Happy Valley Vacations from $212

Book a Hotel + Flight or Car together to unlock savings

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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.

The Latest Happy Valley vacation packages

Price found within the past 48 hours. Click for updated prices.
Lewis River Inn
Two Capes Lookout
Mark Spencer Hotel
Hyatt Centric Downtown Portland
Little Creek Cove Beachfront Resort
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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

Discover the most popular places to visit in Happy Valley

What to do in Happy Valley

Happy Valley Hotel Deals

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4 out of 5
1000 NE Multnomah Street, Portland, OR
$127 nightly
The price is $148 total per night from Sep 9 to Sep 10
$148 total
Sep 9 - Sep 10
Total with taxes and fees
8.2/10 Very Good! (1,020 reviews)
Impressive service
"We were so thrilled with how attentive everyone was. I haven't had this level of service at a hotel in as long as I can remember. Y'all are doing something right. It wasn't one person- it was every person and some even more so. We'll definitely be back- everything about the stay was excellent."

Reviewed on Aug 21, 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
$119 nightly
The price is $138 total per night from Aug 31 to Sep 1
$138 total
Aug 31 - Sep 1
Total with taxes and fees
8.6/10 Excellent! (1,951 reviews)
"No issues with the hotel. Unfortunately Downtown Portland is filled with homeless people and drug use."

Reviewed on Aug 23, 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
$104 nightly
The price is $121 total per night from Sep 7 to Sep 8
$121 total
Sep 7 - Sep 8
Total with taxes and fees
9.2/10 Wonderful! (2,717 reviews)
"Very nice"

Reviewed on Aug 22, 2025

The Paramount Hotel
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.

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Frequently asked questions

How much does a Happy Valley vacation package cost?
You can grab a vacation package to this top destination from $212 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?
If you're looking to snag a cheap Happy Valley vacation package, consider visiting in January, October and December. You'll typically find better prices on hotels and flights during these months — ideal for a budget-friendly getaway.
How many days is enough for Happy Valley?
Allow around 4 days for your Happy Valley vacation if you're hoping to immerse yourself in everything that makes this destination special. Wander around key areas, including Hazelwood and Sunnyside. Then check out top attractions like Top O' Scott Public Golf Course and Georges Garden Center. With a good itinerary, you can keep busy with room for some me-time too. Want to go beyond Happy Valley? Consider a day trip or two.
Is it worth booking a vacation package to Happy Valley?
Happy Valley is a good vacation destination with attractions like Eagle Landing Golf Course among the many things to keep you entertained. Whether you're heading away with the family or getting away with friends, a Happy Valley vacation promises fun for everyone.
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. Choose the best time to travel: Your schedule, favorite season and the type of weather you like can all influence your decision on when to travel to Happy Valley.
  2. Set your budget: Factor in expenses like flights, food and transportation when working out how much to put aside for your trip to Happy Valley. Then, pick a hotel that matches your budget, whether that's a low-cost option or a swankier getaway.
  3. Use our trip planning tool to explore Happy Valley: Research every aspect of your trip to Happy Valley with this comprehensive planner. Invite your friends and family to collaborate on a group getaway, search for stays or things to do and make bookings.
  4. Decide how long to go away for: Now that you know more about Happy Valley, you can work out the ideal length of your break. Put together a rough itinerary and allocate enough time to cover everything you want to see.
  5. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a tailored Happy Valley vacation package.
  6. Book experiences or activities in advance: Whether it's a ticket to a major attraction or a walking tour, you won't have to worry about missing out on the best Happy Valley has to offer. Find all the fun things to do in Happy Valley with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Happy Valley vacation packages?
Your Happy Valley trip should be an escape from your daily routine, not a reason for money-related stress. So to give you extra flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.