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

Kimpton Hotel Vintage Portland by IHG

4.5 out of 5
Downtown Portland
per person
Sep 23 - Sep 27
found 12 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
9/10 Wonderful! (1,000 reviews)
Yay vintage hotel! Stay here it’s great !

Reviewed on Aug. 6, 2025

Two Capes Lookout

Two Capes Lookout

2 out of 5
per person
Nov 1 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
10/10 Exceptional! (40 reviews)
Absolutely one of the BEST places we have ever stayed!!! Bed was perfection and the views❤️.

Reviewed on Aug. 5, 2025

Mark Spencer Hotel

Mark Spencer Hotel

3 out of 5
Downtown Portland
per person
Sep 23 - Sep 27
found 24 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
9.2/10 Wonderful! (1,639 reviews)
Beautiful stay in the corner suite

Reviewed on Aug. 7, 2025

Hyatt Centric Downtown Portland

Hyatt Centric Downtown Portland

4 out of 5
Downtown Portland
per person
Sep 23 - Sep 27
found 24 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
9/10 Wonderful! (1,026 reviews)
The style of the hotel was industrial chic. The hotel is small and offers a small gym. It was clean . It is close to public transportation. There are a couple of restaurants nearby but most of what we wanted to do was on the east side of Portland.

Reviewed on Aug. 6, 2025

Sentinel Hotel

Sentinel Hotel

5 out of 5
Downtown Portland
per person
Sep 23 - Sep 27
found 12 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
8.8/10 Excellent! (1,000 reviews)
Great hotel and location

Reviewed on Aug. 3, 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
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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.

Find hotels in Sunnyside

Ready to book your vacation to Happy Valley?

 

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Happy Valley Hotel Deals

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4 out of 5
1000 NE Multnomah Street, Portland, OR
Fully refundableReserve now, pay when you stay
The price is CA $162 per night from Aug 28 to Aug 29
CA $162
CA $189 total
Aug 28 - Aug 29
includes taxes & fees
8.2/10 Very Good! (1,008 reviews)
"Been here a bunch. Good place. The surroundings not so much."

Reviewed on Aug. 5, 2025

DoubleTree by Hilton Hotel Portland
Courtyard by Marriott Portland City Center

Courtyard by Marriott Portland City Center

3.5 out of 5
550 SW Oak Street, Portland, OR
Fully refundable
The price is CA $153 per night from Aug 11 to Aug 12
CA $153
CA $179 total
Aug 11 - Aug 12
includes taxes & fees
8.6/10 Excellent! (1,889 reviews)
"Staff was OK. Could be better. Place was clean. I rate my overall experience 7.5."

Reviewed on Aug. 6, 2025

Courtyard by Marriott Portland City Center
The Paramount Hotel

The Paramount Hotel

3.5 out of 5
808 SW Taylor St, Portland, OR
Fully refundableReserve now, pay when you stay
The price is CA $142 per night from Sep 7 to Sep 8
CA $142
CA $166 total
Sep 7 - Sep 8
includes taxes & fees
9.2/10 Wonderful! (2,664 reviews)
"Staff was very nice. The beds are very comfortable. Will definitely be staying here again!"

Reviewed on Aug. 7, 2025

The Paramount Hotel
See all 2,711 properties in Happy Valley
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
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Discover the most popular places to visit in Happy Valley

Moda Center

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.

Moda Center
Oregon Zoo showing landscape views and zoo animals as well as a large group of people

Oregon Zoo

Awesome beasts native to America have a home alongside exotic and endangered species from around the world at this picturesque Portland attraction.

Oregon Zoo
Powell's City of Books

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.

Powell's City of Books

What to do in Happy Valley

Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

CA $116
per traveller
96% of travellers recommend
Half-Day Multnomah Falls & Gorge Waterfalls Tour
Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-hour Lunch Cruise on the Willamette River

CA $119
per adult
98% of travellers recommend
Portland: 2-hour Lunch Cruise on the Willamette River
Portland: Willamette River 2.5-hour Dinner Cruise

Portland: Willamette River 2.5-hour Dinner Cruise

CA $174
per adult
96% of travellers recommend
Portland: Willamette River 2.5-hour Dinner Cruise
See all activities in Happy Valley

Frequently asked questions

How much does a Happy Valley vacation package cost?
You can snap up a vacation package to this popular destination from CA $572 on Expedia. But how much your vacation to Happy Valley costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Happy Valley?
If you're hoping to score a cheap Happy Valley vacation package, consider visiting in January, May and October. You'll generally find lower rates on accommodations and flights during these months — perfect for budget-conscious travellers.
How many days is enough for Happy Valley?
Happy Valley vacations can be short or long, but to get a true feel for this place, we reckon 4 days is about right. In this timeframe, you can fit in top attractions like Waverley Country Club and Eastmoreland Golf Course and seek out some underrated gems. Don't forget to explore neighbourhoods such as Sunnyside and Southgate either. If you're smart with your time, you can even schedule a day trip from Happy Valley too.
Is it worth booking a vacation package to Happy Valley?
It's no wonder a Happy Valley vacation is on the must-do list of many travellers. Well-known attractions like Hood View Park are just the start of what you can explore here.
How to find the best Happy Valley package deals?
Landing a cheap Happy Valley package deal is easy with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, add some filters and see what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Happy Valley package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Happy Valley vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging hotels and flights separately. Better still, you can tailor your Happy Valley trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Happy Valley?
If you have your Happy Valley travel dates finalized, book early to snap up some terrific deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Happy Valley?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to go to Happy Valley.
  2. Work out your budget: Ensure you have enough money to pay for everything from dining out and transportation to airfares and activities. Your accommodations will likely be the largest expense during your trip to Happy Valley.
  3. Decide your trip length: Consider how much time you want to spend discovering Happy Valley. Plan your itinerary so you can get to all the attractions and experiences you're interested in without rushing.
  4. Combine your accommodations and airfare: Once you've settled on your dates and duration, book the ideal Happy Valley vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.