Homestead Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to ₩234,741 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Where to stay in Homestead

Find the best Homestead areas and neighborhoods for the activities you enjoy most. Learn more about Homestead
Downtown Portland - South Waterfront showing picnicing, boating and a bay or harbor

Downtown Portland

4.5/5(4,488 area reviews)

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

Homestead Hotel Deals

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4 out of 5
1000 NE Multnomah Street, Portland, OR
Fully refundableReserve now, pay when you stay
The price is ₩164,498 per night from Aug 26 to Aug 27
₩164,498
₩191,756 total
Aug 26 - Aug 27
includes taxes & fees
8.2/10 Very Good! (1,012 reviews)
"Restaurant was good. Nice location"

Reviewed on Aug 19, 2025

DoubleTree by Hilton Hotel Portland
Courtyard by Marriott Portland City Center

Courtyard by Marriott Portland City Center

3.5 out of 5
550 SW Oak Street, Portland, OR
Fully refundable
The price is ₩154,822 per night from Aug 22 to Aug 23
₩154,822
₩181,388 total
Aug 22 - Aug 23
includes taxes & fees
8.6/10 Excellent! (1,940 reviews)
"Ok"

Reviewed on Aug 19, 2025

Courtyard by Marriott Portland City Center
The Paramount Hotel

The Paramount Hotel

3.5 out of 5
808 SW Taylor St, Portland, OR
Fully refundableReserve now, pay when you stay
The price is ₩144,101 per night from Sep 1 to Sep 2
₩144,101
₩167,951 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (2,718 reviews)
LOVELY SOPHISTICATED AND AFFORDABLE
"We booked the Paramount for a long family weekend. What a beautiful relaxing home base in downtown Portland. check-in was simple and friendly. location close to the Max toand several neighborhoods. The bed was big and comfy. Highly recommend!! pro tip : There is a very safe 24-Hour secured parking ..."

Reviewed on Aug 19, 2025

The Paramount Hotel
See all 2,694 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.

Frequently asked questions

How much does a Homestead vacation package cost?
Starting from a low , a vacation package is your portal to affordable travel. Build your own Homestead getaway by choosing from our wide range of hotels, flights and rental cars.
How do I get a cheap travel package to Homestead?
Think of all the fun things you could do in Homestead with a wad of extra cash in your pocket. Watch your savings stack up when you combine your flights, hotels and other bookings into a Homestead vacation package. You have plenty of choice when it comes to booking with Expedia too. In fact, you can take your pick of over 550 air carriers and 1,000,000 properties throughout the world. Whether you're taking a vacation with the family or adventuring alone, organizing a trip to Homestead is better with a package.
Where should I stay in Homestead?
A trip to Homestead isn't complete without seeing Oregon Zoo and Portland State University. Stay within walking distance so you can easily access these popular attractions.
How far in advance should I book my Homestead vacation?
To land cheap prices, book early. Air carriers usually start selling tickets, along with some of the lowest fares, nearly a year ahead of time. Hotels, activities and car rental should also be booked early so you can have the pick of the bunch. If you've decided on a last-minute getaway to Homestead, there are always plenty of great deals on Expedia. Book something in today!
What does an Expedia Homestead travel package include?
That depends on what you're after. If you're traveling by yourself, you might decide to bundle flights and hotels. Taking the whole crew to Homestead? A travel package that includes hotels, rental cars and flights might suit you better. Expedia gives you the flexibility and freedom to build your own travel package.
What should I know before booking a Homestead travel package?
You can save a tidy sum by bundling your airfares, hotels and rental cars. Once you've created your package, you can add on things like sightseeing tours or experiences. Your next unforgettable adventure is only a few clicks away.
Can I choose my airline with a Homestead Expedia vacation package?
Definitely. Expedia has more than 550 partner airlines to choose from around the globe. With all that choice, finding the right carrier to whisk you off to Homestead won't be hard.
If I'm not able to travel, can I cancel my Homestead vacation package?
Whether it's your flight or hotel, you can cancel or alter it. Booked your Homestead vacation package in the last 24 hours? You may be able to make changes or cancellations for free. For bookings older than that, you may incur a fee from your hotel, airline or car rental company. For more information, check out our Customer Service Portal. We'll help you each step of the way.

Discover the most popular places to visit in Homestead

Powell\'s City of Books which includes interior views

Powell's City of Books

Perfect for a rainy-day visit, this famous bookstore is a wonderful spot to visit any day. Browse for hours amid its 1 million books.

Powell's City of Books
Tom McCall Waterfront Park featuring a bridge, bird life and a river or creek

Tom McCall Waterfront Park

Cool off in the fountain, walk or bike the paths, or take in a festival at the Tom McCall Waterfront Park.

Tom McCall Waterfront Park
Pioneer Courthouse Square featuring heritage architecture, a city and outdoor eating

Pioneer Courthouse Square

Portland’s downtown “living room” is a beloved town square and a symbol of the city’s commitment to lively public spaces.

Pioneer Courthouse Square
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.