Portland Vacations

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Find the Best Portland Vacation Packages

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
The price is ₩152,580 per night from Aug 13 to Aug 14
₩152,580
₩167,845 total
Aug 13 - Aug 14
includes taxes & fees
7.6/10 Good! (1,000 reviews)
"We were really surprised how comfortable the bed and nice the room was for the amount of money. Felt like we were in a 4 star hotel room. Casino has smoking but the AC was on to filter it out. Did not have to go thru casino to get to the room. Plenty of free parking"

Reviewed on Aug 6, 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
The price is ₩188,064 per night from Aug 24 to Aug 25
₩188,064
₩204,990 total
Aug 24 - Aug 25
includes taxes & fees
7.8/10 Good! (490 reviews)
"Property was very maintained and very clean would stay again"

Reviewed on Jul 21, 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
The price is ₩96,989 per night from Aug 15 to Aug 16
₩96,989
₩109,111 total
Aug 15 - Aug 16
includes taxes & fees
7/10 Good! (670 reviews)
"Nice"

Reviewed on Jul 8, 2025

Days Inn by Wyndham Lake Village
See all 38 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 make travel planning easier and your savings go further.
What are the cheapest months to go to Portland?
If you're hoping to book a cheap Portland vacation package, consider planning a trip in January, February and November. You'll generally find better rates on flights and accommodations during these months — ideal for travelers wishing to save money.
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 handful of days to a week will give you plenty of time to hit all the leading sights and discover some hidden treasures 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.
How to plan a trip to Portland?

  1. Pick your dates: The things you plan to do in Portland and your preferred season will help you decide when to travel.
  2. Set a budget: Factor in costs like flights, meals and transportation when working out how much to set aside for your trip to Portland. Then, pick a hotel that suits your budget, whether that's an affordable stay or a swankier getaway.
  3. Determine how many days away: Start by making a list of all the attractions you'd like to experience in Portland. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a tailored Portland vacation package.

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