Southwest Hills Vacation Packages

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Your Southwest Hills Vacation

The best way to experience this city is with a customized Southwest Hills vacation package. Base yourself in the neighborhood of Overlook, which is good for cycling, bars and pubs and dining or choose someplace else — our package deals are all about you. Make your trip to Southwest Hills even more fun by going sightseeing. Oregon Zoo, Portland State University and Portland Japanese Garden are some of the leading attractions you'll want to explore. Whatever your travel plans or the size of your budget, organizing your ultimate tailored Southwest Hills vacation is simple with Expedia.

Top Holiday Package Deals in Southwest Hills

Price found within the past 48 hours. Click for updated prices.
Budget Inn Gladstone By OYO - Portland/Clackamas

Budget Inn Gladstone By OYO - Portland/Clackamas

CA $737
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Portland (PDX)
6/10 (259 reviews)
The staff were helpful and kind, but the bathroom was dirty and I saw a roach and a few flys.

Reviewed on Aug 8, 2026

Heathman Hotel

Heathman Hotel

Downtown Portland
CA $881
per person
Oct 7 - Oct 10
found 7 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
9.2/10 Wonderful! (1,022 reviews)
Gorgeous building and rooms with friendly, accommodating staff. On site restaurant and lounge area are great. Great location in walkable area.

Reviewed on Aug 10, 2026

Hotel deLuxe

Hotel deLuxe

Downtown Portland
CA $867
per person
Oct 7 - Oct 10
found 7 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
8.6/10 Excellent! (1,077 reviews)
Nice staff, location was central to downtown. Can walk or take the monorail. Water was very warm to hot, could not figure out how to cool it down.

Reviewed on Aug 11, 2026

Mark Spencer Hotel

Mark Spencer Hotel

Downtown Portland
CA $890
per person
Oct 7 - Oct 10
found 7 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
9.2/10 Wonderful! (2,348 reviews)
Park Lane Suites and Inn

Park Lane Suites and Inn

Southwest Portland
CA $839
per person
Oct 7 - Oct 10
found 7 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
8.8/10 Excellent! (1,866 reviews)
The staff was helpful . The rooms were outdated . Overall great stay and close to province park.

Reviewed on Aug 11, 2026

Where to stay in Southwest Hills

Find the best Southwest Hills areas and neighborhoods for the activities you enjoy most. Learn more about Southwest Hills
Two people sitting on a blanket by a marina with boats docked in the background.

Downtown Portland

1 out of top 10 points of interest in this area

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.

A forested area with a stone structure, wooden benches, and a pathway leading to a central point.

Northeast Portland

1 out of top 10 points of interest in this area

Inner Northeast Portland boasts shopping areas like Lloyd District and Alberta Arts District, while the area near Burnside Bridge offers a lively nightlife with bars such as The Chesterfield and music venues like The Doug Fir Lounge.

A street with a modern building featuring large murals, parked cars, and a café with outdoor seating.

Pearl District

Discover art galleries like Elizabeth Leach Gallery, dine at diverse restaurants, and unwind in public plazas such as Jamison Square. Easily navigate with the Portland Streetcar and explore nearby iconic Powell's City of Books.

A dinosaur statue in front of a building with a glass facade and the letters 'OMS' on it.

Southeast Portland

1 out of top 10 points of interest in this area

Stretching from the Willamette River to Gresham, Southeast Portland boasts the scenic Mt. Tabor Park and the quirky Hawthorne district with its subculturally oriented shops. Don't miss exploring Reed College campus!

A cable car system, a cityscape with high-rise buildings, a river, and a mountain in the background.

Southwest Portland

2 out of top 10 points of interest in this area

Downtown Portland boasts cultural, educational, and retail hotspots, with attractions like Tom McCall Waterfront Park, Portland Art Museum, and Pioneer Place mall. Enjoy pedestrian-friendly streets and unique residential areas in Southwest Portland.

