Southwest Portland Holidays from £1,321

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Shilo Inn Suites - Salem

Shilo Inn Suites - Salem

2.5 out of 5
North East Salem
Price was £1,414, price is now £1,321 per person
£1,321
per person
24 May - 30 May
found 1 day ago
Return flight included
London (LGW) to Portland (PDX)
7.2/10 Good! (1,000 reviews)
Everything was great, and the person at the front desk brought decaf packets to my room when she wasn't able to find them quickly at her station. 🙂

Reviewed on 2 Mar 2026

Youngberg Hill

Youngberg Hill

4 out of 5
Price was £2,187, price is now £1,912 per person
£1,912
per person
24 May - 30 May
found 1 day ago
Return flight included
London (LGW) to Portland (PDX)
9.4/10 Exceptional! (99 reviews)
This is an absolute gem of a place to stay in the area, we will definitely be back. The Inn is beautiful, clean and comfortable. The grounds and views are stunning.

Reviewed on 16 Mar 2026

The Independence

The Independence

3 out of 5
Price was £1,597, price is now £1,406 per person
£1,406
per person
24 May - 30 May
found 1 day ago
Return flight included
London (LGW) to Portland (PDX)
9.6/10 Exceptional! (1,012 reviews)
Absolutely beautiful hotel with all the amenities! The room was spacious, bed was extremely comfortable and it even had a balcony with a view of the cute town! Would definitely stay again!

Reviewed on 5 Apr 2026

The Gaard House

The Gaard House

2 out of 5
Price was £1,507, price is now £1,397 per person
£1,397
per person
24 May - 30 May
found 1 day ago
Return flight included
London (LGW) to Portland (PDX)
9.8/10 Exceptional! (85 reviews)
The hosts are delightful. The property is beautiful and very quiet. We will stay again when we are in the area.

Reviewed on 30 Mar 2026

Keizer Retreat Firepit + Near Salem & Wineries

Keizer Retreat Firepit + Near Salem & Wineries

3 out of 5
Price was £1,922, price is now £1,797 per person
£1,797
per person
24 May - 30 May
found 1 day ago
Return flight included
London (LGW) to Portland (PDX)
No reviews

Where to stay in Southwest Portland

Find the best Southwest Portland areas and neighborhoods for the activities you enjoy most. Learn more about Southwest Portland
Downtown Portland

Downtown Portland

1 out of top 10 points of interest in this area
4/5(42 area reviews)

Make time to explore the heart of the city and discover great food, shopping and entertainment.

Find hotels in Downtown Portland

Top hotels in Southwest Portland

The Paramount Hotel

The Paramount Hotel

3.5 out of 5
808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
The price is £87 per night from 13 Apr to 14 Apr
£87
13 Apr - 14 Apr
includes taxes & fees
9.2/10 Wonderful! (3,287 reviews)
V nice stay

Reviewed on 7 Apr 2026

The Paramount Hotel
Park Lane Suites and Inn

Park Lane Suites and Inn

2.5 out of 5
809 SW King Avenue Portland OR
Fully refundable
The price is £74 per night from 28 Apr to 29 Apr
£74
28 Apr - 29 Apr
includes taxes & fees
8.8/10 Excellent! (1,708 reviews)
I stayed in a suite and it was excellent as usual. Clean, quiet and a kitchen with an actual full size fridge along with kitchenware and utensils.

