South Portland Vacations from $768

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The Latest South Portland Vacation Packages

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

Skamania Lodge

$768
per person
Dec 23 - Dec 27
found 21 hours ago
Roundtrip flight included
Ontario Intl. Airport (ONT) to Portland (PDX)
9.2/10 Wonderful! (1,054 reviews)
Skamania Lodge is a gem — and especially appealing for those of us less than an hour away in Portland. Dining is exceptional and fairly priced, the pool and hot tubs are accessible and the view of the Columbia Gorge is spectacular.

Reviewed on Oct 16, 2026

Oceanfront w/ Direct Beach Access Game Room Views Driftaway by Avantstay

Oceanfront w/ Direct Beach Access Game Room Views Driftaway by Avantstay

Tolovana Park
Save 100% on your flight
$2,960
per person
Nov 22 - Nov 27
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Portland (PDX)
No reviews
Sunset Cove by Avantstay Beachfront w/ Balcony!

Sunset Cove by Avantstay Beachfront w/ Balcony!

Save 100% on your flight
$2,199
per person
Nov 22 - Nov 27
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Portland (PDX)
No reviews
The Bidwell Marriott Portland

The Bidwell Marriott Portland

Downtown Portland
$869
per person
Dec 4 - Dec 11
found 5 hours ago
Roundtrip flight included
Burbank (BUR) to Portland (PDX)
9.2/10 Wonderful! (1,003 reviews)
Salt & Spruce by Avantstay Cannon Beach Retreat + Treetop Deck + Walk To Beach + Haystack Rock

Salt & Spruce by Avantstay Cannon Beach Retreat + Treetop Deck + Walk To Beach + Haystack Rock

Save 100% on your flight
$1,192
per person
Nov 27 - Dec 1
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Portland (PDX)
No reviews

Where to stay in South Portland

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

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.

South Portland Hotel Deals

River's Edge Hotel Portland, Tapestry Collection by Hilton

River's Edge Hotel Portland, Tapestry Collection by Hilton

0455 Southwest Hamilton Court Portland OR
Fully refundableReserve now, pay when you stay
$126 nightly
$147 total
Nov 1 - Nov 2
Total with taxes and fees
9/10 Wonderful! (580 reviews)
"Everything about this place is perfect! Everything!"

Reviewed on Oct 14, 2026

River's Edge Hotel Portland, Tapestry Collection by Hilton
Oxford Suites Portland - Jantzen Beach

Oxford Suites Portland - Jantzen Beach

12226 N JANTZEN DRIVE Portland OR
Fully refundableReserve now, pay when you stay
$114 nightly
$132 total
Nov 1 - Nov 2
Total with taxes and fees
Oxford Suites Portland - Jantzen Beach
Red Lion Hotel Portland Airport

Red Lion Hotel Portland Airport

7101 NE 82nd Ave Portland OR
Fully refundableReserve now, pay when you stay
$81 nightly
$94 total
Nov 1 - Nov 2
Total with taxes and fees
7.8/10 Good! (3,063 reviews)
"If you don't mind jets roaring past your window, this might be the place for you. Unfortunately, the hotel needs major upgrading. The bathroom door didn't close properly, a hinge on the door was falling out and there was no "Privacy Please" door hanger. Oh, and the hotel charges you for parking! ..."

Reviewed on Oct 16, 2026

Red Lion Hotel Portland Airport
See all 2,897 properties in South 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 South Portland attractions

Portland Aerial Tram

8.6/10 (31 reviews)
Enjoy a trip to Portland Aerial Tram and popular activities like biking in Portland. Discover the top-notch restaurants and acclaimed theater scene in this vibrant area.
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Circuit Bouldering Gym SW

Catch an event at Circuit Bouldering Gym SW, and enjoy other activities in Portland such as biking. Stroll along the area's riverfront, or simply savor its top-notch restaurants.
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John Ross Tower

John Ross Tower is just one of the places to see in Portland, so why not enjoy the other things to explore during your travels? Discover the acclaimed theater scene in this vibrant area, or seek out the biking trails.
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Cottonwood Bay City Park

Cottonwood Bay City Park is just one of the places to see in Portland, so why not enjoy the other things to explore during your travels? Stroll along the area's riverfront, or simply savor its top-notch restaurants.
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Zidell Yards

After visiting Zidell Yards, make a plan to see the other sights and activities in Portland. Stroll along the riverfront or experience the acclaimed art scene in this vibrant area.
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Lair Hill Park

Lair Hill Park is just one of the places to see in Portland, so why not enjoy the other things to explore during your travels? Stroll along the riverfront in this vibrant area, or check out its top-notch restaurants.
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Heritage Tree Park

Heritage Tree Park is just one of the places to see in Portland, so why not enjoy the other things to explore during your travels? Stroll along the riverfront or experience the acclaimed art scene in this vibrant area.
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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.