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.
Hotel deLuxe

Hotel deLuxe

Downtown Portland
CA $703
per person
Oct 12 - Oct 15
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PDX)
8.6/10 Excellent! (1,077 reviews)
Great location. Pleasantly surprised.

Reviewed on Aug 8, 2026

The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

Downtown Portland
CA $1,088
per person
Sep 30 - Oct 4
found 22 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
9.2/10 Wonderful! (1,006 reviews)
Heathman Hotel

Heathman Hotel

Downtown Portland
CA $929
per person
Sep 30 - Oct 4
found 22 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
9.2/10 Wonderful! (1,022 reviews)
Mark Spencer Hotel

Mark Spencer Hotel

Downtown Portland
CA $970
per person
Sep 30 - Oct 4
found 22 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
9.2/10 Wonderful! (2,348 reviews)
First time to oregon,enjoyed the stay and the staff customer service was on point.

Reviewed on Aug 8, 2026

Park Lane Suites and Inn

Park Lane Suites and Inn

Southwest Portland
CA $904
per person
Sep 30 - Oct 4
found 22 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
8.8/10 Excellent! (1,866 reviews)
We have stayed here several times. The staff are friendly and helpful, rooms and common areas clean. Great location for a variety of walkable good restaurants and groceries, plus free parking that is rarely found in Portland. We would stay here again.

Reviewed on Aug 8, 2026

Ready to book your vacation to Happy Valley?

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Happy Valley Hotel Deals

The Paramount Hotel

The Paramount Hotel

808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
CA $156
CA $182 total
Aug 23 - Aug 24
includes taxes & fees
The Paramount Hotel
Hyatt Regency Portland at the Oregon Convention Center

Hyatt Regency Portland at the Oregon Convention Center

375 NE Holladay St Portland OR
CA $177
CA $245 total
Aug 23 - Aug 24
includes taxes & fees
9.4/10 Exceptional! (1,757 reviews)
"Wen stayed the night for a concert!"

Reviewed on Aug 8, 2026

Hyatt Regency Portland at the Oregon Convention Center
Oxford Suites Portland - Jantzen Beach

Oxford Suites Portland - Jantzen Beach

12226 N JANTZEN DRIVE Portland OR
Fully refundableReserve now, pay when you stay
CA $130
CA $168 total
Aug 10 - Aug 11
includes taxes & fees
Oxford Suites Portland - Jantzen Beach
See all 2,814 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.

Stay near popular Happy Valley attractions

Clackamas Town Center with a Sprint store and a Starbucks.

Clackamas Town Center

8.6/10 (653 reviews)
During your trip to Happy Valley, you can find the perfect gifts to bring home at Clackamas Town Center. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
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A golf course with a sand bunker and a flagstick.

Eagle Landing Golf Course

8.0/10 (1 review)
Play a round of golf in Happy Valley at Eagle Landing Golf Course, and enjoy other activities such as biking. Attend a sporting event or simply enjoy the lively bars while you're in the area.
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Cinemark Clackamas Town Center

You can take time to visit Cinemark Clackamas Town Center during your travels to Happy Valley.
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Clackamas Promenade

8.4/10 (120 reviews)
During your trip to Clackamas, you can find the perfect gifts to bring home at Clackamas Promenade. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
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Sunnyside Road Trailhead

7.0/10 (13 reviews)
You can take time to visit Sunnyside Road Trailhead during your travels to Clackamas. Visit the shops in this family-friendly area, or simply enjoy its restaurants.
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Park Mountain Lane Trailhead

7.4/10 (22 reviews)
You can take time to visit Park Mountain Lane Trailhead during your travels to Clackamas. Visit the shops in this family-friendly area, or simply enjoy its restaurants.
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Hood View Park

7.6/10 (37 reviews)
Hood View Park is just one of the places to see in Clackamas, so why not enjoy the other things to explore during your travels? Discover the beautiful waterfalls in this walkable area, or enjoy its biking trails.
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Talbert Drive Trailhead

9.0/10 (4 reviews)
You can take time to visit Talbert Drive Trailhead during your travels to Clackamas. Visit the shops in this family-friendly area, or simply enjoy its restaurants.
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What to do in Happy Valley

Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

CA $114
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 Through Downtown

CA $124
per adult
98% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
Full-Day Mount Hood & Multnomah Falls Tour

Full-Day Mount Hood & Multnomah Falls Tour

CA $188
per traveller
96% of travellers recommend
Full-Day Mount Hood & Multnomah Falls Tour
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 $703 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.

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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.