Portland Vacations

Book a Hotel + Flight or Car together to unlock savings

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    Better together
    Save up to ₩234,741 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Find the Best Portland Vacation Packages

Portland Hotel Deals

Holiday Inn Express & Suites Portland by IHG
Holiday Inn Express & Suites Portland by IHG
2.5 out of 5
100 Holiday Dr, Portland, IN
Fully refundable
The price is ₩141,067 per night from Jul 13 to Jul 14
₩141,067
₩157,994 total
Jul 13 - Jul 14
includes taxes & fees
9.2/10 Wonderful! (328 reviews)
"Great staff. Well kept."

Reviewed on Jun 30, 2025

Holiday Inn Express & Suites Portland by IHG
Motel 6 Portland, IN
Motel 6 Portland, IN
2 out of 5
1147 US-27, Portland, IN
Fully refundableReserve now, pay when you stay
The price is ₩101,717 per night from Jul 4 to Jul 5
₩101,717
₩113,923 total
Jul 4 - Jul 5
includes taxes & fees
6.6/10 (64 reviews)
"Staff had to be called no one to greet me to chk in..."

Reviewed on Jun 11, 2025

Motel 6 Portland, IN
Hoosier Inn
Hoosier Inn
2.5 out of 5
1620 N Meridian St, Portland, IN
Fully refundable
The price is ₩103,765 per night from Jul 26 to Jul 27
₩103,765
₩116,230 total
Jul 26 - Jul 27
includes taxes & fees
8.8/10 Excellent! (123 reviews)
"The folks who own and run the Hoosier Inn treat us like small town family."

Reviewed on Jun 26, 2025

Hoosier Inn
See all 120 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.

Frequently asked questions

How much does a Portland vacation package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a vacation to Portland costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Portland?
If you'd like to book a cheap Portland vacation package, consider planning a trip in January, February and March. You're likely to find better prices on hotels and airfares during these quieter months --- perfect for travelers wishing to save money.
How many days is enough for Portland?
Typically, a handful of days is enough to tick off the top sights during your Portland vacation. However, if you want to have time to unwind or go on day trips, consider extending your itinerary.
How to find the best Portland package deals?
Use Expedia's filters to help you find some terrific Portland package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Portland package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Portland vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and stays individually. Better still, you can tailor your Portland trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Portland?
If you have your Portland travel dates finalized, book as soon as you can to score some unbeatable deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are great for quick escapes.
How to plan a trip to Portland?

  1. Choose when to go: Check your schedule and get packing. Your preferred time of year and the activities available will also help you decide when to escape to Portland.
  2. Plan your budget wisely: As well as the cost of your stay, you'll need to consider other expenses too. These include flights, transportation and food. Also, put aside some extra funds for unexpected costs that may come up during your trip to Portland.
  3. Decide how long to go for: Now that you know more about Portland, you can work out the right length of your break. Put together a draft plan and give yourself enough time to cover everything you want to do.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to choose a Portland vacation package that brings all your bookings together.

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