Foothills Vacation Packages

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Top Holiday Package Deals in Foothills

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

Milwaukie Inn Portland South

Oak Grove
CA $651
per person
Nov 11 - Nov 15
found 23 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
7.4/10 Good! (587 reviews)
The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

Downtown Portland
CA $1,086
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEA) to Portland (PDX)
9.2/10 Wonderful! (1,000 reviews)
Great

Reviewed on Sep 1, 2026

Heathman Hotel

Heathman Hotel

Downtown Portland
CA $822
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEA) to Portland (PDX)
9.2/10 Wonderful! (1,070 reviews)
Mark Spencer Hotel

Mark Spencer Hotel

Downtown Portland
CA $862
per person
Oct 14 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEA) to Portland (PDX)
9.2/10 Wonderful! (2,416 reviews)
Beautiful room, very welcoming staff, one block from Powell’s Books. The only negatives were the limited parking spaces in a tight garage and the homeless and mentally ill people in the vicinity

Reviewed on Sep 6, 2026

Darlingwood

Darlingwood

CA $1,118
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Portland (PDX)
9.6/10 Exceptional! (4 reviews)
The setting is tranquil, with beautiful views, and the home itself is lovely. Our host was welcoming and gracious. The B&B is about two miles down gravel roads with fairly deep washboards, so guests should be prepared for a rough drive. We love staying at true bed and breakfasts, and for us, part of the charm is the experience of a thoughtfully prepared, homemade breakfast. Unfortunately, the breakfast we received was a bit disappointing—a scone, two strawberries, and five blueberries left us wanting more. In fairness, the fault is partly ours for not having more realistic expectations about what was included. The property and setting are beautiful, and the host was very welcoming, but the breakfast experience did not live up to what we typically expect from a bed and breakfast.

Reviewed on Aug 10, 2026

Where to stay in Foothills

Find the best Foothills areas and neighborhoods for the activities you enjoy most. Learn more about Foothills
Two people sitting on a blanket by a marina with boats docked in the background.

Downtown Portland

1 out of top 10 points of interest in this area

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.

A forested area with a stone structure, wooden benches, and a pathway leading to a central point.

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.

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

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.

A dinosaur statue in front of a building with a glass facade and the letters 'OMS' on it.

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!

A cable car system, a cityscape with high-rise buildings, a river, and a mountain in the background.

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.

Foothills Hotel Deals

The Paramount Hotel

The Paramount Hotel

808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
CA $153
CA $178 total
Sep 28 - Sep 29
includes taxes & fees
9.2/10 Wonderful! (3,680 reviews)
"This hotel is in the center of downtown Portland. We were able to go everywhere walking. If you are not an avid walker the rail system is a block away. The hotel was clean and everyone very friendly. The only recommendation I have is for a coffee/ tea machine in the room."

Reviewed on Sep 6, 2026

The Paramount Hotel
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

1000 NE Multnomah Street Portland OR
Fully refundableReserve now, pay when you stay
CA $158
CA $184 total
Sep 13 - Sep 14
includes taxes & fees
DoubleTree by Hilton Hotel Portland
Country Inn & Suites by Radisson, Portland International Airport, OR

Country Inn & Suites by Radisson, Portland International Airport, OR

7025 NE Alderwood Rd Portland OR
Fully refundable
CA $154
CA $179 total
Oct 1 - Oct 2
includes taxes & fees
8.8/10 Excellent! (3,203 reviews)
"The room was cozy and clean, bed was comfortable and the bathroom and shower were clean and everything worked well. Breakfast was busy, but everything was delicious and the servers did a great job getting fresh food and coffee out. Thanks!"

Reviewed on Sep 6, 2026

Country Inn & Suites by Radisson, Portland International Airport, OR
See all 2,823 properties in Foothills
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 Foothills vacation package cost?
Discover the best of Foothills from as low as CA $651. Choose from a wonderful selection of flights, rental cars and hotels to suit every budget. You can score even more discounts when you add a few tours or activities to your package.
How do I get a cheap travel package to Foothills?
Combine your hotel and flight bookings, throw in extras such as a rental car or activities, and save with a Foothills vacation package. You won't just pick up awesome discounts on your escape — you'll have a world of choice too. When you book through Expedia, you can select from more than 550 airlines and 1,000,000 hotels around the globe. Your dream vacation starts right here, right now!
Where should I stay in Foothills?
With lots to explore in Foothills, it's a good idea to lock in a hotel near its attractions. Oswego Lake Country Club, Marylhurst University and Lake Oswego Farmers Market are some fascinating ones to put on your itinerary.
What are the top hotels in Foothills?
If it's comfort and convenience you're seeking, you can't go wrong with Lakeshore Inn. Spend your evenings relaxing here and your days wandering around Foothills's best sights.
How far in advance should I book my Foothills vacation?
Smart travelers often book early. You can generally start comparing international fares on Expedia up to a year before your intended flight. If you're purchasing your ticket at the last minute, don't despair. Budget prices sometimes become available just weeks prior to departure.
What does an Expedia Foothills travel package include?
With Expedia, you can choose a combination of car rentals, flights and hotels to build your ideal Foothills travel package. Once you've made your booking, you can add on all the fun stuff like tours and activities. Remember — the more you bundle, the more deals you'll score!
What should I know before booking a Foothills travel package?
Whether it's adventure or relaxation you're after, a Foothills vacation package lets you organize your escape your way. Plus, you'll score great discounts when you combine your hotel with your rental car and flights. The more you bundle, the more you'll save!
Can I choose my airline with a Foothills Expedia vacation package?
Yes — that's the beauty of an Expedia package. You can mix and match your flights, hotels and more. We have more than 550 partner airlines all over the world, so you have lots of choice when arranging your Foothills adventure.
If I'm not able to travel, can I cancel my Foothills vacation package?
We totally understand that sometimes life doesn't go according to plan. If you've locked in a Foothills vacation package and have to amend or cancel it, we can help. We recommend having a look at our Customer Service Portal first for information. But in general, if you've booked your package within 24 hours, you may be able to cancel or change your itinerary at no cost. If it's been longer than 24 hours, your airline, hotel or car rental company may charge a fee.

Stay near popular Foothills attractions

Foothills Park

You can find out about the history of Lake Oswego with a trip to Foothills Park.
See properties

Willamette Shore Trolley

8.0/10 (20 reviews)
Find out about the history of Lake Oswego with a stop at Willamette Shore Trolley. Stroll along the lakeside in this family-friendly area, or check out its top-notch restaurants.
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Things to do

Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

CA $118
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 $122
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 $194
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.