Downtown Portland Vacation Packages
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Top Holiday Package Deals in Downtown Portland
Price found within the past 48 hours. Click for updated prices.
Grey Oak by Avantstay Surfers Retreat Walk to Cove Beach + Golf + Firepit
CA $2,755
per person
Nov 21 - Nov 28
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Portland (PDX)
10/10 Exceptional! (3 reviews)
5 stars, and if we could go higher, we would!
This was one of the best family stays we have had so far. The beach was so close, and the town had so many great things to see and experience. The location was perfect and central enough that we could visit other beaches during the day and still be back home the same evening.
The hosts were incredibly kind, and the managing agency stayed connected the whole time, so we never had to wonder about anything. The neighbourhood was quiet, the home was beautiful, and every little detail was appreciated, even the sandcastle building toys!
We are so grateful for such a beautiful trip. Well done. We will be back!
Reviewed on May 19, 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
Northeast Portland
2 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
1 out of top 10 points of interest in this area
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
2 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.
Buckman
If you're spending time in Buckman, check out sights like Experiment PDX or Grand Central and hop on the metro to see more the city at SE Grand & Belmont Stop or SE Grand & Stark Stop.
Downtown Portland Hotel Deals
The Paramount Hotel
808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
CA $155
CA $181 total
Sep 30 - Oct 1
includes taxes & fees
9.2/10 Wonderful! (3,696 reviews)
"Staff was nice and helpful. The room was a bit dirty with some stuff on the floor like a piece of hot Cheeto. 3rd night of the stay, my key stopped working but they fixed it right away. Didn't use any amenities. A lot of homeless population around the area."
Reviewed on Sep 9, 2026
Hyatt House Portland/Downtown
2080 SW River Drive Portland OR
Fully refundableReserve now, pay when you stay
CA $163
CA $189 total
Sep 27 - Sep 28
includes taxes & fees
Mark Spencer Hotel
409 Sw 11th Ave Portland OR
Fully refundableReserve now, pay when you stay
CA $163
CA $190 total
Sep 21 - Sep 22
includes taxes & fees
9.2/10 Wonderful! (2,434 reviews)
"Great location, unique old property, even found on-street parking!"
Reviewed on Sep 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 Downtown Portland vacation package cost?
Get set to book, because a trip to Downtown Portland starts from a tempting CA $963. 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
Tom McCall Waterfront Park
8.6/10 (1,175 reviews)
Cool off in the fountain, walk or bike the paths, or take in a festival at the Tom McCall Waterfront Park.
Photo by Glenn Miller
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.
Arlene Schnitzer Concert Hall
8.8/10 (99 reviews)
Enjoy musical and theatrical performances at a Portland cultural landmark, a historical theater building in the heart of the city.
Pioneer Courthouse Square
8.6/10 (1,416 reviews)
Portland’s downtown “living room” is a beloved town square and a symbol of the city’s commitment to lively public spaces.
Keller Auditorium
9.2/10 (95 reviews)
Watch traveling Broadway productions and other shows in a beautiful downtown theater that's been packing in the crowds for more than a century.
Roseland Theater
8.8/10 (33 reviews)
You can get tickets for a performance at Roseland Theater during your stay in Portland. Discover the top-notch restaurants and acclaimed theater scene in this vibrant area.
Portland Art Museum
9.0/10 (506 reviews)
Spend a day with European masters and Native American artists at one of Portland’s premier cultural attractions, the oldest art museum in the Pacific Northwest.
Pioneer Place
8.6/10 (188 reviews)
You can browse for the perfect souvenirs at Pioneer Place during your trip to Portland. Stroll along the riverfront in this vibrant area, or seek out the biking trails.
Things to do
Half-Day Multnomah Falls & Gorge Waterfalls Tour
CA $118
per traveller
96% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
CA $122
per adult
98% of travellers recommend
Full-Day Mount Hood & Multnomah Falls Tour
CA $194
per traveller
96% of travellers recommend
Explore a world of travel with Expedia
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- Portland Vacations
- Roloff Farms
- Enchanted Forest Theme Park
- Aloha Vacations
- Visit Nob Hill
- Spirit Mountain Casino
- Jeff Flood Express
- Shafer Vineyard Cellars
- Visit Portland
- Happy Valley Vacations
- Timberline Lodge Ski Area
- Aurora Vacations
- Portland Art Museum
- Tom McCall Waterfront Park
- Oregon Zoo
- Dallas Vacations
- Mount Talbert Nature Park
- Pioneer Courthouse Square
- Visit Pearl District
- Damascus Vacations
- Visit Downtown Portland
- South Waterfront City Park
- Beaverton Vacations
- Red Ridge Durant Vineyards
- Portland Saturday Market
- Washington Square Mall
- Portland Japanese Garden
- Sandy Vacations
- Moda Center
- The Grotto
- Pittock Mansion
- Powell's City of Books
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.