Portland Vacations from ￥586,929

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ￥109,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Portland Vacation Packages

Price found within the past 48 hours. Click for updated prices.
W New York - Times Square

W New York - Times Square

4.5 out of 5
Manhattan
Price was ￥1,078,108, price is now ￥586,929 per person
￥586,929
per person
Aug 26 - Aug 31
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
8.8/10 Excellent! (2,357 reviews)
World class service!

Reviewed on Jul 27, 2026

Park Terrace Hotel

Park Terrace Hotel

4 out of 5
Manhattan
Price was ￥1,171,258, price is now ￥649,915 per person
￥649,915
per person
Aug 26 - Aug 31
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
9.4/10 Exceptional! (1,959 reviews)
Cute hotel. Very convenient. Clean and comfortable.

Reviewed on Jul 27, 2026

The Westin New York Grand Central

The Westin New York Grand Central

4.5 out of 5
Manhattan
Price was ￥1,160,450, price is now ￥663,636 per person
￥663,636
per person
Aug 26 - Aug 31
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
9/10 Wonderful! (3,751 reviews)
This was a wonderful hotel in a great location super friendly staff always willing to help out

Reviewed on Jul 27, 2026

Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Price was ￥1,253,978, price is now ￥717,854 per person
￥717,854
per person
Aug 26 - Aug 31
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
9/10 Wonderful! (2,143 reviews)
Very clean beautiful hotel! I highly recommend this for great NYC location to many sight seeing landmarks!

Reviewed on Jul 27, 2026

Kimpton Hotel Eventi by IHG

Kimpton Hotel Eventi by IHG

4 out of 5
Manhattan
Price was ￥1,119,988, price is now ￥645,634 per person
￥645,634
per person
Aug 26 - Aug 31
found 15 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to New York (JFK)
9.4/10 Exceptional! (1,006 reviews)
Nice room, good restaurant and bar. Valet and bell service were outstanding. Front desk very helpful.

Reviewed on Jul 24, 2026

Find the Best Portland Vacation Packages

Portland Hotel Deals

Econo Lodge

Econo Lodge

2.5 out of 5
33 Centre Street Smiths Falls ON
Fully refundable
The price is ￥14,243 per night from Jul 30 to Jul 31
￥14,243
￥16,095 total
Jul 30 - Jul 31
includes taxes & fees
6.6/10 (957 reviews)
"Just the elevator is very slow and they only have one"

Reviewed on Jul 27, 2026

Econo Lodge
Tay Inn

Tay Inn

2.5 out of 5
125 Dufferin Street Perth ON
Fully refundableReserve now, pay when you stay
The price is ￥12,668 per night from Jul 29 to Jul 30
￥12,668
￥14,315 total
Jul 29 - Jul 30
includes taxes & fees
9.4/10 Exceptional! (820 reviews)
"The owner is very helpful and friendly. The room rates are extremely reasonable, especially given that our room (including the bathroom) was immaculately clean. You can tell the owner takes pride in keeping the rooms as well as the property in excellent shape. Highly recommended."

Reviewed on Jul 27, 2026

Tay Inn
Perth Parkside Hotel and Spa, BW Premier Collection

Perth Parkside Hotel and Spa, BW Premier Collection

3.5 out of 5
82 Peter Street Perth ON
Fully refundableReserve now, pay when you stay
The price is ￥26,730 per night from Aug 24 to Aug 25
￥26,730
￥30,205 total
Aug 24 - Aug 25
includes taxes & fees
9.4/10 Exceptional! (1,008 reviews)
"Very much enjoyed our stay. Location was perfect and walking distance to great shops and restaurants. Hotel was clean and staff were very friendly. Would recommend!"

Reviewed on Jul 27, 2026

Perth Parkside Hotel and Spa, BW Premier Collection
See all 257 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

Frequently asked questions

How much does a Portland vacation package cost?
You can pick up a vacation package to this top destination from ￥586,929 on Expedia. However, how much your vacation 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 vacation packages, organize 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 vacation. 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 vacation package well in advance.
Is it cheaper to book a Portland vacation as a package?
Expedia vacation 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 customized Portland vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Portland?
If you've got your Portland vacation 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, favorite 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 customized Portland vacation package.

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