Southeast Portland 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 Southeast Portland

Price found within the past 48 hours. Click for updated prices.
Milwaukie Inn Portland South

Milwaukie Inn Portland South

2 out of 5
Oak Grove
Price was CA $901, price is now CA $815 per person
CA $815
per person
Dec 1 - Dec 4
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Portland (PDX)
7.6/10 Good! (602 reviews)

The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

5 out of 5
Downtown Portland
Price was CA $1,476, price is now CA $1,184 per person
CA $1,184
per person
Dec 28 - Jan 1
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Portland (PDX)
9.2/10 Wonderful! (1,000 reviews)

Mark Spencer Hotel

Mark Spencer Hotel

3 out of 5
Downtown Portland
Price was CA $1,258, price is now CA $1,087 per person
CA $1,087
per person
Dec 28 - Jan 1
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Portland (PDX)
9.2/10 Wonderful! (2,515 reviews)
Clean room

Reviewed on Oct 27, 2026

Hotel Grand Stark

Hotel Grand Stark

4 out of 5
Southeast Portland
Price was CA $1,215, price is now CA $1,077 per person
CA $1,077
per person
Dec 28 - Jan 1
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Portland (PDX)
8.8/10 Excellent! (1,003 reviews)
This place is awesome. It’s great for the events downtown. The staff was very helpful. The rooms are very clean a little bougie, but I highly recommend it.

Reviewed on Oct 26, 2026

The Hotel Zags Portland

The Hotel Zags Portland

4 out of 5
Downtown Portland
Price was CA $1,136, price is now CA $1,009 per person
CA $1,009
per person
Dec 28 - Jan 1
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Portland (PDX)
8.6/10 Excellent! (1,272 reviews)

Where to stay in Southeast Portland

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

Southeast Portland Hotel Deals

Eastside Lodge

Eastside Lodge

2 out of 5
949 E Burnside St Portland OR
Fully refundableReserve now, pay when you stay
The price is CA $73 per night from Nov 3 to Nov 4
CA $73
CA $84 total
Nov 3 - Nov 4
includes taxes & fees
Eastside Lodge
Jupiter Hotel

Jupiter Hotel

3.5 out of 5
800 E Burnside St Portland OR
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Nov 9 to Nov 10
CA $122
CA $175 total
Nov 9 - Nov 10
includes taxes & fees
Jupiter Hotel
Hotel Grand Stark

Hotel Grand Stark

4 out of 5
509 Southeast Grand Avenue Portland OR
Fully refundableReserve now, pay when you stay
The price is CA $137 per night from Nov 1 to Nov 2
CA $137
CA $159 total
Nov 1 - Nov 2
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
"This place is awesome. It’s great for the events downtown. The staff was very helpful. The rooms are very clean a little bougie, but I highly recommend it."

Reviewed on Oct 26, 2026

Hotel Grand Stark
See all 2,983 properties in Southeast Portland
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Southeast Portland vacation package cost?
Perhaps much less than you think — from just CA $815, actually! By bundling flights, hotels and car rentals into your own custom-made vacation package, your getaway to Southeast Portland is just clicks away.
How do I get a cheap travel package to Southeast Portland?
One word: bundle. Flights, rental cars and hotels — combine whatever you need into a Southeast Portland vacation package and save. Score even more discounts when you add extras such as day tours to your booking. But that's not the only impressive part. You have the flexibility to customize your vacation your way. We offer over 550 air carriers and 1,000,000 hotels across the globe, so that everyone has a chance to travel and fulfill those vacation dreams.
How far in advance should I book my Southeast Portland vacation?
Reward yourself with the biggest variety and the lowest prices by booking your adventure to Southeast Portland early. Airlines typically publish flight tickets around a year prior to departure, so reserve your spot as soon as you can. Having said that, Expedia is committed to giving you the best bargains around, so there's never a bad time to book your dream vacation!
What does an Expedia Southeast Portland travel package include?
From hotels and airfares to rental cars, Expedia can help you craft a Southeast Portland package that fits you. Heading away for a week or longer? Look into a flight, rental car and hotel bundle. If you're taking a quick break, an airfare and hotel deal could be what you're after. Tours and activities can be added once you've made your booking. Our vacation packages make it a breeze to save and plan.
What should I know before booking a Southeast Portland travel package?
You'll save big with an Expedia travel package. Combine your flights, rental cars and hotels and be rewarded with exciting discounts. Hotels aren't your only option, though. Book with us and select from beachfront villas, rural cottages and even castles and houseboats!
Can I choose my airline with a Southeast Portland Expedia vacation package?
Yes, and with over 550 airlines to select from around the world, you have plenty of choice. Scroll through the available options and find out which airline best suits your needs and budget.
If I'm not able to travel, can I cancel my Southeast Portland vacation package?
Your situation can change in the blink of an eye, so yes, you can. You may be able to cancel or change your Southeast Portland vacation package at no cost if you've booked in the last 24 hours. For bookings made more than 24 hours ago, you can still cancel and rebook, but your car rental company, airline or hotel may impose a fee. Want more information? Check out our Customer Service Portal. We're here to help make sure your getaway goes off without a hitch.

Stay near popular Southeast Portland attractions

A modern building with a glass facade and a prominent red neon sign that reads "OMSI".

Oregon Museum of Science and Industry

9.0/10 (513 reviews)
The array of hands-on exhibits will have you playing scientist or engineer at this museum known for its innovative interactive displays.
See properties

Things to do

Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

CA $120
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 $124
per adult
98% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
Full-Day Mount Hood & Multnomah Falls Tour

Full-Day Mount Hood & Multnomah Falls Tour

CA $198
per traveller
96% of travellers recommend
Full-Day Mount Hood & Multnomah Falls Tour
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.