Downtown Portland Vacation Packages

Top Holiday Package Deals in Downtown Portland

Price found within the past 48 hours. Click for updated prices.

The Ashley Inn & Suites

Wecoma Beach

CA $749

per person

Sep 19 - Sep 26

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Portland (PDX)

8.2/10 Very good! (2,685 reviews)

The hotel itself wasn’t outstanding but the helpful staff and amenities made up for areas it lacked. The pool and hot tub were dirty, but appreciated the laundry machines as this stop was the halfway point in our travels.

Reviewed on Jul 13, 2026

Siletz Bay Beachfront Hotel by OYO Lincoln City

Taft Historic District

CA $1,008

per person

Sep 19 - Sep 26

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Portland (PDX)

8/10 Very good! (1,724 reviews)

Rooms was dirty, screen door was ripped. The rooms had a musty smell to it. Oh, microwave didn't have no knobs on it. Refrigerator didn't have no freezer on it. The floors was dirty in room has old furniture in there. Balcony has bird feces on the balcony

Reviewed on Jul 12, 2026

The Tillamook Inn

CA $912

per person

Sep 19 - Sep 26

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Portland (PDX)

8/10 Very good! (1,144 reviews)

We were a bit concerned after reading the online reviews after booking, but we had a great stay. Room was clean, noise level was normal for a hotel and staff was really nice. One of the few hotels the entire family got a really good night sleep in. We would stay here again!

Reviewed on Jul 12, 2026

The Nines, a Luxury Collection Hotel, Portland

Downtown Portland

CA $986

per person

Sep 30 - Oct 4

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Portland (PDX)

9.2/10 Wonderful! (1,001 reviews)

Phenomenal service. Beautiful, clean & well maintained property. Excellent restaurants. 10 out of 10 will go again.

Reviewed on Jul 12, 2026

The Sandcastle Beachfront Hotel

Nelscott

CA $1,244

per person

Sep 19 - Sep 26

found 1 day ago

Roundtrip non-stop flight included

Calgary (YYC) to Portland (PDX)

9/10 Wonderful! (1,010 reviews)

Stayed at the property for 6 days. Front desk to cleaning staff were great. Received daily text messages to schedule housekeeping. Room was updated and modern. Bed was very comfortable. Walk-in showers, no issues with pressure or hot water. The property exterior was dated and walkway’s and stairs were completely serviceable but what is expected of a property that is basically on the beach. Several great coffee shops that offered limited breakfast and pastries are a short walk away. Have vacationed on the Oregon Coast for over 40 years staying in multiple properties ranging from highest to places that it didn’t matter if sand filled wetsuits were on the floor. Planning on making this property our go to from now on.

Reviewed on Jul 9, 2026

Where to stay in Downtown Portland

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

A street with a modern building featuring large murals, parked cars, and a café with outdoor seating.

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.

Downtown Portland Hotel Deals

The Paramount Hotel

808 SW Taylor St Portland OR

Fully refundableReserve now, pay when you stay

CA $151

CA $176 total

Aug 10 - Aug 11

includes taxes & fees

9.2/10 Wonderful! (3,540 reviews)

"Such comfy beds. Breakfast downstairs was great"

Reviewed on Jul 13, 2026

The Duniway Portland A Hilton Hotel

545 SW Taylor St Portland OR

Fully refundableReserve now, pay when you stay

CA $236

CA $274 total

Aug 9 - Aug 10

includes taxes & fees

8.6/10 Excellent! (1,008 reviews)

"Bad service and staff. Very rude"

Reviewed on Jul 10, 2026

Courtyard by Marriott Portland City Center

550 SW Oak Street Portland OR

Fully refundable

CA $157

CA $184 total

Jul 19 - Jul 20

includes taxes & fees

8.8/10 Excellent! (2,495 reviews)

"Nice, clean service. We could see fireworks from our room. A little disappointed with housekeeping - requested a number of things when we were heading out for the day in the morning, when we returned nothing was done. Since it was already late evening and we were leaving the next day, we declined ..."

Reviewed on Jul 13, 2026

See all 424 properties in Downtown 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.

Frequently asked questions

How much does a Downtown Portland vacation package cost?

Get set to book, because a trip to Downtown Portland starts from a tempting CA $749. When you bundle your flights, hotels and car rentals into a package, you'll score the best prices.

How do I get a cheap travel package to Downtown Portland?

Bundle your hotels and flights with Expedia to save big on your next getaway. With more than 550 partner airlines and 1,000,000 hotel options globally, your Downtown Portland vacation package can be tailored exactly to suit your budget. With all that extra cash, why not throw in some awesome tours and experiences? It's an easy way to unlock even more savings. Your dream vacation in Downtown Portland is closer than you thought!

Where should I stay in Downtown Portland?

Most people who travel to Downtown Portland put both Oregon Zoo and Portland State University on their bucket lists. Why not consider a hotel near these popular attractions?

What are the top hotels in Downtown Portland?

Get your vacation off to a flying start by reserving a room at Waterfront Pearl Condo With Awesome River Views. It's one of most sought-after properties in Downtown Portland. Another cozy option is Moxy Portland Downtown.

How far in advance should I book my Downtown Portland vacation?

It all depends on the air carrier, but it's usually possible to browse through international flights on Expedia up to 12 months in advance. While it's generally recommended to book ahead of time, lucky customers will occasionally score a cheaper seat just weeks prior to departure dates.

What does an Expedia Downtown Portland travel package include?

Rental cars, flights and hotels — we've got them well covered. With Expedia, you can create your Downtown Portland travel package the way you want. All you have to do is work out just what you need. Once you've made your booking, you can add on fun things like tours and activities. The more you bundle, the more you save!

What should I know before booking a Downtown Portland travel package?

An Expedia travel package can be tailored to your budget and is an easy way to stretch your hard-earned dollars. What you include is your call. Hotels, rental cars and flights — mix and match whatever combination suits your plans.

Can I choose my airline with a Downtown Portland Expedia vacation package?

The choice is all yours! We have access to over 550 airlines around the world, so you can design your Downtown Portland vacation according to your travel preferences.

If I'm not able to travel, can I cancel my Downtown Portland vacation package?

We totally get that sometimes life doesn't go according to plan. If you've locked in a Downtown Portland vacation package and need to cancel or change it, we can help. It's always worth checking out our Customer Service Portal first for information. But generally speaking, if you've booked your package within 24 hours, you may be able to cancel or change your itinerary free of charge. If it's been more than 24 hours, your hotel, airline or car rental company may impose a fee.

Stay near popular Downtown Portland attractions

A historic building with illuminated signage, a street intersection, and surrounding urban architecture.

McMenamins Crystal Ballroom

8.4/10 (13 reviews)

Learn about the local history of Portland with a stop at McMenamins Crystal Ballroom. Stroll along the riverfront in this vibrant area, or check out its top-notch restaurants.

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