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.
Rayland Hotel

Rayland Hotel

2.5 out of 5
Price was CA $1,626, price is now CA $1,177 per person
CA $1,177
per person
Aug 24 - Aug 30
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PDX)
9/10 Wonderful! (118 reviews)
What a gem in the heart of downtown The Dalles! Our room was spacious, quiet, exceptionally clean, a super comfy bed and had a stunning black and white tiled shower. Very cool! Although the hotel was finishing a big remodel, it did not disrupt our stay in any way. The staff was friendly and helpful and made sure we had everything we needed. I would rebook here in a heartbeat!

Reviewed on Jun 22, 2026

Coastal Getaway in Manzanita w Fire Pit, Guest House & Views Seagrove by Avantstay

Coastal Getaway in Manzanita w Fire Pit, Guest House & Views Seagrove by Avantstay

3 out of 5
Price was CA $6,685, price is now CA $4,787 per person
CA $4,787
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
No reviews
Royal Canoe by Avantstay Walk to the Shore + Cozy Fireplace

Royal Canoe by Avantstay Walk to the Shore + Cozy Fireplace

3 out of 5
Price was CA $3,483, price is now CA $2,558 per person
CA $2,558
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
10/10 Exceptional! (2 reviews)
Great property for our family vacation! Convenient layout, amenities, and an exceptionally well-stocked kitchen with both equipment and pantry staples. Property management was super - great communication and fast replies to questions. The beach at Arch Cape is wide open and uncrowded, with fun sea stacks, tide pools, streams, and fun things to explore at both ends of the beach. Would totally stay here again.

Reviewed on Aug 23, 2025

Bella Sol by Avantstay Ocean Views + Game Room

Bella Sol by Avantstay Ocean Views + Game Room

3 out of 5
Price was CA $3,440, price is now CA $2,547 per person
CA $2,547
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
No reviews
Inn at Haystack Rock

Inn at Haystack Rock

2.5 out of 5
Downtown Cannon Beach
Price was CA $2,360, price is now CA $1,752 per person
CA $1,752
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
8.6/10 Excellent! (1,003 reviews)
Very clean and cozy cottage house. Everything was perfect

Reviewed on Jun 20, 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 $158 per night from Jun 28 to Jun 29
CA $158
CA $185 total
Jun 28 - Jun 29
includes taxes & fees
9.2/10 Wonderful! (3,480 reviews)
"Staff"

Reviewed on Jun 22, 2026

The Paramount Hotel
Moxy Portland Downtown

Moxy Portland Downtown

3 out of 5
585 SW 10TH AVENUE Portland OR
Fully refundableReserve now, pay when you stay
The price is CA $135 per night from Jul 5 to Jul 6
CA $135
CA $156 total
Jul 5 - Jul 6
includes taxes & fees
9/10 Wonderful! (1,442 reviews)
"The room was clean and check in was a breeze. Great location. Very thin walks, but noise machine provided. Free drink when you check in!"

Reviewed on Jun 23, 2026

Moxy Portland Downtown
Hyatt House Portland/Downtown

Hyatt House Portland/Downtown

3 out of 5
2080 SW River Drive Portland OR
Fully refundableReserve now, pay when you stay
The price is CA $191 per night from Jul 7 to Jul 8
CA $191
CA $222 total
Jul 7 - Jul 8
includes taxes & fees
9/10 Wonderful! (2,606 reviews)
"Clean room, just could’ve used some more blankets . The staff was very kind and informative . Breakfast wasn’t the greatest but free food is free food . Air conditioning was perfect! Definitely would stay here again . The pool was the star ⭐️ of the show ."

Reviewed on Jun 23, 2026

Hyatt House Portland/Downtown
See all 2,826 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 $1,177, 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

Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

CA $111
per traveller
96% of travellers recommend
Half-Day Multnomah Falls & Gorge Waterfalls Tour
Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-Hour Lunch Cruise Through Downtown

CA $122
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
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.