Overlook Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
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- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
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Your Overlook Vacation
Book a tailored Overlook vacation package that includes everything you need without any unnecessary extras. Good for shopping, nightlife and bars and pubs, consider staying in the neighborhood of Mississippi District. Ready to get out and explore? Oregon Zoo, Portland State University and Portland Japanese Garden are a few of the top places to visit during your trip to Overlook. Your perfect Overlook vacation is clicks away. Search airfares, hotels and more on Expedia for an adventure that's tailored to suit your travel style.
Top Holiday Package Deals in Overlook
Price found within the past 48 hours. Click for updated prices.
Capitol Hill Motel
Southwest Portland
CA $1,222
per person
Nov 19 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Portland (PDX)
9.2/10 Wonderful! (868 reviews)
Clean and affordable - was a bit nicer than I expected for a motel. No desk, so I worked at the Starbucks just up the road. Overall, very convenient and inexpensive. Also, quiet!
Reviewed on Oct 9, 2026
Sylvania Inn & Suites Tigard Portland I-5
Southwest Portland
CA $981
per person
Nov 19 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Portland (PDX)
8.2/10 Very good! (1,006 reviews)
I arrived at the property and they didn't have my reservation, I had booked my stay trough expedia. They didn't offer to honor the price, I had paid, and no solution for my problem. Their excuse was that they had changed the hotels name and they were not receiving any reservations from expedia. Thank God expedia was able to help me and find me a place to stay.
Reviewed on Oct 5, 2026
Where to stay in Overlook
Find the best Overlook areas and neighborhoods for the activities you enjoy most. Learn more about Overlook
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.
Northeast Portland
1 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
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
3 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.
Overlook Hotel Deals
Oxford Suites Portland - Jantzen Beach
12226 N JANTZEN DRIVE Portland OR
Fully refundableReserve now, pay when you stay
CA $133
CA $171 total
Nov 1 - Nov 2
includes taxes & fees
9/10 Wonderful! (1,895 reviews)
"Breakfast is good"
Reviewed on Oct 12, 2026
The Paramount Hotel
808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
CA $148
CA $172 total
Nov 9 - Nov 10
includes taxes & fees
9.2/10 Wonderful! (3,758 reviews)
"Very friendly staff, room was spacious. Definitely will stay again."
Reviewed on Oct 12, 2026
Red Lion Hotel Portland Airport
7101 NE 82nd Ave Portland OR
Fully refundableReserve now, pay when you stay
CA $131
CA $153 total
Nov 10 - Nov 11
includes taxes & fees
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 an Overlook vacation package cost?
Our Overlook vacation packages, which begin at just CA $765, are the easiest way to save big bucks. Pick your favorite hotels, flights and rental car to create your dream escape.
How do I get a cheap travel package to Overlook?
Our Overlook vacation packages promise plenty of savings for the savvy globetrotter. For the best deal, simply combine your flights, hotels and extras (such as activities) into a handy package. But cheap prices are just the beginning of your next amazing adventure. Book with Expedia and and you'll have over 550 airlines and 1,000,000 hotels across the globe to pick from. No matter your style, there's a package here just for you.
Where should I stay in Overlook?
Most visitors who travel to Overlook include Oregon Zoo and Portland State University on their must-see lists. Why not select a hotel that's close to these great attractions?
What are the top hotels in Overlook?
Economy INN and Private House With 3 Suites + Detached Living Room. Modern are among the most sought-after properties in Overlook. Why not look up the amenities and rates at each and then make up your mind?
How far in advance should I book my Overlook vacation?
It can be hard to know when is the ideal time to book your Overlook trip. But generally the earlier you book, the cheaper the prices. In some cases, you can book your flights and hotels nearly 12 months before your departure date. If you're eager to escape on a last-minute getaway, no need to panic! There are unbeatable deals posted on Expedia every single day.
What does an Expedia Overlook travel package include?
With Expedia, you can choose any combination of hotels, car rentals and flights to build your perfect Overlook travel package. Once you've made your booking, you can add on the fun things like tours and activities. Remember, the more you bundle, the greater the savings!
What should I know before booking an Overlook travel package?
When you book your flights, hotels and car rentals together, you'll score great discounts. Whether you're planning a rural escape in a cottage or want to stay in a convenient hotel in the city, Expedia can make it happen for less.
Can I choose my airline with an Overlook Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines globally. Our vacation packages give you the flexibility to take your pick of available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my Overlook vacation package?
You sure can, and we're here to help. You may be able to cancel or change your Overlook vacation package at no cost if you booked in the last 24 hours. But you may incur a fee from your airline, hotel or car rental company for older bookings. If life gets in the way of your vacation, visit our Customer Service Portal for more information.
Stay near popular Overlook attractions
Swan Island
8.4/10 (26 reviews)
You can find out about the history of Portland when you stop by Swan Island. Stroll along the riverfront or visit the shops in the area.
Overlook Park
After visiting Overlook Park, make a plan to see the other sights and activities in Portland. Stroll along the area's riverfront or experience its acclaimed theater scene.
Lindbergh's Beach
Commune with nature and explore the great outdoors at Lindbergh's Beach during your travels in Portland. Wander the area's riverfront or simply enjoy one of its top-notch restaurants.
Historic Overlook House
You can find out about the history of Portland with a trip to Historic Overlook House. Stroll along the area's riverfront or experience its great live music.
Patton Square Park
Patton Square Park is just one of the places to see in Portland, so why not enjoy the other things to explore during your travels? Wander around the area's picturesque gardens or experience its acclaimed theater scene.
Interstate Firehouse Cultural Center
Enjoy an outing to Interstate Firehouse Cultural Center during your stay in Portland. Wander the riverfront and picturesque gardens in the area.
Things to do
Half-Day Multnomah Falls & Gorge Waterfalls Tour
CA $119
per traveller
96% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
CA $123
per adult
98% of travellers recommend
Full-Day Mount Hood & Multnomah Falls Tour
CA $196
per traveller
96% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.