Title: Southwest Hills Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $689 Expedia.ca [Hotels in Southwest Hills](https://expedia.ca/Southwest-Hills-Portland-Hotels.0-n553248635976394487-0.Travel-Guide-Filter-Hotels)[Flights to Portland](https://expedia.ca/Cheap-Flights-To-Portland.d178299.Travel-Guide-Flights)[Things to do in Portland](https://expedia.ca/Things-To-Do-In-Portland.d178299.Travel-Guide-Activities)[Southwest Hills Car Rentals](https://expedia.ca/Car-Rentals-In-Southwest-Hills.d553248635976394487.Car-Rental-Guide) ![](https://images.trvl-media.com/place/2759/88dd2c00-d938-4c67-a01a-6033aceae20e.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Southwest Hills Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Keegan Green - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place #### 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](https://www.expedia.ca/Oregon-Zoo-Southwest-Portland.d502371.Vacation-Attraction), [Portland State University](https://www.expedia.ca/Portland-State-University-Southwest-Portland.d502369.Vacation-Attraction) and [Portland Japanese Garden](https://www.expedia.ca/Portland-Japanese-Garden-Southwest-Portland.d6080741.Vacation-Attraction) 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. ![Jupiter Hotel](https://images.trvl-media.com/lodging/2000000/1070000/1062800/1062725/602b9a61_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Jupiter Hotel Southeast Portland CA $689 per person Apr 8 - Apr 13 found 22 hours ago Roundtrip flight included Toronto (YTO) to Portland (PDX) 8.2/10 Very Good! (1,001 reviews) Just fine. The room itself is just a basic motel room with a quirky mural. Hot water in the shower was lukewarm. Fridge wasn’t turned on when we got there. Reviewed on Feb 20, 2026 ![Staybridge Suites Hillsboro North by IHG](https://images.trvl-media.com/lodging/28000000/27300000/27293900/27293824/ee8b8f25_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Staybridge Suites Hillsboro North by IHG CA $736 per person Apr 8 - Apr 13 found 22 hours ago Roundtrip flight included Toronto (YTO) to Portland (PDX) 8.8/10 Excellent! (300 reviews) Room was spotless. Staff was courteous. Reviewed on Jan 30, 2026 ![Holiday Inn Portland West - Hillsboro by IHG](https://images.trvl-media.com/lodging/14000000/13580000/13579000/13578966/fc13704c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holiday Inn Portland West - Hillsboro by IHG Tanasbourne CA $815 per person Apr 8 - Apr 13 found 22 hours ago Roundtrip flight included Toronto (YTO) to Portland (PDX) 8.6/10 Excellent! (1,006 reviews) Clean, quiet, comfortable rooms. Breakfast was affordable, there were sufficient options, and the food was delicious. Staff was phenomenal- very professional and accommodating. My only issue was that they charged a fee for parking my vehicle in their parking lot... Is that really necessary when we've already paid to be their guest? If it is, just include it in your room rate. If guests have more than one vehicle to park, I would find it totally acceptable to have been charged a fee for additional vehicles, but charging the fee separately for one vehicle gives greedy vibes and prompts a thought, for me, of, do they really need this fee money that bad? Just a thought... Reviewed on Feb 24, 2026 ![Capitol Hill Motel](https://images.trvl-media.com/lodging/24000000/23590000/23587000/23586976/2e560fbc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Capitol Hill Motel Southwest Portland CA $773 per person Apr 2 - Apr 5 found 24 hours ago Roundtrip flight included Calgary (YYC) to Portland (PDX) 9.2/10 Wonderful! (837 reviews) Very comfortable, family-owned place. Clean, convenient, and accommodating. Reviewed on Oct 29, 2025 ![Seagull Beachfront Inn](https://images.trvl-media.com/lodging/69000000/68550000/68541300/68541260/bb034f97_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Seagull Beachfront Inn Oceanlake CA $968 per person May 6 - May 10 found 23 hours ago Roundtrip non-stop flight included Edmonton (YEG) to Portland (PDX) 7.6/10 Good! (861 reviews) The room was very clean and I just loved the scenery. Reviewed on Feb 23, 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](https://expedia.ca/Portland-Southwest-Hills.dx553248635976394487) ![Downtown Portland - South Waterfront which includes boating, a bay or harbour and picnicking](https://images.trvl-media.com/place/6054571/ae055529-d7c3-4ca8-9f4a-92fe5da04874.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### 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](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Portland&DestID=6054571&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![The Portland skyline on a crisp clear winter night. The Eastbank Esplanade is an ideal stroll the see this beautiful city at any hour of the day. #Oregon #Portland #skyline #night #Eastbankesplanade](https://images.trvl-media.com/place/2759/9429211f-0e18-40d0-b016-76c7a17f3e83.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### 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. [Find hotel + flight trips in Northeast Portland](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Northeast%20Portland&DestID=553248635975749210&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![H2FWK3 USA, Oregon, Portland, Crystal Springs Rhododendron Garden, Rhododendrons bloom near waterfall and Crystal Springs Lake.. Image shot 2016. Exact date unknown.](https://images.trvl-media.com/place/6054579/766d569f-8b64-424f-a84c-b508daa4bf07.