Happy Valley Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by Deanna Leach

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

Find the Best Happy Valley Vacation Packages

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 ₩164,083 per night from Aug 17 to Aug 18
₩164,083
₩191,272 total
Aug 17 - Aug 18
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
"It had a restaurant on site, as well as breakfast, food was delicious at both. No need to leave."

Reviewed on Aug 8, 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 ₩154,431 per night from Aug 10 to Aug 11
₩154,431
₩180,932 total
Aug 10 - Aug 11
includes taxes & fees
8.6/10 Excellent! (1,903 reviews)
"Bathroom cleanliness, slippery tub"

Reviewed on Aug 8, 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 ₩143,738 per night from Sep 1 to Sep 2
₩143,738
₩167,528 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (2,670 reviews)
"I had a wonderful stay at the hotel. Thank you very much"

Reviewed on Aug 8, 2025

The Paramount Hotel
See all 2,670 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.

Discover the most popular places to visit in Happy Valley

Powell\'s City of Books which includes interior views

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
Tom McCall Waterfront Park featuring a bridge, bird life and a river or creek

Tom McCall Waterfront Park

Cool off in the fountain, walk or bike the paths, or take in a festival at the Tom McCall Waterfront Park.

Tom McCall Waterfront Park
Pioneer Courthouse Square featuring heritage architecture, a city and outdoor eating

Pioneer Courthouse Square

Portland’s downtown “living room” is a beloved town square and a symbol of the city’s commitment to lively public spaces.

Pioneer Courthouse Square

Frequently asked questions

How much does a Happy Valley vacation package cost?
You can grab a vacation package to this top destination on Expedia. However, how much your vacation to Happy Valley costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Happy Valley?
January, May and October are the best times to look for cheap Happy Valley vacation packages. Opting to travel in quieter periods means you'll typically find lower prices on flights and accommodations.
How many days is enough for Happy Valley?
With around 4 days, you'll have plenty of time to visit popular neighborhoods like Sunnyside and Southgate during your Happy Valley vacation. Make sure to also add Eagle Landing Golf Course and Georges Garden Center to your sightseeing itinerary. Up for some more adventures? Consider venturing outside of Happy Valley on tours and day trips.
Is it worth booking a vacation package to Happy Valley?
It's easy to see why a Happy Valley vacation is on the must-do list of many travelers. Major attractions like Hood View Park are just the start of things to keep you busy here.
How to find the best Happy Valley package deals?
Use Expedia's filters to find some of the best Happy Valley package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Happy Valley package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Happy Valley vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking hotels and flights individually. Better still, you can personalize your Happy Valley escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Happy Valley?
If you're considering a spontaneous Happy Valley getaway, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score awesome deals on your hotels and flights by booking well in advance.
How to plan a trip to Happy Valley?

  1. Pick your travel dates: What you want to do in Happy Valley and your favorite season can help you decide when to get away.
  2. Set your budget: Consider expenses such as flights, meals and transportation when working out how much to set aside for your trip to Happy Valley. Then, choose a hotel that matches your budget, whether that's an economical stay or a lavish retreat.
  3. Decide your trip length: Consider how long you'd like to spend exploring Happy Valley. Plan your days so you can get to all the experiences and attractions you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a personalized Happy Valley vacation package.

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