Downtown Portland Vacations from $386

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Your Downtown Portland Vacation

An in-demand riverside neighborhood, Downtown Portland lures visitors with its shopping, culture and dining. Lock in a vacation package to Downtown Portland and look forward to experiencing those highlights and more. Some nearby attractions to see during your trip to Downtown Portland include Oregon Zoo, Portland State University and Portland Japanese Garden. No matter your travel goals or budget, booking your dream Downtown Portland vacation is quick and easy with Expedia.

The Latest Downtown Portland Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Milwaukie Inn Portland South

Milwaukie Inn Portland South

Oak Grove
$386
per person
Nov 6 - Nov 13
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Portland (PDX)
7.4/10 Good! (587 reviews)
Jupiter Hotel

Jupiter Hotel

Southeast Portland
Save 100% on your flight
$557
per person
Nov 6 - Nov 13
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Portland (PDX)
8.4/10 Very Good! (1,006 reviews)
Nice place if you want to be in the mix.

Reviewed on Sep 4, 2026

Royal Canoe by Avantstay Walk to the Shore + Cozy Fireplace

Royal Canoe by Avantstay Walk to the Shore + Cozy Fireplace

Save 100% on your flight
$1,165
per person
Oct 5 - Oct 10
found 19 hours ago
Roundtrip flight included
Phoenix (PHX) to Portland (PDX)
10/10 Exceptional! (3 reviews)
Great location! Everything was clean and nice. We loved it!

Reviewed on Jul 22, 2026

Villa Manzanita by Avantstay Hot Tub, 1 Block to Beach/town, Chef's Kitchen

Villa Manzanita by Avantstay Hot Tub, 1 Block to Beach/town, Chef's Kitchen

Save 100% on your flight
$1,784
per person
Oct 5 - Oct 10
found 19 hours ago
Roundtrip flight included
Phoenix (PHX) to Portland (PDX)
10/10 Exceptional! (1 review)
Blue Horizon by Avantstay Panoramic Views of the Ocean w/ Entertainers Patio

Blue Horizon by Avantstay Panoramic Views of the Ocean w/ Entertainers Patio

Save 100% on your flight
$1,151
per person
Oct 5 - Oct 10
found 19 hours ago
Roundtrip flight included
Phoenix (PHX) to Portland (PDX)
6/10 (2 reviews)
It was a beautiful stay. Everything was wonderful!

Reviewed on Aug 9, 2025

Where to stay in Downtown Portland

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

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.

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

2 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.

A city skyline with modern buildings reflected in a calm body of water, a bridge, and a clear blue sky.

Buckman

If you're spending time in Buckman, check out sights like Revolution Hall or Experiment PDX and hop on the metro to see more the city at SE Grand & Belmont Stop or SE Grand & Stark Stop.

Downtown Portland Hotel Deals

The Paramount Hotel

The Paramount Hotel

808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
$113 nightly
$131 total
Sep 30 - Oct 1
Total with taxes and fees
9.2/10 Wonderful! (3,671 reviews)
"Overall, a solid 3 star hotel as advertised. Staff were all amazing! $10/night credit for their two restaurants was nice too. Issues I had: no on site microwave for reheating your leftovers after a night out. Shower water pressure and temperature were not great. On the last night of my stay on the ..."

Reviewed on Sep 4, 2026

The Paramount Hotel
Hyatt House Portland/Downtown

Hyatt House Portland/Downtown

2080 SW River Drive Portland OR
Fully refundableReserve now, pay when you stay
$118 nightly
$137 total
Sep 27 - Sep 28
Total with taxes and fees
Hyatt House Portland/Downtown
Moxy Portland Downtown

Moxy Portland Downtown

585 SW 10TH AVENUE Portland OR
Fully refundableReserve now, pay when you stay
$110 nightly
$127 total
Sep 7 - Sep 8
Total with taxes and fees
Moxy Portland Downtown
See all 431 properties in Downtown Portland
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 Downtown Portland attractions

A bridge over a river with geese grazing on the grass near the water.

Tom McCall Waterfront Park

8.6/10 (1,175 reviews)
Cool off in the fountain, walk or bike the paths, or take in a festival at the Tom McCall Waterfront Park.
See properties
A historic building with illuminated signage, a street intersection, and surrounding urban architecture.
Photo by Glenn Miller

McMenamins Crystal Ballroom

8.4/10 (13 reviews)
Learn about the local history of Portland with a stop at McMenamins Crystal Ballroom. Stroll along the riverfront in this vibrant area, or check out its top-notch restaurants.
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A street with cars, trees, and a Portland theater sign.

Arlene Schnitzer Concert Hall

8.8/10 (99 reviews)
Enjoy musical and theatrical performances at a Portland cultural landmark, a historical theater building in the heart of the city.
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A statue of a man holding an umbrella, a food truck, and people sitting on steps in an urban setting.

Pioneer Courthouse Square

8.6/10 (1,416 reviews)
Portland’s downtown “living room” is a beloved town square and a symbol of the city’s commitment to lively public spaces.
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A modern building with large windows and a staircase leading up to it.

Keller Auditorium

9.2/10 (95 reviews)
Watch traveling Broadway productions and other shows in a beautiful downtown theater that's been packing in the crowds for more than a century.
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A street corner with a red brick building, trees, and a traffic light.

Roseland Theater

8.8/10 (33 reviews)
You can get tickets for a performance at Roseland Theater during your stay in Portland. Discover the top-notch restaurants and acclaimed theater scene in this vibrant area.
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A building with a large advertisement for Francis Bacon, a public staircase, and a golden sculpture.

Portland Art Museum

9.0/10 (506 reviews)
Spend a day with European masters and Native American artists at one of Portland’s premier cultural attractions, the oldest art museum in the Pacific Northwest.
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Pioneer Place

8.6/10 (188 reviews)
You can browse for the perfect souvenirs at Pioneer Place during your trip to Portland. Stroll along the riverfront in this vibrant area, or seek out the biking trails.
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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

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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.