Sunnyside Vacations from $504

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Your Sunnyside Vacation

The hassle-free way to experience this interesting city is with a customized Sunnyside vacation package. Base yourself in the neighborhood of Mississippi District, which is good for shopping, nightlife and bars and pubs or go someplace else — our packages are all about you. Fill your days with tours of Clackamas Town Center, Sunnyside Road Trailhead and Park Mountain Lane Trailhead, some of the attractions you should see during a trip to Sunnyside. Don't delay visiting this city any longer. Your ultimate Sunnyside vacation is a few quick clicks away with Expedia.

The Latest Sunnyside Vacation Packages

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

Mark Spencer Hotel

Downtown Portland
$504
per person
Nov 4 - Nov 7
found 2 days ago
Roundtrip flight included
Austin (AUS) to Portland (PDX)
9.2/10 Wonderful! (2,476 reviews)
Fun old hotel clean and great location

Reviewed on Oct 3, 2026

Portland's White House

Portland's White House

Northeast Portland
$645
per person
Nov 4 - Nov 7
found 2 days ago
Roundtrip flight included
Austin (AUS) to Portland (PDX)
10/10 Exceptional! (1 review)
Such a great stay, warm and welcoming host. I only had one issue and the host took care of it immediately. The breakfast was amazing and the coffee was hot which was huge for me. My first B&B stay but definitely not my last.

Reviewed on Sep 27, 2026

Skamania Lodge

Skamania Lodge

$735
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip flight included
Los Angeles (QLA) to Portland (PDX)
9.2/10 Wonderful! (1,054 reviews)
The grounds and views are gorgeous and peaceful. You can sit outside on the back deck and look out at the Columbia Gorge. The staff are very helpful, and the food is delicious. The rooms are full of thoughtful amenities, like plenty of outlets and soft lighting in the bathroom. The beds are very comfortable. There are works of art throughout the lodge. There are lots of activities for children and adults.

Reviewed on Oct 4, 2026

Bowline Hotel

Bowline Hotel

Save 100% on your flight
$766
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
Los Angeles (QLA) to Portland (PDX)
9.4/10 Exceptional! (1,004 reviews)
Awesome dockside stay.

Reviewed on Oct 3, 2026

Heathman Hotel

Heathman Hotel

Downtown Portland
$611
per person
Dec 5 - Dec 11
found 1 day ago
Roundtrip flight included
Austin (AUS) to Portland (PDX)
9.2/10 Wonderful! (1,090 reviews)
Beautiful hotel. Super convenient location

Reviewed on Oct 4, 2026

Where to stay in Sunnyside

Find the best Sunnyside areas and neighborhoods for the activities you enjoy most. Learn more about Sunnyside
Two people sitting on a blanket by a marina with boats docked in the background.

Downtown Portland

Explore the Portland Art Museum, Oregon Historical Society, and Tom McCall Waterfront Park in this central business district with high-rise buildings. Enjoy walkable streets, and easily access public transportation like MAX light rail and Portland Streetcar.

Find hotels in Downtown Portland
A forested area with a stone structure, wooden benches, and a pathway leading to a central point.

Northeast Portland

1 out of top 10 points of interest in this area

Inner Northeast Portland boasts shopping areas like Lloyd District and Alberta Arts District, while the area near Burnside Bridge offers a lively nightlife with bars such as The Chesterfield and music venues like The Doug Fir Lounge.

Find hotels in Northeast Portland
A street with a modern building featuring large murals, parked cars, and a café with outdoor seating.

Pearl District

1 out of top 10 points of interest in this area

Discover art galleries like Elizabeth Leach Gallery, dine at diverse restaurants, and unwind in public plazas such as Jamison Square. Easily navigate with the Portland Streetcar and explore nearby iconic Powell's City of Books.

Find hotels in Pearl District
A dinosaur statue in front of a building with a glass facade and the letters 'OMS' on it.

Southeast Portland

Stretching from the Willamette River to Gresham, Southeast Portland boasts the scenic Mt. Tabor Park and the quirky Hawthorne district with its subculturally oriented shops. Don't miss exploring Reed College campus!

Find hotels in Southeast Portland
A cable car system, a cityscape with high-rise buildings, a river, and a mountain in the background.

Southwest Portland

3 out of top 10 points of interest in this area

Downtown Portland boasts cultural, educational, and retail hotspots, with attractions like Tom McCall Waterfront Park, Portland Art Museum, and Pioneer Place mall. Enjoy pedestrian-friendly streets and unique residential areas in Southwest Portland.

Find hotels in Southwest Portland

Sunnyside Hotel Deals

The Paramount Hotel

The Paramount Hotel

808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
$130 nightly
$150 total
Nov 1 - Nov 2
Total with taxes and fees
The Paramount Hotel
Heathman Hotel

Heathman Hotel

1001 SW Broadway Portland OR
Fully refundableReserve now, pay when you stay
$132 nightly
$153 total
Oct 19 - Oct 20
Total with taxes and fees
9.2/10 Wonderful! (1,092 reviews)
"Beautiful hotel. Super convenient location"

Reviewed on Oct 4, 2026

Heathman Hotel
Country Inn & Suites by Radisson, Portland International Airport, OR

Country Inn & Suites by Radisson, Portland International Airport, OR

7025 NE Alderwood Rd Portland OR
Fully refundable
$92 nightly
$107 total
Nov 1 - Nov 2
Total with taxes and fees
Country Inn & Suites by Radisson, Portland International Airport, OR
See all 2,736 properties in Sunnyside
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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Stay near popular Sunnyside attractions

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.
See properties

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.
See properties

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.
See properties

Cedar Park Trailhead

7.2/10 (20 reviews)
You can take time to visit Cedar Park Trailhead during your travels to Clackamas. Visit the shops in this family-friendly area, or simply enjoy its restaurants.
See properties

Mather Road Trailhead

7.2/10 (22 reviews)
You can take time to visit Mather Road Trailhead during your travels to Clackamas. Visit the shops in this family-friendly area, or simply enjoy its restaurants.
See properties

Willingham Court Trailhead

7.4/10 (18 reviews)
You can take time to visit Willingham Court Trailhead during your travels to Clackamas. Visit the shops in this family-friendly area, or simply enjoy its restaurants.
See properties

Things to do

Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-Hour Lunch Cruise Through Downtown

$88
per adult
98% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
Portland: Willamette River 2.5-hour Dinner Cruise

Portland: Dinner Cruise on the Willamette River

$129
per adult
96% of travellers recommend
Portland: Dinner Cruise on the Willamette River
Picture 11 for Activity Portland: Champagne Brunch Cruise on Willamette River

Portland: Brunch Cruise on Willamette River

$105
per adult
92% of travellers recommend
Portland: Brunch Cruise on Willamette River
See all activities in Portland
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.