Portland Vacations from $241

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The Latest Portland vacation packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Indianapolis-N.E./Castleton

Hampton Inn Indianapolis-N.E./Castleton

2.5 out of 5
Castleton
Save 100% on your flight
Price was $390, price is now $241 per person
$241
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Indianapolis (IND)
7.2/10 Good! (180 reviews)
Unfortunately, wouldn't stay there again

Reviewed on Aug 19, 2025

Baymont by Wyndham Indianapolis South

Baymont by Wyndham Indianapolis South

2.5 out of 5
Save 100% on your flight
Price was $452, price is now $288 per person
$288
per person
Oct 30 - Nov 2
found 23 hours ago
Roundtrip flight included
Dallas (DFW) to Indianapolis (IND)
7.4/10 Good! (432 reviews)
Great place to stop and sleep for the night. Breakfast was the perfect amount and choices

Reviewed on Aug 16, 2025

Hampton Inn Indianapolis Downtown IUPUI

Hampton Inn Indianapolis Downtown IUPUI

2.5 out of 5
Downtown Indianapolis
Save 100% on your flight
Price was $647, price is now $433 per person
$433
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Indianapolis (IND)
8.8/10 Excellent! (669 reviews)
Well appointed and clean. Great location

Reviewed on Aug 24, 2025

Homewood Suites by Hilton Indianapolis Downtown IUPUI

Homewood Suites by Hilton Indianapolis Downtown IUPUI

3 out of 5
Downtown Indianapolis
Save 100% on your flight
Price was $784, price is now $526 per person
$526
per person
Nov 12 - Nov 16
found 12 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Indianapolis (IND)
9.2/10 Wonderful! (572 reviews)
Amazing staff!! Made my children feel so welcome, this is a family friendly place to stay for sure.

Reviewed on Aug 21, 2025

InterContinental Indianapolis by IHG

InterContinental Indianapolis by IHG

4 out of 5
Downtown Indianapolis
Save 100% on your flight
Price was $884, price is now $609 per person
$609
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Indianapolis (IND)
9.4/10 Exceptional! (67 reviews)
Really nice hotel!!!

Reviewed on Aug 17, 2025

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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
$112 nightly
The price is $125 total per night from Sep 7 to Sep 8
$125 total
Sep 7 - Sep 8
Total with taxes and 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
$67 nightly
The price is $76 total per night from Aug 28 to Aug 29
$76 total
Aug 28 - Aug 29
Total with taxes and 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
$77 nightly
The price is $86 total per night from Aug 30 to Aug 31
$86 total
Aug 30 - Aug 31
Total with taxes and 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.

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Frequently asked questions

How much does a Portland vacation package cost?
Offering great value package deals from $241 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.