Portland Vacations from $418

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The Latest Portland vacation packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Indianapolis Downtown IUPUI
InterContinental Indianapolis by IHG
Embassy Suites by Hilton Indianapolis Downtown
Homewood Suites by Hilton Indianapolis Downtown IUPUI
The Landing Apartments By Barsala
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Portland Hotel Deals

Motel 6 Portland, IN

Motel 6 Portland, IN

2 out of 5
1147 US-27, Portland, IN
Fully refundableReserve now, pay when you stay
$67 nightly
The price is $76 total per night from Aug 29 to Aug 30
$76 total
Aug 29 - Aug 30
Total includes taxes and fees
6.6/10 (68 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
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
$108 nightly
The price is $121 total per night from Sep 1 to Sep 2
$121 total
Sep 1 - Sep 2
Total includes taxes and fees
9/10 Wonderful! (334 reviews)
"Everything was great. Loved the chair with built in ottoman. Comfortable to sit in. Breakfast was very nice with plenty of choices and varied each day. Staff was excellent."

Reviewed on Jul 28, 2025

Holiday Inn Express & Suites Portland by IHG
Hoosier Inn

Hoosier Inn

2.5 out of 5
1620 N Meridian St, Portland, IN
Fully refundable
$77 nightly
The price is $86 total per night from Aug 8 to Aug 9
$86 total
Aug 8 - Aug 9
Total includes taxes and fees
8.8/10 Excellent! (127 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
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.

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Frequently asked questions

How much does a Portland vacation package cost?
Offering great value package deals from $418 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?
February, May and June are great times to search for cheap Portland vacation packages. Choosing to travel in quieter months means you can usually find reduced prices on flights and accommodations.
How many days is enough for Portland?
The ideal length of your Portland vacation depends on what you'd like to do and see. Usually, a handful of days to a week will give you time to tick off all the main sights and discover some hidden gems along the way.
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.
Does Expedia offer Book Now, Pay Later Portland vacation packages?
If you're like us, you love discovering new places but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Portland trip across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.