Title: Hillsdale Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $511 Expedia.ca [Hotels in Hillsdale](https://expedia.ca/Hillsdale-Portland-Hotels.0-n6004733-0.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)[Hillsdale Car Rentals](https://expedia.ca/Car-Rentals-In-Hillsdale.d6004733.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6004733/0be6f1cc-e671-4812-8587-184a69e5a1dd.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Hillsdale Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## 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 ## Top Holiday Package Deals in Hillsdale Price found within the past 48 hours. Click for updated prices. ![KEX Portland](https://images.trvl-media.com/lodging/36000000/35210000/35205700/35205632/c236d611_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### KEX Portland Northeast Portland CA $511 per person May 22 - May 25 found 6 hours ago Roundtrip non-stop flight included Calgary (YYC) to Portland (PDX) 9/10 Wonderful! (524 reviews) The staff is great so is the vibe Reviewed on Feb 23, 2026 ![The Nines, a Luxury Collection Hotel, Portland](https://images.trvl-media.com/lodging/3000000/2150000/2140800/2140707/16ca0027_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Nines, a Luxury Collection Hotel, Portland Downtown Portland CA $917 per person May 21 - May 25 found 10 hours ago Roundtrip non-stop flight included Regina (YQR) to Portland (PDX) 9/10 Wonderful! (1,002 reviews) What’ a great find this was. The staff is so welcoming and friendly. The decor is chic. The bedding is luxurious. Very centrally located. You can’t go wrong with staying at The Nines. Reviewed on Feb 2, 2026 ![Holiday Inn Portland West - Hillsboro by IHG](https://images.trvl-media.com/lodging/14000000/13580000/13579000/13578966/19fae52b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holiday Inn Portland West - Hillsboro by IHG Tanasbourne CA $871 per person May 15 - May 19 found 10 hours ago Roundtrip non-stop flight included Regina (YQR) to Portland (PDX) 8.6/10 Excellent! (1,004 reviews) All was in great ..clean, polite staff and good services... The restaurant's menu could improve with more selection. Reviewed on Mar 2, 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 $875 per person May 15 - May 19 found 10 hours ago Roundtrip non-stop flight included Regina (YQR) to Portland (PDX) 8.8/10 Excellent! (300 reviews) Room was spotless. Staff was courteous. Reviewed on Jan 30, 2026 ![Washington Plaza Apartments](https://images.trvl-media.com/lodging/24000000/23660000/23656000/23655978/16622df2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Washington Plaza Apartments Downtown Portland CA $690 per person May 21 - May 25 found 10 hours ago Roundtrip non-stop flight included Regina (YQR) to Portland (PDX) 8.2/10 Very Good! (356 reviews) Clean room. Courteous staff Reviewed on Feb 9, 2026 ## Where to stay in Hillsdale Find the best Hillsdale areas and neighborhoods for the activities you enjoy most. [Learn more about Hillsdale](https://expedia.ca/Portland-Hillsdale.dx6004733) ![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 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 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! [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 4 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) ## Hillsdale Hotel Deals ![Park Lane Suites and Inn](https://images.trvl-media.com/lodging/1000000/30000/26100/26052/e03d5786_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Park Lane Suites and Inn 809 SW King Avenue Portland OR Fully refundable CA $108 CA $126 total Mar 10 - Mar 11 includes taxes & fees 8.8/10 Excellent! (1,651 reviews) Every part of this stay was a pleasant experience. And it was a short drive to OHSU Hospital. Reviewed on Mar 2, 2026 [](https://expedia.ca/Hotel-Search?startDate=10%2F03%2F2026&endDate=11%2F03%2F2026&selected=26052&PinnedHotelID=26052&HadPinnedHotel=true®ionId=6004733) ![The Paramount Hotel](https://images.trvl-media.com/lodging/1000000/340000/330600/330558/001f8236_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! (3,230 reviews) Staff was friendly. Room was comfy Reviewed on Mar 3, 2026 [](https://expedia.ca/Hotel-Search?startDate=08%2F03%2F2026&endDate=09%2F03%2F2026&selected=330558&PinnedHotelID=330558&HadPinnedHotel=true®ionId=6004733) ![Cambria Hotel Portland - Pearl District](https://images.trvl-media.com/lodging/117000000/116860000/116853800/116853726/4e11abbd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cambria Hotel Portland - Pearl District 165 NW Park Ave Portland OR Fully refundable CA $150 CA $173 total Mar 24 - Mar 25 includes taxes & fees 9.8/10 Exceptional! (305 reviews) Great room, nice staff, clean gym. Reviewed on Mar 3, 2026 [](https://expedia.ca/Hotel-Search?startDate=24%2F03%2F2026&endDate=25%2F03%2F2026&selected=116853726&PinnedHotelID=116853726&HadPinnedHotel=true®ionId=6004733) [See all 2,886 properties in Hillsdale](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=04%2F03%2F2026&endDate=05%2F03%2F2026®ionId=6004733) 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 Hillsdale vacation package cost? ### How do I get a cheap travel package to Hillsdale? ### Where should I stay in Hillsdale? ### How far in advance should I book my Hillsdale vacation? ### What does an Expedia Hillsdale travel package include? ### What should I know before booking a Hillsdale travel package? ### Can I choose my airline with a Hillsdale Expedia vacation package? ### If I'm not able to travel, can I cancel my Hillsdale vacation package? ### Discover the most popular places to visit in Hillsdale ![Moda Center](https://images.trvl-media.com/place/6295463/a89d989a-fbfa-4a0c-b687-603ed6e6fd73.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Moda Center See sporting teams do battle and rock out to musical legends at one of Portland’s major venues for sports and big-ticket entertainment events. [](https://expedia.ca/Moda-Center-North-Portland.d6295463.Vacation-Attraction) ![Oregon Zoo showing landscape views and zoo animals as well as a large group of people](https://images.trvl-media.com/place/502371/f410e897-19a4-4f39-89ae-326d42afdeaf.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Oregon Zoo Awesome beasts native to America have a home alongside exotic and endangered species from around the world at this picturesque Portland attraction. [](https://expedia.ca/Oregon-Zoo-Southwest-Portland.d502371.Vacation-Attraction) ![Portland_WashingtonSquareMall_6162857-5](https://images.trvl-media.com/place/6162857/1dc569ee-6d08-4aad-afa7-b234c0e38f18.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Washington Square Mall During your trip to Tigard, you can search for that perfect souvenir at Washington Square Mall. Discover the area's entertainment choices, or seek out its biking trails. [](https://expedia.ca/Washington-Square-Mall-Portland.d6162857.Vacation-Attraction) ### 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=6004733) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.