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.
Dossier Hotel

Dossier Hotel

4.5 out of 5
Downtown Portland
Save 100% on your flight
per person
Jul. 11 - Jul. 17
found 8 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
9/10 Wonderful! (1,008 reviews)
The staff is really friendly. I have Expedia VIP and got a $25 credit to the hotel restaurant and my standard king room was clean and spacious. Great location. Connvenient to shops and restaurants. Stayed 2 nights for work but would also stay here if I were a tourist.

Reviewed on Jun. 7, 2024

Sentinel Hotel

Sentinel Hotel

5 out of 5
Downtown Portland
Save 100% on your flight
per person
Jul. 11 - Jul. 17
found 8 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
8.8/10 Excellent! (1,003 reviews)
The staff was so attentive to our needs. When we arrived our mini fridge was not cooling so they immediately sent someone to repair for us. We were only in Portland for one night but would have definitely stayed here if we had more time to stay. Room was spacious and quiet. Bed was extremely comfortable. Enjoyed our stay thoroughly.

Reviewed on May 28, 2024

Siletz Bay Beachfront Hotel by OYO Lincoln City

Siletz Bay Beachfront Hotel by OYO Lincoln City

2 out of 5
Save 100% on your flight
per person
Aug. 17 - Aug. 24
found 19 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
8/10 Very Good! (1,013 reviews)
Kim at check in was extremely kind and helpful. We were travelling with our dog and they were very accommodating. Can’t beat the price!

Reviewed on Jun. 7, 2024

Coast River Inn by OYO Seaside

Coast River Inn by OYO Seaside

2 out of 5
Save 100% on your flight
per person
Aug. 17 - Aug. 24
found 19 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
8.2/10 Very Good! (1,000 reviews)
Great stay great service. Front desk check in pm was superior !!! Friendly and helpful. Check out in morning was great as well. Couple hours after check out I had to call cause I left my husbands medicine in fridge for them to keep till we could pick up later in the day they did.

Reviewed on Jun. 3, 2024

OYO Waves Hotel Newport OR - NYE Beach

OYO Waves Hotel Newport OR - NYE Beach

2.5 out of 5
Save 100% on your flight
per person
Aug. 17 - Aug. 24
found 19 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
7.2/10 Good! (1,536 reviews)
Nice people at the desk

Reviewed on Jun. 7, 2024

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
Downtown Portland - South Waterfront showing picnicing, boating and a bay or harbor

Downtown Portland

1 out of top 10 points of interest in this area
4.5/5(545 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 hotel + flight trips in Downtown Portland

Southwest Hills 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 $146 per night from Jun. 18 to Jun. 19
CA $146
CA $217 total
includes taxes & fees
Jun 18 - Jun 19
9.2/10 Wonderful! (1,909 reviews)
"Great staff"

Reviewed on Jun. 4, 2024

The Paramount Hotel
Courtyard by Marriott Portland City Center
Courtyard by Marriott Portland City Center
3.5 out of 5
550 SW Oak Street, Portland, OR
Fully refundable
The price is CA $119 per night from Jul. 7 to Jul. 8
CA $119
CA $139 total
includes taxes & fees
Jul 7 - Jul 8
8.6/10 Excellent! (1,058 reviews)
"Very spacious room with sofa and desk area. Very comfortable king sized bed. Spacious entrance lobby with coffee/ tea and cooled water to drink as well as plenty of chairs. Large retro 4 person pacman machine. The hotel is central to the town and very easy access to the rail station and with very ..."

Reviewed on Jun. 4, 2024

Courtyard by Marriott Portland City Center
Shilo Inn Suites Hotel - Portland Airport
Shilo Inn Suites Hotel - Portland Airport
3 out of 5
11707 Ne Airport Way, Portland, OR
Fully refundableReserve now, pay when you stay
The price is CA $140 per night from Jun. 10 to Jun. 11
CA $140
CA $162 total
includes taxes & fees
Jun 10 - Jun 11
7.8/10 Good! (1,022 reviews)
"Very good staff and very clean hotel."

Reviewed on Jun. 6, 2024

Shilo Inn Suites Hotel - Portland Airport
See all 2,684 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

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 $913. 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.

Discover the most popular places to visit in Southwest Hills

Image for Council Crest Park

Council Crest Park

Explore the lovely green spaces of Council Crest Park and also enjoy the biking trails in Portland. Discover the area's top-notch restaurants and its acclaimed art scene.

Council Crest Park
Image for Fairmount Boulevard Loop

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.

Fairmount Boulevard Loop
Image for Periander Park

Periander Park

Explore the lovely green spaces of Periander Park and also enjoy the biking trails in Portland. Discover the area's entertainment choices and shops.

Periander Park

Things to do

Image for Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-hour Lunch Cruise on the Willamette River

CA $116
Per adult
94% of travellers recommend
Portland: 2-hour Lunch Cruise on the Willamette River
Image for Essential Portland Oregon Bike and E-Bike Tour!

Essential Portland Oregon Bike and E-Bike Tour!

CA $73
Per adult
Essential Portland Oregon Bike and E-Bike Tour!
Image for Northern Oregon Coast Day Trip to Three Capes Scenic Loop

Northern Oregon Coast Day Trip to Three Capes Scenic Loop

CA $215
Per adult
Northern Oregon Coast Day Trip to Three Capes Scenic Loop
See all activities in Portland

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