Portland Vacations from $185

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The Latest Portland vacation packages

Price found within the past 48 hours. Click for updated prices.
Ruleville Inn By OYO

Ruleville Inn By OYO

2.5 out of 5
Price was $209, price is now $185 per person
$185
per person
Dec 26 - Dec 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Greenville (GLH)
5.6/10 (52 reviews)
The rooms need to be sprayed for roaches

Reviewed on Dec 1, 2022

Motel 6 Cleveland, MS - Delta State University

Motel 6 Cleveland, MS - Delta State University

2 out of 5
Price was $239, price is now $218 per person
$218
per person
Dec 26 - Dec 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Greenville (GLH)
8.2/10 Very Good! (203 reviews)
Room is comfortable and convenient. Staff is always friendly

Reviewed on Nov 3, 2025

Dreamland Inn and Suites

Dreamland Inn and Suites

2.5 out of 5
Price was $477, price is now $440 per person
$440
per person
Dec 28 - Dec 31
just found
Roundtrip non-stop flight included
Grand Rapids (GRR) to Greenville (GLH)
7.2/10 Good! (41 reviews)
Its near the highway and businesses.

Reviewed on Oct 19, 2025

Holiday Inn Express & Suites Senatobia I 55 by IHG

Holiday Inn Express & Suites Senatobia I 55 by IHG

2.5 out of 5
Price was $559, price is now $532 per person
$532
per person
Dec 28 - Dec 31
just found
Roundtrip non-stop flight included
Grand Rapids (GRR) to Greenville (GLH)
9/10 Wonderful! (109 reviews)
Nice and clean with friendly staff, would stay there again

Reviewed on Oct 20, 2025

Turn On Inn

Turn On Inn

3 out of 5
Price was $276, price is now $264 per person
$264
per person
Dec 26 - Dec 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Greenville (GLH)
9.4/10 Exceptional! (54 reviews)
Staff was great, kitchen is well equipped. It's really just a 1 bedroom house.We recommend

Reviewed on Nov 10, 2025

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Portland Hotel Deals

Harlow's Casino Resort & Spa

Harlow's Casino Resort & Spa

3.5 out of 5
4280 Harlow's Blvd, Greenville, MS
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $115 total per night from Nov 17 to Nov 18
$115 total
Nov 17 - Nov 18
Total with taxes and fees
7.6/10 Good! (1,000 reviews)
Very nice facility.

Reviewed on Nov 3, 2025

Harlow's Casino Resort & Spa
Tru By Hilton Greenville

Tru By Hilton Greenville

2.5 out of 5
600 Rayner Road, Greenville, MS
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $139 total per night from Nov 23 to Nov 24
$139 total
Nov 23 - Nov 24
Total with taxes and fees
7.8/10 Good! (517 reviews)
Yes

Reviewed on Nov 10, 2025

Tru By Hilton Greenville
Days Inn by Wyndham Lake Village

Days Inn by Wyndham Lake Village

2 out of 5
912 Hwy 65/82 South, Lake Village, AR
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $87 total per night from Nov 28 to Nov 29
$87 total
Nov 28 - Nov 29
Total with taxes and fees
7/10 Good! (701 reviews)
Yes

Reviewed on Nov 8, 2025

Days Inn by Wyndham Lake Village
See all 39 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.

Find the Best Portland Vacation Packages

Portland Essential Information

Language
English
Currency
U.S dollars
Population
430

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Frequently asked questions

How much does a Portland vacation package cost?
Offering great value package deals from $185 on Expedia, you'll be pleasantly surprised at how much a vacation to Portland costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Portland?
You can generally find lower prices and better availability in August, October and December. Check out our cheap Portland vacation packages and you could land some excellent off-season deals.
How many days is enough for Portland?
The ideal length for your Portland vacation depends on what you'd like to see and do. Usually, a few days to a week will give you plenty of time to check out all the major sights and explore some hidden gems along the way.
How to find the best Portland package deals?
Bagging a cheap Portland package deal is easy with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, add a couple of filters and see what's available. You can fine-tune your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most affordable Portland package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book a Portland vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and hotels individually. Better still, you can personalize your Portland trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Portland?
If you've got your Portland travel dates locked in, book early to grab some fantastic deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are ideal for impromptu escapes.
Does Expedia offer Book Now, Pay Later Portland vacation packages?
Secure your dream trip to Portland with help from Expedia's Book Now, Pay Later vacations. No need to save up or hold off until your next paycheck — we've teamed up with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans allow you to spread the total cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's a breeze to budget for your trip and snap up bargains before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.