Portsmouth Vacations from $477

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Your Portsmouth Vacation

From its highlights to its hidden treasures, this city is best explored with a Portsmouth vacation package. Book a hotel in Overlook, which is great for cycling, bars and pubs and dining. If a sightseeing tour is on the cards during your trip to Portsmouth, stop by big attractions like Oregon Zoo, Portland State University and Portland Japanese Garden. Your ultimate Portsmouth vacation is just a few clicks away. Explore flights, accommodations and more on Expedia for an adventure that's tailored to suit your travel style.

The Latest Portsmouth Vacation Packages

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

Skamania Lodge

$477

per person

Nov 6 - Nov 9

found 23 hours ago

Roundtrip non-stop flight included

Houston (IAH) to Portland (PDX)

9.2/10 Wonderful! (1,006 reviews)

One of the restaurant staff, Jolene, helped me by using the microwave to heat up soup I'd brought from home, because the rooms don't have microwaves. The exercise facilities were minimal, so keep that in mind and maybe plan to be outside, hopefully without poor air quality. The noise level from the fire pits was significant, despite many signs throughout the lodge stating quiet hours begin at 10pm. Something else to keep in mind when booking...if you want to sleep stay in a "resort view" room rather than a river facing room.

Reviewed on Aug 24, 2026

Bowline Hotel

$831

per person

Oct 25 - Oct 30

found 24 hours ago

Roundtrip flight included

Dallas (DFW) to Portland (PDX)

9.4/10 Exceptional! (1,004 reviews)

Everything about the hotel was great except the sleep. I planned this trip several months in advance for my wife’s birthday and compared to other hotels in the area, this was one of the most expensive at over $500/night which I thought would be a good splurge. Come to find out, there are sea lions living under the hotel that literally bark all day and all night long…. Dozens of them. Neither one of us was able to sleep for more than an hour or so intermittently each night. It was horrible to say the least. Beyond that, it was a great place..

Reviewed on Aug 24, 2026

The Hotel Zags Portland

Downtown Portland

$609

per person

Oct 29 - Nov 5

found 1 day ago

Roundtrip flight included

Burbank (BUR) to Portland (PDX)

8.6/10 Excellent! (1,195 reviews)

Easy stay. Love it because it is very dog friendly

Reviewed on Aug 24, 2026

Sentinel Hotel

Downtown Portland

Save 100% on your flight

$753

per person

Oct 29 - Nov 5

found 1 day ago

Roundtrip flight included

Burbank (BUR) to Portland (PDX)

8.8/10 Excellent! (1,002 reviews)

Waves Hotel NYE Beach - Newport OR

$576

per person

Sep 27 - Oct 1

found 1 day ago

Roundtrip flight included

Phoenix (PHX) to Portland (PDX)

7.8/10 Good! (1,791 reviews)

The jets on the hot tub and the sauna did not work but overall, it’s a nice hotel

Reviewed on Aug 24, 2026

Where to stay in Portsmouth

Find the best Portsmouth areas and neighborhoods for the activities you enjoy most. Learn more about Portsmouth

Two people sitting on a blanket by a marina with boats docked in the background.

Downtown Portland

2 out of top 10 points of interest in this area

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.

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.

A street with a modern building featuring large murals, parked cars, and a café with outdoor seating.

Pearl District

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.

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!

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.

Portsmouth Hotel Deals

The Paramount Hotel

808 SW Taylor St Portland OR

Fully refundableReserve now, pay when you stay

$102 nightly

$119 total

Sep 8 - Sep 9

Total with taxes and fees

Oxford Suites Portland - Jantzen Beach

12226 N JANTZEN DRIVE Portland OR

Fully refundableReserve now, pay when you stay

$104 nightly

$120 total

Aug 30 - Aug 31

Total with taxes and fees

9/10 Wonderful! (1,722 reviews)

"Close to I 5 but private and secure. Good value and happy with amenities"

Reviewed on Aug 24, 2026

Hyatt Regency Portland at the Oregon Convention Center

375 NE Holladay St Portland OR

Fully refundableReserve now, pay when you stay

$152 nightly

$176 total

Aug 30 - Aug 31

Total with taxes and fees

9.4/10 Exceptional! (1,792 reviews)

"Great staff! Great room!"

Reviewed on Aug 24, 2026

See all 2,817 properties in Portsmouth

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 Portsmouth attractions

Northgate Park

Explore the lovely green spaces of Northgate Park and also enjoy the biking trails in Portland. Make time to visit the area's shops, or simply enjoy its top-notch restaurants.

See properties

University Park Community Center

Explore the lovely green spaces of University Park Community Center and also enjoy the biking trails in Portland. Experience the area's acclaimed art scene and entertainment choices.

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: Willamette River 2.5-hour Dinner Cruise

Portland: Dinner Cruise on the Willamette River

$129

per adult

96% of travellers recommend

Picture 11 for Activity Portland: Champagne Brunch Cruise on Willamette River

Portland: Brunch Cruise on Willamette River

$105

per adult

92% of travellers recommend

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.

Portsmouth Vacations from $477

Book a Hotel + Flight or Car together to unlock savings

Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Your Portsmouth Vacation

The Latest Portsmouth Vacation Packages

Skamania Lodge

Bowline Hotel

The Hotel Zags Portland

Sentinel Hotel

Waves Hotel NYE Beach - Newport OR

Where to stay in Portsmouth

Downtown Portland

Northeast Portland

Pearl District

Southeast Portland

Southwest Portland

Portsmouth Hotel Deals

The Paramount Hotel

Oxford Suites Portland - Jantzen Beach

Hyatt Regency Portland at the Oregon Convention Center

Stay near popular Portsmouth attractions

Northgate Park

University Park Community Center

Things to do

Portland: 2-Hour Lunch Cruise Through Downtown

Portland: Dinner Cruise on the Willamette River

Portland: Brunch Cruise on Willamette River