Southwest Portland Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • 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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    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Southwest Portland

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

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
Beach Pines Bungalow by Avantstay Classic Cottage Steps to the Beach w/ Private Yard

Beach Pines Bungalow by Avantstay Classic Cottage Steps to the Beach w/ Private Yard

4 out of 5
Price was CA $3,497, price is now CA $2,600 per person
CA $2,600
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
10/10 Exceptional! (1 review)
We absolutely loved it. Can’t wait to go back!

Reviewed on Mar 23, 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 Jun 29 to Jun 30
CA $180
CA $208 total
Jun 29 - Jun 30
includes taxes & fees
9/10 Wonderful! (2,604 reviews)
"Location, clean, big rooms with stove, microwave , refrigerator and cooking utensils."

Reviewed on Jun 22, 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
Beach Vacations
Family Vacations
Family Vacations

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 $1,752. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.