Homestead Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Plan, 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.
Hampton Inn & Suites Portland-Pearl District

Hampton Inn & Suites Portland-Pearl District

3.5 out of 5
Pearl District
Price was CA $1,106, price is now CA $908 per person
CA $908
per person
Jun 25 - Jun 29
found 24 hours ago
Roundtrip flight included
Vancouver (YVR) to Portland (PDX)
9.6/10 Exceptional! (2,146 reviews)
Friendly staff from check-in to check-out, including valet service and housekeeping. Great location. Good breakfast. Nice rooftop patio.

Reviewed on May 7, 2026

The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

5 out of 5
Downtown Portland
Price was CA $1,243, price is now CA $944 per person
CA $944
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
9.2/10 Wonderful! (1,000 reviews)
Overall it was fine, to be a luxury hotel like the name says it needs to be clean. The sheets and bed skirt had stains and so did the sofa in the room. The bathroom door had soap scum on it.

Reviewed on May 3, 2026

Cannon Beach Hotel Collection

Cannon Beach Hotel Collection

3.5 out of 5
Downtown Cannon Beach
Price was CA $1,405, price is now CA $1,106 per person
CA $1,106
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Portland (PDX)
9.2/10 Wonderful! (1,093 reviews)
Súper amable personal y excelente servicio. Dieron el 110% por nuestro aniversario y con botella de vino incluida gracias al Hotel y su personal lo pasamos increíble … mil veces recomendado …

Reviewed on May 8, 2026

Capitol Hill Motel

Capitol Hill Motel

2.5 out of 5
Southwest Portland
Price was CA $1,253, price is now CA $1,000 per person
CA $1,000
per person
Jul 28 - Aug 3
found 23 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
9.2/10 Wonderful! (850 reviews)
Basic hotel price is reasonable and the room was clean. I could hear the road but given it's proximity to 5 and Capitol it's to be expected.

Reviewed on Apr 19, 2026

Coast River Inn by OYO Seaside

Coast River Inn by OYO Seaside

2 out of 5
Price was CA $1,370, price is now CA $1,100 per person
CA $1,100
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Portland (PDX)
8.4/10 Very Good! (1,032 reviews)
Beds are amazing! And room felt very clean

Reviewed on May 6, 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

Downtown Portland

1 out of top 10 points of interest in this area
4.5/5(557 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

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 CA $133 per night from May 26 to May 27
CA $133
CA $155 total
May 26 - May 27
includes taxes & fees
9.2/10 Wonderful! (3,374 reviews)
The staff was phenomenal and the property was very clean and modern. Definitely would book again.

Reviewed on May 6, 2026

The Paramount Hotel
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 CA $173 per night from May 26 to May 27
CA $173
CA $202 total
May 26 - May 27
includes taxes & fees
8.6/10 Excellent! (1,055 reviews)
The hotel lobby is great! The room was clean and comfortable. If I want to be picky, I can say that the fitted sheet had a little hole , and the bottom drawer of the credenza wasn’t latching and kept opening.which could be a hazard. Both things, easy fix and did not affect my experience

Reviewed on May 8, 2026

DoubleTree by Hilton Hotel Portland
Country Inn & Suites by Radisson, Portland International Airport, OR

Country Inn & Suites by Radisson, Portland International Airport, OR

3 out of 5
7025 NE Alderwood Rd Portland OR
Fully refundable
The price is CA $145 per night from May 31 to Jun 1
CA $145
CA $169 total
May 31 - Jun 1
includes taxes & fees
8.8/10 Excellent! (2,827 reviews)
The staff was great and the room was very clean.

Reviewed on May 8, 2026

Country Inn & Suites by Radisson, Portland International Airport, OR
See all 2,855 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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Frequently asked questions

How much does a Homestead vacation package cost?
Starting from a low CA $908, 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.

Things to do

Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-Hour Lunch Cruise Through Downtown

CA $123
per adult
98% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
Full-Day Guided Oregon Coast Tour from Portland

Full-Day Guided Oregon Coast Tour from Portland

CA $192
per adult
100% of travellers recommend
Full-Day Guided Oregon Coast Tour from Portland
Portland: Willamette River 2.5-hour Dinner Cruise

Portland: Dinner Cruise on the Willamette River

CA $178
per adult
96% of travellers recommend
Portland: Dinner Cruise on the 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.