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.
The Nines, a Luxury Collection Hotel, Portland
Downtown Portland
Price was CA $1,277, price is now CA $1,010 per person
CA $1,010
per person
Aug 19 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
9.2/10 Wonderful! (1,010 reviews)
The property was pristine and the staff was very courteus.
Reviewed on Jun 20, 2026
Inn at Haystack Rock
Downtown Cannon Beach
Price was CA $2,676, price is now CA $2,128 per person
CA $2,128
per person
Aug 9 - Aug 14
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Portland (PDX)
8.6/10 Excellent! (1,003 reviews)
Wonderful staff and lovely accommodations! So close to the beach!
Reviewed on Jun 23, 2026
The Ashley Inn & Suites
Wecoma Beach
Price was CA $1,630, price is now CA $1,325 per person
CA $1,325
per person
Aug 9 - Aug 14
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Portland (PDX)
8.4/10 Very good! (2,683 reviews)
The pool could use heat!! It was a chilly swim but my toddlers have fun regardless. There was one front desk guy who wasn’t very pleasant but there was another guy who took over there night shift who was great! The laundry room was nice & the room was spacious but the beds were SUPER soft in not a good way.
Reviewed on Jun 23, 2026
Grey Oak by Avantstay Surfers Retreat Walk to Cove Beach + Golf + Firepit
Price was CA $2,670, price is now CA $2,230 per person
CA $2,230
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PDX)
10/10 Exceptional! (3 reviews)
5 stars, and if we could go higher, we would!
This was one of the best family stays we have had so far. The beach was so close, and the town had so many great things to see and experience. The location was perfect and central enough that we could visit other beaches during the day and still be back home the same evening.
The hosts were incredibly kind, and the managing agency stayed connected the whole time, so we never had to wonder about anything. The neighbourhood was quiet, the home was beautiful, and every little detail was appreciated, even the sandcastle building toys!
We are so grateful for such a beautiful trip. Well done. We will be back!
Reviewed on May 19, 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
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.
Southwest Hills Hotel Deals
The Paramount Hotel
808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
The price is CA $159 per night from Jul 5 to Jul 6
CA $159
CA $185 total
Jul 5 - Jul 6
includes taxes & fees
9.2/10 Wonderful! (3,476 reviews)
"Great location! Nice views. Very near the Max Light Rail and easy walk to great restaurants. Friendly staff."
Reviewed on Jun 26, 2026
Red Lion Hotel Portland Airport
7101 NE 82nd Ave Portland OR
Fully refundableReserve now, pay when you stay
The price is CA $135 per night from Jun 29 to Jun 30
CA $135
CA $157 total
Jun 29 - Jun 30
includes taxes & fees
7.8/10 Good! (2,820 reviews)
"Overall, we had a good stay. The room itself was clean, and the air conditioning worked extremely well, which was appreciated. It was noticeable that some wall patchwork had recently been done in the room, but it didn't affect our stay. The biggest issue was the overall cleanliness of the property ..."
Reviewed on Jun 26, 2026
Hyatt House Portland/Downtown
2080 SW River Drive Portland OR
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from Jul 5 to Jul 6
CA $197
CA $229 total
Jul 5 - Jul 6
includes taxes & fees
9/10 Wonderful! (2,602 reviews)
"Great stay, hotel has everything you need and everything is clean and up to date. Staff was wonderful, loved the heated pool and breakfas"
Reviewed on Jun 24, 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
Stay near popular Southwest Hills attractions
Things to do
Half-Day Multnomah Falls & Gorge Waterfalls Tour
CA $111
per traveller
96% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
CA $122
per adult
98% of travellers recommend
Full-Day Guided Oregon Coast Tour from Portland
CA $192
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.