Portland Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Packages with flights are ATOL protected

Portland Essential Information

Language
English
Currency
U.S dollars
Population
430
Max Temp Winter
13ºC
Max Temp Summer
32ºC

Top hotels in Portland

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 £90 per night from 5 Jul to 6 Jul
£90
5 Jul - 6 Jul
includes taxes & fees
7.8/10 Good! (1,000 reviews)
"Bed was clean and comfortable, but the carpet needed vacuuming. Only one bath towel provided. Restaurant doesn't open until 10am so don't plan on getting breakfast early. Very small casino on site but I didn't see anyone winning."

Reviewed on 1 Jul 2026

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 £101 per night from 26 Jul to 27 Jul
£101
26 Jul - 27 Jul
includes taxes & fees
8/10 Very good! (601 reviews)
"This place is "tru" alright..Truly a joke that is. The concept is low rent. It attracted low rent people. The staff are watching movies on a pad, sprawled out on the couch at 6:00 a.m. It is basically a 2 star dump. I travel a lot, folks. Do not stay here!"

Reviewed on 29 Jun 2026

Tru By Hilton Greenville
Hotel 27

Hotel 27

2 out of 5
211 South Walnut Street Greenville MS
The price is £83 per night from 6 Jul to 7 Jul
£83
6 Jul - 7 Jul
includes taxes & fees
9/10 Wonderful! (333 reviews)
"I’ve stayed here before and our first stay was excellent! We got a suite the first stay. It was very clean and a nice room. However, this time we got a real rageddy regular room that had no closet, no hangers, things were broken and stained, and though it was fairly clean there was grout everywhere ..."

Reviewed on 27 Jun 2026

Hotel 27
See all 42 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Portland travel package cost?
Our Portland travel packages, which start at just , are an easy way to save precious money. Pick and choose your preferred hotels, flights and rental car to create a customized getaway.
If I'm not able to travel, can I cancel my Portland travel package?
Don't stress if you're rethinking your Portland travel package — you can cancel or change your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur charges from your hotel, airline or car rental company. We understand life can sometimes throw you a curveball, so make your way to our Customer Service Portal if that occurs. When you're ready to make changes, we'll take care of it.
How do I get a cheap travel package to Portland?
If you love amazing deals, combine your bookings into a Portland travel package. Whether you're looking for hotels, flights, tours or rental cars, you can book them all in one place. You'll have ample choice at your fingertips too. Expedia has over 550 partner airlines and 1,000,000 properties globally to take your pick of. Fly with who you want, stay in a place you like and save precious dollars — now that's the ideal escape!
Does Expedia offer Book Now, Pay Later Portland holidays?
Your bank balance shouldn't stop you from taking a holiday, so Expedia has worked out a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book your dream getaway without eating away at your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your trip. Consider one of these flexible payment options:

  • Pay monthly holidays: If paying small amounts each month sounds best for you, Klarna can help. Paying in convenient monthly instalments will make that dream getaway possible.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay off your trip in multiple transactions.
  • Low deposit holidays: If paying a small percentage of your trip (rather than the total upfront) makes it easier to click that "book now" button, choose a low deposit holiday payment plan from Klarna.

What are the top hotels in Portland?
Book a room at Days Inn by Wyndham Lake Village. It's one of this area's most in-demand properties. Another well-known option in Portland is South Shore Cottages.
How far in advance should I book my Portland holiday?
It's hard to pick the best time for airfares, but we generally suggest the earlier, the better. Plenty of international flights on Expedia become available up to a year in advance. If you can't book early, don't fret. Bargain prices occasionally appear just weeks before departure dates.
What does an Expedia Portland travel package include?
Flights, hotels and a cool car for all your fun road trip adventures. Simply choose your favourite bundle and gain access to great discounts. Once you've made your booking, add on a couple of tours and experiences and watch your savings pile up. When it comes to planning your Portland holiday, you're the one in control!
What should I know before booking a Portland travel package?
You'll save big with an Expedia travel package. Combine your airfares, rental cars and hotels and score terrific discounts. Hotels aren't your only choice, though. Book with us and select from beach villas, cosy city apartments and even treehouses and ranches!
Can I choose my airline with a Portland Expedia travel package?
With a travel package, you're the boss. Whether you'd prefer to fly to Portland in first class or coach, simply pick from the available airline options. Expedia has access to more than 550 airline partners around the world.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.