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 $1,533, price is now CA $1,109 per person
CA $1,109
per person
Aug 3 - Aug 7
found 2 days ago
Roundtrip flight included
Vancouver (YVR) to Portland (PDX)
9.2/10 Wonderful! (1,004 reviews)
I had high expectations for this hotel. I chose it based on reviews and price (fairly high) I love a luxury hotel. Unfortunately, other than the price I would not consider this a luxury hotel. The decor is kitchy, dated, and way overdone. To me everything just seemed to be trying too hard and it all missed the mark. The upstairs restaurant was also over-done decor-wise and the food was tortured and complicated without being particularly good. Everything just came off as thirsty and cheap rather than high quality or luxurious. I cant explain it, but when you know you know.
If you don't care about decor or vibes, the rooms are clean and comfortable and the location and service are fine. Do park yourself though, lots are cheap just 1/2 block away.
Reviewed on Jun 16, 2026
Rockaway Shores
Price was CA $3,382, price is now CA $2,427 per person
CA $2,427
per person
Aug 6 - Aug 13
found 12 hours ago
Roundtrip flight included
Vancouver (YVR) to Portland (PDX)
9/10 Wonderful! (42 reviews)
Very clean and we had alot of space, parking not ideal if you drive a full size pick-up.
Reviewed on Oct 27, 2023
Royal Canoe by Avantstay Walk to the Shore + Cozy Fireplace
Price was CA $3,748, price is now CA $2,824 per person
CA $2,824
per person
Sep 2 - Sep 8
found 19 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
10/10 Exceptional! (2 reviews)
Great property for our family vacation! Convenient layout, amenities, and an exceptionally well-stocked kitchen with both equipment and pantry staples. Property management was super - great communication and fast replies to questions. The beach at Arch Cape is wide open and uncrowded, with fun sea stacks, tide pools, streams, and fun things to explore at both ends of the beach. Would totally stay here again.
Reviewed on Aug 23, 2025
Beach Pines Bungalow by Avantstay Classic Cottage Steps to the Beach w/ Private Yard
Price was CA $4,624, price is now CA $3,492 per person
CA $3,492
per person
Sep 2 - Sep 8
found 19 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
10/10 Exceptional! (1 review)
We absolutely loved it. Can’t wait to go back!
Reviewed on Mar 23, 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 $157 per night from Jun 28 to Jun 29
CA $157
CA $182 total
Jun 28 - Jun 29
includes taxes & fees
9.2/10 Wonderful! (3,479 reviews)
"Lovely stay. Staff friendly. Breakfast restaurant food and server top notch. Also great location, near Portland 5 performance halls. Surprised no microwave nor coffee maker in room but communal microwave in lobby."
Reviewed on Jun 16, 2026
Hyatt House Portland/Downtown
2080 SW River Drive Portland OR
Fully refundableReserve now, pay when you stay
The price is CA $192 per night from Jun 28 to Jun 29
CA $192
CA $222 total
Jun 28 - Jun 29
includes taxes & fees
9/10 Wonderful! (2,606 reviews)
"It was a great experience staying here"
Reviewed on Jun 16, 2026
Holiday Inn Airport - Portland by IHG
8439 Ne Columbia Blvd Portland OR
Fully refundable
The price is CA $113 per night from Jul 7 to Jul 8
CA $113
CA $131 total
Jul 7 - Jul 8
includes taxes & fees
8/10 Very Good! (2,990 reviews)
"The hotel was by a really shady looking area, the curtains were ripped and dirty and it was so loud. You can hear everything and everyone!"
Reviewed on Jun 15, 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
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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.
