The LEEF Hotel

2 out of 5
Citrus Grove
per person
15 Aug - 20 Aug
found 22 hours ago
Return direct flight included
Auckland (AKL) to Los Angeles (LAX)
8.6/10 Excellent! (61 reviews)
The room very nice and clean !!

Reviewed on 10 Jul. 2025

Chamberlain West Hollywood

Chamberlain West Hollywood

4 out of 5
West Hollywood
per person
15 Aug - 20 Aug
found 22 hours ago
Return direct flight included
Auckland (AKL) to Los Angeles (LAX)
9/10 Wonderful! (1,005 reviews)
The property is nice and in the heart of West Hollywood. It was nice and quiet. The water pressure in the shower was a little low but all in all I had an excellent stay.

Reviewed on 4 Jul. 2025

Level Los Angeles Downtown - South Olive

Level Los Angeles Downtown - South Olive

4.5 out of 5
Downtown Los Angeles
per person
15 Aug - 20 Aug
found 22 hours ago
Return direct flight included
Auckland (AKL) to Los Angeles (LAX)
8.4/10 Very Good! (1,084 reviews)
On Friday night, we called the help desk 3 times requesting new towels for our room which never got delivered. We actually started joking about the situation after a few drinks but would have appreciated if the request was fulfilled. Good thing the room has a washer and dryer for us to use!!

Reviewed on 7 Jul. 2025

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
per person
19 Sept - 23 Sept
found 2 hours ago
Return direct flight included
Auckland (AKL) to New York (JFK)
9/10 Wonderful! (1,009 reviews)
Staff are fantastic!

Reviewed on 7 Jul. 2025

The Hollywood Roosevelt

The Hollywood Roosevelt

4 out of 5
Hollywood
per person
15 Aug - 20 Aug
found 22 hours ago
Return direct flight included
Auckland (AKL) to Los Angeles (LAX)
8.8/10 Excellent! (1,515 reviews)
Pros : Nice and convenient location. Has a very nice pool which is great to relax during summer time. Cons : We stayed at the caban rooms, The room size was very nice but lighting was very bad. Very dark rooms even during the day. And we changed our room feom one siide of the property to the other and it was still dark the valet is too expensive, 70 bucks a day. You can park across the street for 30 The crowd used to be younger and more hip in the past, it feels like the hotel didnt keep up with the times, its not really a very in hotel The mail room is a nightmare to deal with. If you mail something to the hotel its a very complicated process to retrieve your package.

Reviewed on 11 Jul. 2025

Portland Holiday

Our pick of the best Portland Hotel Deals

Merlot Sunset B&B
Merlot Sunset B&B
3 out of 5
13 Station Road, Highway #15 - Rideau Lakes Tourist Area, Rideau Lakes, ON
Get rates
Merlot Sunset B&B
Econo Lodge
Econo Lodge
2.5 out of 5
33 Centre Street, Smiths Falls, ON
Fully refundableReserve now, pay when you stay
The price is NZ$156 per night from 16 July to 17 July
NZ$156
16 July - 17 July
includes taxes & fees
6.6/10 (756 reviews)
Enjoyable stay.
"It was a very nice room and the view off of the balcony was very nice. The breakfast selection was good. Wife loved the automatic pancake maker."

Reviewed on 4 Jul. 2025

Econo Lodge
Best Western Smiths Falls Hotel
Best Western Smiths Falls Hotel
2.5 out of 5
88 Lombard Street, Smiths Falls, ON
Fully refundableReserve now, pay when you stay
The price is NZ$196 per night from 21 July to 22 July
NZ$196
21 July - 22 July
includes taxes & fees
8.6/10 Excellent! (650 reviews)
"Very friendly staff and the room was very clean and the bed was very comfortable"

Reviewed on 9 Jul. 2025

Best Western Smiths Falls Hotel
See all 233 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.

Discover the most popular places to visit in Portland

Evergreen Golf Course

Enjoy a round of golf in Rideau Lakes at Evergreen Golf Course. Discover the waterfalls while you're in the area.

Evergreen Golf Course

Frequently asked questions

How much does a Portland holiday package cost?
You can pick up a holiday package to this top destination from NZ$2,144 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.