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Southeast Portland 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! [Find hotel + flight trips in Southeast Portland](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Southeast%20Portland&DestID=6054579&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Pearl District which includes outdoor art](https://images.trvl-media.com/place/6161282/4b33f2da-dae4-4719-84d7-33ccbce026af.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Pearl District 4.5/5(43 area reviews) 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. [Find hotel + flight trips in Pearl District](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Pearl%20District&DestID=6161282&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Sunrise from the upper tram terminal at Oregon Health Science University. Timing is everything in photography. I have waited a year to get the right timing and weather for this shot. For those fortunate enough to ride the tram daily this is a common sight. Mount Hood in the background.](https://images.trvl-media.com/place/2759/b0fdb6c4-0320-45b0-b496-25cc741eb6e2.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Southwest Portland 3 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. [Find hotel + flight trips in Southwest Portland](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Southwest%20Portland&DestID=553248635074843098&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Southwest Hills Hotel Deals ![Park Lane Suites and Inn](https://images.trvl-media.com/lodging/1000000/30000/26100/26052/cb7e437c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Park Lane Suites and Inn 809 SW King Avenue Portland OR Fully refundable CA $104 CA $120 total Mar 11 - Mar 12 includes taxes & fees 8.8/10 Excellent! (1,645 reviews) Clean, comfortable, nice lobby, free parking Reviewed on Feb 24, 2026 [](https://expedia.ca/Hotel-Search?startDate=11%2F03%2F2026&endDate=12%2F03%2F2026&selected=26052&PinnedHotelID=26052&HadPinnedHotel=true®ionId=553248635976394487) ![The Paramount Hotel](https://images.trvl-media.com/lodging/1000000/340000/330600/330558/b2e58e4b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Paramount Hotel 808 SW Taylor St Portland OR Fully refundableReserve now, pay when you stay CA $128 CA $149 total Mar 8 - Mar 9 includes taxes & fees 9.2/10 Wonderful! (3,222 reviews) This is our “Go to” hotel when we stay in Portland. Wonderful front desk service, clean rooms, great beds. Actually comfortable beds is one of the first things I look for when reading hotel reviews. Nice bedding linens too. They also give a $10 credit for the restaurants downstairs, which are great. ... Reviewed on Feb 27, 2026 [](https://expedia.ca/Hotel-Search?startDate=08%2F03%2F2026&endDate=09%2F03%2F2026&selected=330558&PinnedHotelID=330558&HadPinnedHotel=true®ionId=553248635976394487) ![Radisson Hotel Portland Airport](https://images.trvl-media.com/lodging/1000000/50000/40700/40663/6c6ccb81_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Radisson Hotel Portland Airport 6233 NE 78th Court Portland OR Fully refundable CA $133 CA $161 total Mar 30 - Mar 31 includes taxes & fees 9/10 Wonderful! (2,983 reviews) This is a perfect place to stay. It is spotlessly clean, quiet, lovely surroundings and a good restaurant. The staff are friendly, helpful and amazing. Reviewed on Feb 28, 2026 [](https://expedia.ca/Hotel-Search?startDate=30%2F03%2F2026&endDate=31%2F03%2F2026&selected=40663&PinnedHotelID=40663&HadPinnedHotel=true®ionId=553248635976394487) [See all 2,935 properties in Southwest Hills](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=02%2F03%2F2026&endDate=03%2F03%2F2026®ionId=553248635976394487) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Frequently asked questions ### How much does a Southwest Hills vacation package cost? ### How do I get a cheap travel package to Southwest Hills? ### Where should I stay in Southwest Hills? ### What are the top hotels in Southwest Hills? ### How far in advance should I book my Southwest Hills vacation? ### What does an Expedia Southwest Hills travel package include? ### What should I know before booking a Southwest Hills travel package? ### Can I choose my airline with a Southwest Hills Expedia vacation package? ### If I'm not able to travel, can I cancel my Southwest Hills vacation package? ### Things to do ![Portland: 2-hour Lunch Cruise on the Willamette River](https://mediaim.expedia.com/localexpert/4750997/c820f411-cf79-4db0-9f68-8b4665a90575.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Portland: 2-Hour Lunch Cruise Through Downtown CA $121 per adult **98%** of travellers recommend [](https://expedia.ca/things-to-do/portland-2-hour-lunch-cruise-through-downtown.a4750997.activity-details) ![Half-Day Multnomah Falls & Gorge Waterfalls Tour](https://mediaim.expedia.com/localexpert/377450/d9664a8a-791c-4b64-89e7-c4117f474489.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Half-Day Multnomah Falls & Gorge Waterfalls Tour CA $116 per traveller **96%** of travellers recommend [](https://expedia.ca/things-to-do/half-day-multnomah-falls-gorge-waterfalls-tour.a377450.activity-details) ![Full-Day Guided Oregon Coast Tour from Portland](https://mediaim.expedia.com/localexpert/4438108/fa7862af-8c2e-4832-b281-b60125b0267c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Full-Day Guided Oregon Coast Tour from Portland CA $190 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/full-day-guided-oregon-coast-tour-from-portland.a4438108.activity-details) [See all activities in Portland](https://expedia.ca/things-to-do/search?rid=553248635976394487) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.