Portland Vacations

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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 ₩154,961 per night from Sep 7 to Sep 8
₩154,961
₩173,556 total
Sep 7 - Sep 8
includes taxes & fees
9/10 Wonderful! (338 reviews)
"It was close to Haynes park where we were attending a family reunion and Walmart where we shopped and got gas for the trip home."

Reviewed on Aug 18, 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 ₩103,755 per night from Aug 25 to Aug 26
₩103,755
₩116,207 total
Aug 25 - Aug 26
includes taxes & fees
6.6/10 (69 reviews)
"The staff was very nice and the room was clean with a comfortable bed. The only two things bad were the drinking vending machine was empty and they didn't give us enough pillows, because we are two pillow sleepers."

Reviewed on Jul 28, 2025

Motel 6 Portland, IN
Hoosier Inn

Hoosier Inn

2.5 out of 5
1620 N Meridian St, Portland, IN
The price is ₩105,844 per night from Aug 30 to Aug 31
₩105,844
₩118,559 total
Aug 30 - Aug 31
includes taxes & fees
8.6/10 Excellent! (128 reviews)
Best ever
"The couple running the inn and staff were friendly and very helpful. Next trip to the area I'll be staying there even with larger chain hotels just down the road"

Reviewed on Jul 21, 2025

Hoosier Inn
See all 125 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.