Southwest Hills Hotel Deals

The Paramount Hotel

The Paramount Hotel

808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
CA $152
CA $177 total
Aug 24 - Aug 25
includes taxes & fees
The Paramount Hotel
Oxford Suites Portland - Jantzen Beach

Oxford Suites Portland - Jantzen Beach

12226 N JANTZEN DRIVE Portland OR
Fully refundableReserve now, pay when you stay
CA $130
CA $168 total
Aug 12 - Aug 13
includes taxes & fees
9/10 Wonderful! (1,667 reviews)
"Clean rooms and nice staff"

Reviewed on Aug 11, 2026

Oxford Suites Portland - Jantzen Beach
Hyatt Regency Portland at the Oregon Convention Center

Hyatt Regency Portland at the Oregon Convention Center

375 NE Holladay St Portland OR
Fully refundableReserve now, pay when you stay
CA $177
CA $245 total
Aug 23 - Aug 24
includes taxes & fees
9.4/10 Exceptional! (1,766 reviews)
"Moderno limpio el personal atento y en buen lugar"

Reviewed on Aug 10, 2026

Hyatt Regency Portland at the Oregon Convention Center
See all 2,909 properties in Southwest Hills
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 Hills vacation package cost?
Get set to book, because a getaway to Southwest Hills starts from just CA $737. When you bundle your hotels, flights and car rentals into a vacation package, you'll pick up the best bargains.
How do I get a cheap travel package to Southwest Hills?
Bundle, bundle, bundle. Flights, rental cars and hotels — combine whatever you need into a Southwest Hills vacation package and save. Score even bigger bargains when you include extras such as sightseeing tours to your booking. But that's not the only impressive part. You have the flexibility to customize your trip your way. We offer over 550 partner airlines and 1,000,000 properties across the world, so that everyone has an opportunity to travel and live out those vacation fantasies.
Where should I stay in Southwest Hills?
Most visitors to Southwest Hills include Oregon Zoo and Portland State University on their bucket lists. Why not go for a hotel near these fantastic attractions?
What are the top hotels in Southwest Hills?
Castle Like Home In Sw Pdx, Close To Downtown and Spacious Gathering Spot In Portland Heights For Family And Friends are among the most popular hotels in Southwest Hills. Why not have a look at the amenities and rates at each and then make a decision?
How far in advance should I book my Southwest Hills vacation?
Reward yourself with the widest variety at the cheapest prices by booking your Southwest Hills adventure nice and early. Air carriers typically publish tickets anywhere up to 12 months in advance, so start locking things in ASAP. Having said that, Expedia is dedicated to providing you with the best deals around, so it's never a bad time to book your dream vacation!
What does an Expedia Southwest Hills travel package include?
Expedia has everything you need to organize your Southwest Hills getaway, but how your package is structured is totally up to you. Choose from any combination of rental cars, flights and hotels. Searching for some tours or activities to keep you on the go? Once you've made your booking, you can add them too. No matter your style, there's a vacation package to match your needs.
What should I know before booking a Southwest Hills travel package?
Our prices are already low. However, you'll grab even better deals if you book your flights, hotels and car rentals together. With an Expedia package, you'll always get transparent pricing and lots of choice.
Can I choose my airline with a Southwest Hills Expedia vacation package?
Yes, you sure can. We have more than 550 airline partners throughout the world, so fly with the carrier that best fits your budget and traveling style.
If I'm not able to travel, can I cancel my Southwest Hills vacation package?
If your vacation plans in Southwest Hills have changed, it's comforting to know that it's possible to cancel your booking. If you booked less than 24 hours ago, you may be able to get a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may charge a cancellation fee. To find out more, visit our Customer Service Portal.

Stay near popular Southwest Hills attractions

Periander Park

Explore the lovely green spaces of Periander Park and also enjoy the biking trails in Portland. Discover the area's acclaimed art scene and shops.
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Fairmount Boulevard Loop

Enjoy a trip to Fairmount Boulevard Loop and popular activities like biking in Portland. Stroll along the riverfront or visit the shops in the area.
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Council Crest Park

Council Crest Park is just one of the places to see in Portland, so why not enjoy the other things to explore during your travels? Stroll along the area's riverfront or experience its acclaimed art scene.
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Ross Island Bridge

You can find out about the history of Portland with a trip to Ross Island Bridge. Discover the area's top-notch restaurants and its entertainment choices.
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Governors Park

Governors Park is just one of the places to see in Portland, so why not enjoy the other things to explore during your travels? Amble around this vibrant area's riverfront, or seek out the biking trails.
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Portland Heights City Park

Portland Heights City Park is just one of the places to see in Portland, so why not enjoy the other things to explore during your travels? Wander the area's riverfront or simply enjoy one of its top-notch restaurants.
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Healy Heights City Park

Healy Heights City Park is just one of the places to see in Portland, so why not enjoy the other things to explore during your travels? Visit the area's shops or amble around its riverfront.
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Things to do

Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

CA $114
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 $124
per adult
98% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
Full-Day Mount Hood & Multnomah Falls Tour

Full-Day Mount Hood & Multnomah Falls Tour

CA $188
per traveller
96% of travellers recommend
Full-Day Mount Hood & Multnomah Falls 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.