Reviewed on 6 Apr 2026

Park Lane Suites and Inn
The Duniway Portland A Hilton Hotel

The Duniway Portland A Hilton Hotel

4.5 out of 5
545 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
The price is £138 per night from 12 Apr to 13 Apr
£138
12 Apr - 13 Apr
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
Hotel is in a good area. Pool and restaurants are good. Staff are not friendly. Some staff members were rude

Reviewed on 29 Mar 2026

The Duniway Portland A Hilton Hotel
See all 3,043 properties in Southwest 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
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Family Friendly Holidays

Frequently asked questions

How much does a Southwest Portland travel package cost?
Get your credit card ready, because a getaway to Southwest Portland starts from just £1,321. When you bundle your hotels, flights and car rentals into a travel package, you'll score the biggest deals.
If I'm not able to travel, can I cancel my Southwest Portland travel package?
You can. We realise life doesn't always go to plan, so we're happy to help if you need to make changes to your Southwest Portland travel package. It may be possible to amend or cancel your itinerary for free if you've booked within 24 hours. Your hotel, airline or car rental company may impose a fee if you booked more than 24 hours ago. Head to our Customer Service Portal for further information. Also, be sure to check your itinerary for the nitty-gritty on change fees.
How do I get a cheap travel package to Southwest Portland?
Browse and book everything in the one place with our Southwest Portland travel packages. You'll find deals on flights, hotels, tours and more that'll keep your hip pocket happy and your adventurous side busy. And, with more than 550 air carriers and 1,000,000 hotels globally to choose from, you'll have the flexibility to mix and match as you want.
Does Expedia offer Book Now, Pay Later Southwest Portland holidays?
Expedia has joined forces with online lender Klarna to make booking your next trip easier on your budget. Paying by instalment means you can spread the costs of your dream holiday, leaving you with more cash to play with while you're travelling. Klarna has several payment plans to pick from, so you're sure to find one that suits your budget. Consider these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's monthly instalment plans. If making bite-sized repayments each month sounds right for you, choose this option during the checkout process.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay for your trip in multiple transactions.
  • Low deposit holidays: Pressing the "book now" button is easier with this payment plan. Put down a small deposit on your escape and then start packing your bags.

How far in advance should I book my Southwest Portland holiday?
Browse Expedia to compare airfares as soon as you've got your travel dates. In many cases, you can purchase a ticket up to a year in advance. If it's too early for your preferred air carrier, or you're booking late, don't stress. Cheap fares to Southwest Portland sometimes emerge a few weeks before departure.
What does an Expedia Southwest Portland travel package include?
Rental cars, flights and hotels, or any combination of them — it's your pick! Whether you're exploring Southwest Portland with the whole family or travelling by yourself, there's a bundle to suit every style and budget. Once you've made your booking, why not add on one or two activities?
What should I know before booking a Southwest Portland travel package?
You can save big by combining your airfares, hotels and rental cars. Once you've created your package, you can add on activities or sightseeing tours. Your next awesome holiday is only a few clicks away.
Can I choose my airline with a Southwest Portland Expedia travel package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines worldwide. Our travel packages give you the flexibility to pick from available flight, hotel or activity options that fit your needs.

Popular places to visit

Oregon Zoo

Oregon Zoo

4.5/5(2 reviews)

Awesome beasts native to America have a home alongside exotic and endangered species from around the world at this picturesque Portland attraction.

Oregon Zoo
Portland Japanese Garden

Portland Japanese Garden

4.5/5(8 reviews)

Tranquility abounds in these idyllic Japanese gardens, said by many to be the most authentic outside of Japan.

Portland Japanese Garden
Portland Art Museum

Portland Art Museum

4.5/5(3 reviews)

Spend a day with European masters and Native American artists at one of Portland’s premier cultural attractions, the oldest art museum in the Pacific Northwest.

Portland Art Museum

Things to do

Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-Hour Lunch Cruise Through Downtown

£66
per adult
98% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
Full-Day Guided Oregon Coast Tour from Portland

Full-Day Guided Oregon Coast Tour from Portland

£104
per adult
100% of travellers recommend
Full-Day Guided Oregon Coast Tour from Portland
Portland Downtown Highlights: "The Golden Adventure" Exploration Game

Portland Golden Adventure Puzzle Quest and Tour

£7
per adult
Portland Golden Adventure Puzzle Quest and Tour
See all activities in Portland

* 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.