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.
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
Happy Valley 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 Jun 29 to Jun 30
CA $159
CA $185 total
Jun 29 - Jun 30
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
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
Moxy Portland Downtown
585 SW 10TH AVENUE Portland OR
Fully refundableReserve now, pay when you stay
The price is CA $135 per night from Jun 28 to Jun 29
CA $135
CA $157 total
Jun 28 - Jun 29
includes taxes & fees
9/10 Wonderful! (1,447 reviews)
"Unique space"
Reviewed on Jun 25, 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.
Stay near popular Happy Valley attractions
What to do in Happy Valley
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
Explore a world of travel with Expedia
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
