Homestead Vacations from $465

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Your Homestead Vacation

Discover the unique personality of Homestead with a tailor-made Homestead vacation package. From its walking to its views and beyond, this neighborhood offers infinite possibilities for adventure and fun. Eager to do some sightseeing during your trip to Homestead? Be sure to stop by nearby attractions like Oregon Zoo, Portland State University and Portland Japanese Garden. No matter your travel goals or the size of your budget, booking your ideal Homestead vacation is a cinch with Expedia.

The Latest Homestead Vacation Packages

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

Mark Spencer Hotel

Downtown Portland
$465
per person
Nov 19 - Nov 23
found 2 days ago
Roundtrip flight included
Burbank (BUR) to Portland (PDX)
9.2/10 Wonderful! (2,476 reviews)
I absolutely loved having a small kitchenette with a stove top, microwave, and a fridge. Whole Foods is about 5 mins walking distance - works really well if you feel like a quiet night in/ more affordable food options

Reviewed on Oct 15, 2026

Portland's White House

Portland's White House

Northeast Portland
Save 100% on your flight
$605
per person
Nov 19 - Nov 23
found 2 days ago
Roundtrip flight included
Burbank (BUR) 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

The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

Downtown Portland
$608
per person
Nov 19 - Nov 23
found 2 days ago
Roundtrip flight included
Burbank (BUR) to Portland (PDX)
9.2/10 Wonderful! (1,000 reviews)
Very clean. Great location. Great food and friendly staff.

Reviewed on Oct 14, 2026

Skamania Lodge

Skamania Lodge

$768
per person
Dec 23 - Dec 27
found 13 hours ago
Roundtrip flight included
Ontario Intl. Airport (ONT) to Portland (PDX)
9.2/10 Wonderful! (1,054 reviews)
This is a nice place in a beautiful location. If you're going to visit the Gorge, this is the nicest hotel around. They have some cool activities nearby and it's close enough for an easy drive out to the national forest.

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 22 hours ago
Roundtrip flight included
Los Angeles (LAX) to Portland (PDX)
No reviews

Where to stay in Homestead

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

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

Homestead Hotel Deals

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
The Paramount Hotel

The Paramount Hotel

808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
$109 nightly
$126 total
Nov 15 - Nov 16
Total with taxes and fees
The Paramount Hotel
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
Red Lion Hotel Portland Airport
See all 2,820 properties in Homestead
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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Where to go when
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Stay near popular Homestead attractions

Marquam Nature Park

Explore the lovely green spaces of Marquam Nature Park and also enjoy the biking trails in Portland. Stroll along the riverfront or visit the shops in the area.
See properties

Terwilliger Boulevard Parkway

Explore the lovely green spaces of Terwilliger Boulevard Parkway and also enjoy the biking trails in Portland. Discover the area's entertainment choices and shops.
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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
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.