Southwest Portland Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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
1 out of top 10 points of interest in this area
Find it all—food, shopping, events, and nature—right in the heart of the city.
Northeast Portland
1 out of top 10 points of interest in this area
While you're in Northeast Portland, take in top sights like Moda Center or The Grotto, and hop on the metro to see more of the city at Parkrose-Sumner Transit Center or NE 82nd Avenue Station.
Pearl District
Stay in a hotel here as a base to enjoy this fascinating neighborhood’s offerings, from morning coffee to late-night arts.
Southeast Portland
1 out of top 10 points of interest in this area
Travellers choose Southeast Portland for its ample dining options. Hop aboard the metro at SE Powell Boulevard Station or SE Holgate Boulevard Station and check out top sights like Mall 205.
Buckman
If you're spending time in Buckman, check out sights like Experiment PDX or Grand Central and hop on the metro to see more of the city at SE Grand & Belmont Stop or SE Grand & Stark Stop.
Top hotels in Southwest Portland
The Paramount Hotel
808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
S$167
23 Aug - 24 Aug
includes taxes & fees
9.2/10 Wonderful! (3,606 reviews)
"The location of the Paramount is perfect, just a few blocks from Pioneer Square. It is around the corner from stops on several of the major metro lines. There are countless shops and restaurants with a few blocks. Sometimes it is the little things that you notice. Nearly every time we entered the ..."
Reviewed on 15 Aug, 2026
The Duniway Portland A Hilton Hotel
545 SW Taylor St Portland OR
S$224
30 Aug - 31 Aug
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"It was good stay. Room was ok. Carpet was little bit dirty. Need some cleaning. Over all experience was good. Staff were really helpful. Nothing bad can say about this hotel. Perfect location. Recommend this hotel 👍. P.S. Beds were very comfortable"
Reviewed on 15 Aug, 2026
The Royal Sonesta Portland Downtown
506 SW Washington St Portland OR
Fully refundableReserve now, pay when you stay
S$179
7 Sept - 8 Sept
includes taxes & fees
9.2/10 Wonderful! (1,279 reviews)
"Great place! Nice and clean. Staff were great upgraded my room for being an Expedia member. That was a plus. Thank you."
Reviewed on 15 Aug, 2026
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 Southwest Portland holiday package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Southwest Portland from just . And the more you bundle, the more dollars you save. The getaway of your dreams has never been more affordable.
How do I get a cheap travel package to Southwest Portland?
Browse and lock in everything in one place with our Southwest Portland holiday packages. You'll find deals on hotels, flights, tours and more that'll keep your bank account happy and your adventurous spirit alive. And, with more than 550 air carriers and 1,000,000 hotel options worldwide to pick from, there are endless opportunities to mix and match as you please.
How far in advance should I book my Southwest Portland holiday?
Earlier is always better. Air carriers generally release flights up to 12 months prior to departure, and this is a great opportunity to score some of the cheapest prices. Just been told you need to take some holiday time next month? That's alright! Expedia are never short on fantastic bargains to whisk you away on the getaway of your dreams, at an affordable price.
What does an Expedia Southwest Portland travel package include?
Hotels, rental cars and flights — we have them well covered. With Expedia, you can shape your Southwest Portland travel package just the way you want. All you have to do is work out what you need. Once you've made your booking, you can add on extras like experiences and activities. The more you bundle, the greater the savings!
What should I know before booking a Southwest Portland travel package?
Discover deals to match your budget with an Expedia package. Airfares, hotels, rental cars — we have them all. You'll save a tidy sum just by bundling your bookings. Whether you're taking off on a snow and ski adventure or venturing someplace warm, your perfect getaway is only a few clicks away.
Can I choose my airline with a Southwest Portland Expedia holiday package?
Yes, you can. We have more than 550 partner airlines all over the world, so fly with the carrier that suits your needs.
If I'm not able to travel, can I cancel my Southwest Portland holiday package?
Plans can change in the blink of an eye, so yes, you can. You may be able to change or cancel your Southwest Portland holiday package at no cost if you've booked in the last 24 hours. For bookings older than that, you can still make changes, but your car rental company, airline or hotel may charge additional fees. Want more information? Look up our Customer Service Portal. We're here to help make sure your trip goes off without a hitch.
Stay near popular Southwest Portland attractions
Photo by Charles Arcudi
Oregon Zoo
8.8/10 (2,016 reviews)
View native creatures and endangered species during every month of the year at one of the oldest zoos in the United States.
Photo by Glenn Miller
McMenamins Crystal Ballroom
8.4/10 (13 reviews)
Learn about the local history of Portland when you take a trip to McMenamins Crystal Ballroom. Stroll along the riverfront in this vibrant area or visit its top-notch restaurants.
Providence Park
8.6/10 (312 reviews)
Catch an event at Providence Park and enjoy other activities in Portland such as cycling.Discover the top-notch restaurants and acclaimed art galleries in this vibrant area.
Portland Japanese Garden
9.2/10 (3,188 reviews)
Waterfalls, flowers, and tranquillity can all be found in this authentic, idyllic Japanese garden in Portland.
Arlene Schnitzer Concert Hall
8.8/10 (99 reviews)
Enjoy musical and theatrical performances at a Portland cultural landmark, a historical theater building in the heart of the city.
International Rose Test Garden
9.0/10 (13 reviews)
Enjoy a day picnicking or wandering down the walkways in one of the oldest and finest gardens in the United States.
Portland Art Museum
9.0/10 (506 reviews)
Stroll through the many buildings of the oldest art museum in the Pacific Northwest, and discover pieces ranging from prehistoric artefacts to contemporary art.
Pioneer Courthouse Square
8.6/10 (1,416 reviews)
Portland’s downtown “living room” is a beloved town square and a symbol of the city’s commitment to lively public spaces.
Things to do
Half-Day Multnomah Falls & Gorge Waterfalls Tour
S$103
per traveller
96% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
S$113
per adult
98% of travellers recommend
Full-Day Mount Hood & Multnomah Falls Tour
S$171
per traveller
96% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.