Search Deals on
Happy Valley Vacation Packages

Build your package with 2 more options

Leaving from

Going to

Departing

Returning

Travelers

Room 1

Adults

ChildrenAges 2 to 17

InfantsYounger than 2

Add specific hotel dates

A sign for the City of Happy Valley with a distinctive arch structure in the background.

Happy Valley
Portland
Oregon
United States of America
North America
Hotwire.com

Happy Valley Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

Milwaukie Inn Portland South

2 out of 5

Price was $303, price is now $219 per person

$219

per person

Nov 5 - Nov 9

found 17 hours ago

Roundtrip flight included

Las Vegas (LAS) to Portland (PDX)

Stay at this motel in Milwaukie. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Clackamas Town Center and Oswego Hills Vineyard and Winery are located nearby.

Pleasant, friendly, clean and a good nights rest if that’s what you’re into 😉

Reviewed on Sep 10, 2026

Skamania Lodge

3.5 out of 5

Price was $586, price is now $407 per person

$407

per person

Oct 22 - Oct 25

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Portland (PDX)

Book a stay at this spa resort in Stevenson. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Columbia Gorge Interpretive Center Museum and Skamania Lodge Golf Course are located nearby.

Great property with great views !

Reviewed on Sep 11, 2026

Ilani

3.5 out of 5

Price was $868, price is now $624 per person

$624

per person

Oct 29 - Nov 1

found 1 day ago

Roundtrip non-stop flight included

Austin (AUS) to Portland (PDX)

Book a stay at this family-friendly hotel in Ridgefield. Enjoy free WiFi, free parking, and 12 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions ilani Casino and Paradise Point State Park are located nearby.

The indoor pool is amazingly good. Kid loves it. Staffs are nice and helpful.

Reviewed on Sep 10, 2026

Black Walnut Inn & Vineyard

4 out of 5

Save 100% on your flight

Price was $839, price is now $615 per person

$615

per person

Nov 13 - Nov 15

found 19 hours ago

Roundtrip flight included

Los Angeles (LAX) to Portland (PDX)

Book a stay at this business-friendly B&B in Dundee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Torii Mor Winery and Erath Vineyards Winery are located nearby.

Wonderful staff. Gorgeous, clean rooms. Bathroom was very spacious. Loved the hotel bar food/drink option onsite and the free breakfast. Wished I would have stayed longer than one night.

Reviewed on Jun 9, 2026

Hood River Hotel

3 out of 5

Price was $898, price is now $675 per person

$675

per person

Oct 25 - Oct 30

found 1 day ago

Roundtrip non-stop flight included

Austin (AUS) to Portland (PDX)

Stay at this hotel in Hood River. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Mount Hood Railroad and Hood River Farmers Market are located nearby.

Mark Spencer Hotel

3 out of 5

Price was $645, price is now $490 per person

$490

per person

Oct 23 - Oct 26

found 12 hours ago

Roundtrip non-stop flight included

Albuquerque (ABQ) to Portland (PDX)

Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Moda Center and McMenamins Crystal Ballroom are located nearby.

Comfortable room

Reviewed on Sep 11, 2026

Oceanview Inn At The Arch

2 out of 5

Price was $630, price is now $480 per person

$480

per person

Nov 6 - Nov 8

found 1 day ago

Roundtrip flight included

Las Vegas (LAS) to Portland (PDX)

Book a stay at this beach hotel in Long Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Long Beach Carnival Park and Marsh's Free Museum are located nearby.

Everything was great and there were lots of places within walking distance.

Reviewed on Sep 10, 2026

Inn of the White Salmon

2 out of 5

Price was $590, price is now $449 per person

$449

per person

Oct 15 - Oct 18

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Portland (PDX)

Stay at this hotel in White Salmon. Enjoy free WiFi, free parking, and a garden. Popular attractions White Salmon Glassworks and Hood River Marina are located nearby.