Southwest Portland Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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

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Top Holiday Package Deals in Southwest Portland

Price found within the past 48 hours. Click for updated prices.
Rayland Hotel

Rayland Hotel

2.5 out of 5
Price was CA $1,626, price is now CA $1,177 per person
CA $1,177
per person
Aug 24 - Aug 30
just found
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PDX)
9/10 Wonderful! (118 reviews)
What a gem in the heart of downtown The Dalles! Our room was spacious, quiet, exceptionally clean, a super comfy bed and had a stunning black and white tiled shower. Very cool! Although the hotel was finishing a big remodel, it did not disrupt our stay in any way. The staff was friendly and helpful and made sure we had everything we needed. I would rebook here in a heartbeat!

Reviewed on Jun 22, 2026

Coastal Getaway in Manzanita w Fire Pit, Guest House & Views Seagrove by Avantstay

Coastal Getaway in Manzanita w Fire Pit, Guest House & Views Seagrove by Avantstay

3 out of 5
Price was CA $6,685, price is now CA $4,787 per person
CA $4,787
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
No reviews
Royal Canoe by Avantstay Walk to the Shore + Cozy Fireplace

Royal Canoe by Avantstay Walk to the Shore + Cozy Fireplace

3 out of 5
Price was CA $3,483, price is now CA $2,558 per person
CA $2,558
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
10/10 Exceptional! (2 reviews)
Great property for our family vacation! Convenient layout, amenities, and an exceptionally well-stocked kitchen with both equipment and pantry staples. Property management was super - great communication and fast replies to questions. The beach at Arch Cape is wide open and uncrowded, with fun sea stacks, tide pools, streams, and fun things to explore at both ends of the beach. Would totally stay here again.

Reviewed on Aug 23, 2025

Bella Sol by Avantstay Ocean Views + Game Room

Bella Sol by Avantstay Ocean Views + Game Room

3 out of 5
Price was CA $3,440, price is now CA $2,547 per person
CA $2,547
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
No reviews
Inn at Haystack Rock

Inn at Haystack Rock

2.5 out of 5
Downtown Cannon Beach
Price was CA $2,360, price is now CA $1,752 per person
CA $1,752
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
8.6/10 Excellent! (1,003 reviews)
Very clean and cozy cottage house. Everything was perfect

Reviewed on Jun 20, 2026

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
4.5/5(557 area reviews)

Explore the Portland Art Museum, Oregon Historical Society, and Tom McCall Waterfront Park in this central business district with high-rise buildings. Enjoy walkable streets, and easily access public transportation like MAX light rail and Portland Streetcar.

Find hotels in Downtown Portland

Southwest Portland Hotel Deals

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 CA $158 per night from Jun 28 to Jun 29
CA $158
CA $185 total
Jun 28 - Jun 29
includes taxes & fees
9.2/10 Wonderful! (3,480 reviews)
"Staff"

Reviewed on Jun 22, 2026

The Paramount Hotel
Moxy Portland Downtown

Moxy Portland Downtown

3 out of 5
585 SW 10TH AVENUE Portland OR
Fully refundableReserve now, pay when you stay
The price is CA $135 per night from Jul 5 to Jul 6
CA $135
CA $156 total
Jul 5 - Jul 6
includes taxes & fees
9/10 Wonderful! (1,441 reviews)
"The room was clean and check in was a breeze. Great location. Very thin walks, but noise machine provided. Free drink when you check in!"

Reviewed on Jun 23, 2026

Moxy Portland Downtown
Hyatt House Portland/Downtown

Hyatt House Portland/Downtown

3 out of 5
2080 SW River Drive Portland OR
Fully refundableReserve now, pay when you stay
The price is CA $180 per night from Jul 6 to Jul 7
CA $180
CA $208 total
Jul 6 - Jul 7
includes taxes & fees
9/10 Wonderful! (2,606 reviews)
"Clean room, just could’ve used some more blankets . The staff was very kind and informative . Breakfast wasn’t the greatest but free food is free food . Air conditioning was perfect! Definitely would stay here again . The pool was the star ⭐️ of the show ."

Reviewed on Jun 23, 2026

Hyatt House Portland/Downtown
See all 3,017 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 Vacations
All Inclusive Vacations
Beach Vacations
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Frequently asked questions

How much does a Southwest Portland vacation package cost?
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in Southwest Portland from just CA $1,177. 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 vacation 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 vacation?
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 vacation 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 vacation 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 vacation 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 vacation 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.

Discover the most popular places to visit in Southwest Portland

Oregon Zoo

Oregon Zoo

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

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

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

Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

CA $111
per traveller
96% of travellers recommend
Half-Day Multnomah Falls & Gorge Waterfalls Tour
Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-Hour Lunch Cruise Through Downtown

CA $122
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

CA $192
per adult
100% of travellers recommend
Full-Day Guided Oregon Coast Tour from Portland
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.