Happy Valley Vacation Packages
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Your Happy Valley Vacation
Lock in a Happy Valley vacation package that includes everything you need without any unnecessary extras. Good for shopping, nightlife and bars and pubs, think about staying in the neighborhood of Mississippi District. If your trip to Happy Valley includes some sightseeing, hit up much-loved attractions like Clackamas Town Center, Reed College and Mall 205. Expedia is here to help you escape the everyday. Tailor your vacation to Happy Valley to suit your travel style, whatever that may be.
Top Happy Valley Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Kimpton Hotel Vintage Portland by IHG
Downtown Portland
per person
Sep 26 - Sep 29
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PDX)
9/10 Wonderful! (1,006 reviews)
Upon arrival there were refreshments. They have a nice lounging area and secure doors
Reviewed on Jul. 31, 2025
Two Capes Lookout
per person
Sep 26 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
10/10 Exceptional! (31 reviews)
Lindsey at the property was wonderful to our family, we were celebrating our boys birthdays and took them to ride quads at sandlake. Stayed here after and they were over the moon. We had a great comfy dome, lovely fire pit, s’mores delivered to us and blankets to keep us warm around the fire. We couldn’t be more pleased with our experience at two capes.
Reviewed on Aug. 1, 2025
Coast River Inn by OYO Seaside
per person
Sep 26 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
8.4/10 Very Good! (1,003 reviews)
While not on the beach, it was an easy walk to get there and just about everywhere we wanted to go in town! The best part -- the bed felt like I was sleeping on a cloud!
Reviewed on Jul. 28, 2025
Siletz Bay Beachfront Hotel by OYO Lincoln City
Taft Historic District
per person
Sep 26 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
8.2/10 Very Good! (1,401 reviews)
I love that it was on the beach. The staff was very friendly and helpful. The price was ok for the room. It's an older hotel and could use an update. The couch in the room needs to be cleaned or recovered. There is no AC just a ceiling fan so it is necessary to open the window to cool the room. The continental breakfast is a bit sparse.
Reviewed on Aug. 2, 2025
SCP Depoe Bay
per person
Sep 26 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
9.2/10 Wonderful! (509 reviews)
Our stay was lovely! The girl at the reception was very nice and gave us two rooms because something happened to the room we booked. And we needed that additional room because we were traveling with a baby. Also, there’s a beautiful balcony with a wonderful view and a cool hammock inside the room.
Reviewed on Jul. 26, 2025
Where to stay in Happy Valley
Find the best Happy Valley areas and neighborhoods for the activities you enjoy most. Learn more about Happy Valley
Sunnyside
Unique features of Sunnyside include the shopping and restaurants. Make a stop by Cedar Park Trailhead or Park Mountain Lane Trailhead while you're exploring the area.
Happy Valley Hotel Deals
Courtyard by Marriott Portland City Center
550 SW Oak Street, Portland, OR
Fully refundable
The price is CA $153 per night from Aug 3 to Aug 4
CA $153
CA $180 total
Aug 3 - Aug 4
includes taxes & fees
8.6/10 Excellent! (1,874 reviews)
"Comfortable bed, great bath. Curtains don't close completely"
Reviewed on Jul. 31, 2025
The Paramount Hotel
808 SW Taylor St, Portland, OR
Fully refundableReserve now, pay when you stay
The price is CA $143 per night from Sep 1 to Sep 2
CA $143
CA $166 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (2,647 reviews)
"I liked the location and how welcoming the staff was when we had checked in. There was a lot to do around the hotel and the hotel also had a nice restaurant and bar."
Reviewed on Jul. 31, 2025
Red Lion Hotel Portland Airport
7101 NE 82nd Ave, Portland, OR
Fully refundableReserve now, pay when you stay
The price is CA $113 per night from Aug 6 to Aug 7
CA $113
CA $132 total
Aug 6 - Aug 7
includes taxes & fees
7.6/10 Good! (2,469 reviews)
"Inexpensive and close to airrport."
Reviewed on Jul. 31, 2025
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 Happy Valley
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.
Oregon Zoo
Awesome beasts native to America have a home alongside exotic and endangered species from around the world at this picturesque Portland attraction.
Powell's City of Books
Perfect for a rainy-day visit, this famous bookstore is a wonderful spot to visit any day. Browse for hours amid its 1 million books.
What to do in Happy Valley
Half-Day Multnomah Falls & Gorge Waterfalls Tour
CA $116
per traveller
96% of travellers recommend
Portland: 2-hour Lunch Cruise on the Willamette River
CA $119
per adult
98% of travellers recommend
Portland: Willamette River 2.5-hour Dinner Cruise
CA $174
per adult
96% of travellers recommend
Frequently asked questions
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Flights
General
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.