Highland Vacation Packages
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Price found within the past 48 hours. Click for updated prices.
- Capitol Hill Motel
Jul 17 - Jul 21Capitol Hill Motel + Flight
Southwest Portland4 nights9.2/10 - Wonderful (852 reviews)"This is my second time staying at this motel. Everything was great, check in went smoothly and quickly. The shower head is made for someone taller (I'm not that thin and felt like I had to run around in the shower to get wet) but otherwise the amenities were good for a motel. For some reason the road noise seemed really loud this time--might recommend bringing earplugs. Other than that, I'd definitely stay here again."Reviewed May 18, 2026Roundtrip • Vancouver (YVR) - Portland (PDX)YVR - PDX • 1 stop PDX - YVR • 1 stopCA $964CA $794found 1 day agoper traveller - Sentinel Hotel
Jul 31 - Aug 3Sentinel Hotel + Flight
Downtown Portland3 nights8.8/10 - Excellent (1,001 reviews)"I enjoyed our stay. Loved the room. The fireplace was a nice touch. My only complaint if I can really call it that, is the resort fee. What “amenities” warrant an extra charge? According to the website, a comfy bed, a virtual concierge and a spiritual library. I mean I guess I could have asked for a Bagavad Gita to be brought to my room at midnight but in my mind, resort fees mean there is a sauna or hot tub. Maybe a game room? Just charge $35 more and cut it with the disingenuous fee. Lovely..."Reviewed May 28, 2026Roundtrip • Edmonton (YEG) - Portland (PDX)YEG - PDX • 1 stop PDX - YEG • 1 stopCA $1,231CA $987found 1 day agoper traveller - Inn at Haystack Rock
Jul 17 - Jul 20Inn at Haystack Rock + Flight
Downtown Cannon Beach3 nights8.6/10 - Excellent (1,004 reviews)"The location is great"Reviewed May 30, 2026Roundtrip • Edmonton (YEG) - Portland (PDX)YEG - PDX • 1 stop PDX - YEG • 1 stopCA $1,972CA $1,597found 10 hours agoper traveller - Washington Plaza Apartments
Jul 17 - Jul 21Washington Plaza Apartments + Flight
Downtown Portland4 nights8.2/10 - Very good (408 reviews)"Good experience "Reviewed May 17, 2026Roundtrip • Vancouver (YVR) - Portland (PDX)YVR - PDX • 1 stop PDX - YVR • 1 stopCA $985CA $811found 1 day agoper traveller - Kimpton Hotel Vintage Portland by IHG
Jul 31 - Aug 5Kimpton Hotel Vintage Portland by IHG + Flight
Downtown Portland5 nights9.0/10 - Wonderful (1,003 reviews)Roundtrip • Edmonton (YEG) - Portland (PDX)YEG - PDX • 1 stop PDX - YEG • 1 stopCA $1,454CA $1,227found 1 day agoper traveller
Where to stay in Highland
Find the best Highland areas and neighborhoods for the activities you enjoy most. Learn more about Highland
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.
Highland Hotel Deals
The Paramount Hotel
808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
The price is CA $154 per night from Jun 7 to Jun 8
CA $154
CA $180 total
Jun 7 - Jun 8
includes taxes & fees
9.2/10 Wonderful! (3,423 reviews)
"it was nice"
Reviewed on May 31, 2026
Red Lion Hotel Portland Airport
7101 NE 82nd Ave Portland OR
Fully refundableReserve now, pay when you stay
The price is CA $116 per night from Jun 14 to Jun 15
CA $116
CA $135 total
Jun 14 - Jun 15
includes taxes & fees
7.8/10 Good! (2,813 reviews)
"It was fine for overnight stay before very early flight the next morning. Shuttle runs every 20 minutes 24 hours, which was very helpful, as I took the 3:40 AM to the airport"
Reviewed on May 31, 2026
DoubleTree by Hilton Hotel Portland
1000 NE Multnomah Street Portland OR
Fully refundableReserve now, pay when you stay
The price is CA $175 per night from Jun 14 to Jun 15
CA $175
CA $204 total
Jun 14 - Jun 15
includes taxes & fees
8.6/10 Excellent! (1,093 reviews)
"Fast and easy check in, helpful staff. Clean,"
Reviewed on May 29, 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.
Discover the most popular places to visit in Highland
Moda Center
4.5/5(132 reviews)
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.
Oregon Zoo
4/5(56 reviews)
Awesome beasts native to America have a home alongside exotic and endangered species from around the world at this picturesque Portland attraction.
Washington Square Mall
4/5(63 reviews)
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.
Things to do
Half-Day Multnomah Falls & Gorge Waterfalls Tour
CA $116
per traveller
96% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
CA $120
per adult
98% of travellers recommend
Full-Day Guided Oregon Coast Tour from Portland
CA $190
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.