Greenway Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 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 Greenway

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

Capitol Hill Motel

2.5 out of 5
Southwest Portland
Price was CA $803, price is now CA $665 per person
CA $665
per person
Apr 8 - Apr 12
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PDX)
9.2/10 Wonderful! (837 reviews)
Very comfortable, family-owned place. Clean, convenient, and accommodating.

Reviewed on Oct 29, 2025

The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

5 out of 5
Downtown Portland
Price was CA $1,096, price is now CA $800 per person
CA $800
per person
Apr 30 - May 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Portland (PDX)
9/10 Wonderful! (1,002 reviews)
What’ a great find this was. The staff is so welcoming and friendly. The decor is chic. The bedding is luxurious. Very centrally located. You can’t go wrong with staying at The Nines.

Reviewed on Feb 2, 2026

WorldMark Portland - Waterfront Park

WorldMark Portland - Waterfront Park

2.5 out of 5
Downtown Portland
Price was CA $892, price is now CA $689 per person
CA $689
per person
Apr 21 - Apr 25
found 5 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
8.8/10 Excellent! (59 reviews)
The team usually pushes you to join their timeshare presentations and you’re asked to pay for wifi if you’re not an “owner” (member). Generally kind of an uncomfortable setting. I’d rather get a normal hotel next time.

Reviewed on Jan 7, 2026

The Ritz-Carlton, Portland

The Ritz-Carlton, Portland

5 out of 5
Downtown Portland
Price was CA $1,857, price is now CA $1,547 per person
CA $1,547
per person
Apr 8 - Apr 12
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PDX)
9.4/10 Exceptional! (205 reviews)
Highly Recommend this Property!

Reviewed on Jan 23, 2026

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4 out of 5
Northeast Portland
Price was CA $908, price is now CA $775 per person
CA $775
per person
Apr 8 - Apr 12
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PDX)
8.2/10 Very Good! (1,001 reviews)
The staff is courteous and helpful. The breakfast Buffett had a nice selection of options. Many hot food choices such as Potatoes, sausage, eggs and oatmeal. There were baked goods, bagels and toast. The beds were comfortable .

Reviewed on Feb 8, 2026

Where to stay in Greenway

Find the best Greenway areas and neighborhoods for the activities you enjoy most. Learn more about Greenway
Downtown Portland - South Waterfront which includes boating, a bay or harbour and picnicking

Downtown Portland

4.5/5(545 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

Greenway 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 $125 per night from Feb 18 to Feb 19
CA $125
CA $145 total
Feb 18 - Feb 19
includes taxes & fees
9.2/10 Wonderful! (3,190 reviews)
Staff and location were great!

Reviewed on Feb 7, 2026

The Paramount Hotel
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4 out of 5
1000 NE Multnomah Street Portland OR
Fully refundableReserve now, pay when you stay
The price is CA $161 per night from Feb 19 to Feb 20
CA $161
CA $188 total
Feb 19 - Feb 20
includes taxes & fees
8.4/10 Very Good! (1,011 reviews)
Nice and quiet. Friendly staff

Reviewed on Feb 2, 2026

DoubleTree by Hilton Hotel Portland
Radisson Hotel Portland Airport

Radisson Hotel Portland Airport

3.5 out of 5
6233 NE 78th Court Portland OR
Fully refundable
The price is CA $126 per night from Feb 23 to Feb 24
CA $126
CA $153 total
Feb 23 - Feb 24
includes taxes & fees
8.8/10 Excellent! (2,969 reviews)
Very clean room. Super friendly staff! Really fun coffee machine in the lobby. Restaurant food was not good. The front desk graciously refunded the meal.

Reviewed on Feb 3, 2026

Radisson Hotel Portland Airport
See all 2,855 properties in Greenway
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
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Frequently asked questions

How much does a Greenway vacation package cost?
Starting from as low as CA $665, a vacation package is your passport to inexpensive travel. Create your own Greenway getaway by picking from our great range of flights, hotels and rental cars.
How do I get a cheap travel package to Greenway?
If you love getting a great deal, bundle your bookings into a Greenway vacation package. Whether you need hotels, flights, tours or rental cars, you can browse and book everything in one place. You'll have endless choice at your fingertips as well. Expedia has over 550 airlines and 1,000,000 properties across the globe to pick from. Fly with who you prefer, stay anywhere you like and save some cash — now that's the ideal escape!
Where should I stay in Greenway?
You'll want to stay where the action is. Many people favor hotels around top sights, like Cedar Hills Crossing, Beaverton Civic Theatre and RedTail Golf Center.
What are the top hotels in Greenway?
Courtyard by Marriott Portland Beaverton is one of Greenway's leading hotels. Check in to a room here and you'll be able to rest easy knowing you're in excellent hands.
How far in advance should I book my Greenway vacation?
Reserving your tickets early with Expedia means one less thing to have to worry about. Most carriers advertise tickets up to 12 months in advance. This is typically the cheapest time to book. If circumstances have left you booking late, discount flights to Greenway sometimes emerge just a few weeks before departure.
What does an Expedia Greenway travel package include?
Flights, hotels and rental cars — we have them well covered. With Expedia, you can create your Greenway package the way you like it. All you have to do is determine just what you need. Once you've made your booking, you can add on fun things like activities and tours. The more you bundle, the greater your savings!
What should I know before booking a Greenway travel package?
You can look forward to saving with an Expedia travel package. Combine your airfares, rental cars and hotels and land fantastic discounts. You're not restricted to hotels, though. We have island villas, city apartments and just about everything in between!
Can I choose my airline with a Greenway Expedia vacation package?
You can. We offer more than 550 partner airlines globally, so pick the carrier that fits your budget needs.
If I'm not able to travel, can I cancel my Greenway vacation package?
Yes you can, and we're here to help. You may be able to cancel or change your Greenway vacation package at no cost if you booked in the last 24 hours. But you may incur a fee from your hotel, airline or car rental company if your booking is older than that. If your travel plans suddenly change, browse our Customer Service Portal for further information.

Discover the most popular places to visit in Greenway

Moda Center

Moda Center

4.5/5(129 reviews)

See sporting teams do battle and rock out to musical legends at one of Portland’s major venues for sports and big-ticket entertainment events.

Moda Center
Oregon Zoo showing landscape views and zoo animals as well as a large group of people

Oregon Zoo

4/5(54 reviews)

Awesome beasts native to America have a home alongside exotic and endangered species from around the world at this picturesque Portland attraction.

Oregon Zoo
Portland_WashingtonSquareMall_6162857-5

Washington Square Mall

4/5(63 reviews)

During your trip to Tigard, you can search for that perfect souvenir at Washington Square Mall. Discover the area's entertainment choices, or seek out its biking trails.

Washington Square Mall

Things to do

Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

CA $116
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 $119
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 $190
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.