Homestead Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Holiday Package Deals in Homestead
Price found within the past 48 hours. Click for updated prices.
Hotel deLuxe
Downtown Portland
CA $703
per person
Oct 12 - Oct 15
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PDX)
8.6/10 Excellent! (1,077 reviews)
Staff was extremely rude , not helpful and Every time I come to this hotel the staff Is rude, disrespectful! I sat in the lobby and watched them deal with other customers annd there attitudes were completely different!! I don’t understand how they can be so unprofessional in a space I paid to stay In! To treat me rudely and not accommodate me is completely unacceptable. I booked a room through Expedia and there systems were down which happens but rather than try and help me and speak respectfully he basically kicked me out and said he couldn’t help me at all. It’s not what you say but how you say It… just horrible
Reviewed on Aug 8, 2026
Where to stay in Homestead
Find the best Homestead areas and neighborhoods for the activities you enjoy most. Learn more about Homestead
Downtown Portland
1 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.
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.
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.
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!
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.
Homestead Hotel Deals
The Paramount Hotel
808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
CA $156
CA $182 total
Aug 24 - Aug 25
includes taxes & fees
9.2/10 Wonderful! (3,593 reviews)
"Great stay, convenient downtown location, with restaurant and bar in the building. We stayed here before and would always come back. Great location if planning to attend shows at the Arlene Schnitzer Hall or the Newmark Theater and want/ need to stay overnight after a show."
Reviewed on Aug 8, 2026
Hyatt Regency Portland at the Oregon Convention Center
375 NE Holladay St Portland OR
CA $177
CA $245 total
Aug 30 - Aug 31
includes taxes & fees
Oxford Suites Portland - Jantzen Beach
12226 N JANTZEN DRIVE Portland OR
Fully refundableReserve now, pay when you stay
CA $130
CA $168 total
Aug 10 - Aug 11
includes taxes & fees
9/10 Wonderful! (1,656 reviews)
"Good location. Wished the hot tub water temperature was up to par."
Reviewed on Aug 8, 2026
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 CA $703, 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.
Stay near popular Homestead attractions
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.
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.
Sam Jackson Park
Explore the lovely green spaces of Sam Jackson Park and also enjoy the biking trails in Portland. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
Things to do
Half-Day Multnomah Falls & Gorge Waterfalls Tour
CA $114
per traveller
96% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
CA $124
per adult
98% of travellers recommend
Full-Day Mount Hood & Multnomah Falls Tour
CA $188
per traveller
96% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.