Lake Oswego Vacations from $383

Book a Hotel + Flight or Car together to unlock savings

Your Lake Oswego Vacation

The stress-free way to experience this lively city is with a custom-made Lake Oswego vacation package. Base yourself in the neighborhood of Mississippi District, which is good for shopping, nightlife and bars and pubs or go someplace else — our packages are all about you. Eager to explore your new surroundings? Oregon Museum of Science and Industry, Oregon Health and Science University and Washington Square Mall are just three of the best places to visit during your trip to Lake Oswego. Whoever you're heading away with and whatever you plan to spend, your ultimate Lake Oswego vacation is only clicks away with Expedia.

The Latest Lake Oswego vacation packages

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

Mark Spencer Hotel

3 out of 5
Downtown Portland
Save 100% on your flight
Price was $627, price is now $383 per person
$383
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Portland (PDX)
9.2/10 Wonderful! (1,686 reviews)
We love this hotel. The staff is always friendly and the hotel is always sparkling clean!

Reviewed on Aug 28, 2025

Two Capes Lookout

Two Capes Lookout

2 out of 5
Save 100% on your flight
Price was $785, price is now $466 per person
$466
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Portland (PDX)
9.8/10 Exceptional! (59 reviews)
The views were amazing! Also, Zack was so welcoming and made us feel comfortable.

Reviewed on Aug 20, 2025

Skamania Lodge

Skamania Lodge

3.5 out of 5
Save 100% on your flight
Price was $895, price is now $579 per person
$579
per person
Nov 12 - Nov 19
found 14 hours ago
Roundtrip flight included
Phoenix (PHX) to Portland (PDX)
8.8/10 Excellent! (1,007 reviews)
Great view of river and good meals

Reviewed on Aug 28, 2025

Whispering Woods Resort

Whispering Woods Resort

3.5 out of 5
Save 100% on your flight
Price was $823, price is now $558 per person
$558
per person
Nov 12 - Nov 19
found 14 hours ago
Roundtrip flight included
Phoenix (PHX) to Portland (PDX)
9.4/10 Exceptional! (509 reviews)
We stayed here for a bachelorette party weekend and it was everything we were looking for!

Reviewed on Aug 26, 2025

Siletz Bay Beachfront Hotel by OYO Lincoln City

Siletz Bay Beachfront Hotel by OYO Lincoln City

2 out of 5
Taft Historic District
Price was $554, price is now $383 per person
$383
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Portland (PDX)
8.2/10 Very Good! (1,440 reviews)
It was one night stay with family, found close to beach but can't see ocean shore from room. Need to walk little to get ocean. Breakfast was good. Felt room was not clean. No AC as mentioned, but fan worked well.

Reviewed on Aug 29, 2025

Don't see what you're looking for?
See all available trips from Columbus to Lake Oswego
View all trips

Where to stay in Lake Oswego

Find the best Lake Oswego areas and neighborhoods for the activities you enjoy most. Learn more about Lake Oswego
Default Image

Forest Highlands

While visiting Forest Highlands, you might make a stop by sights like Willamette River and Tryon Creek State Park.

Find hotels in Forest Highlands

Discover the most popular places to visit in Lake Oswego

Moda Center

Moda Center

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 Convention Center

Oregon Convention Center

During your trip, find out what's happening at Oregon Convention Center, a top convention center in Portland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Oregon Convention Center
Oregon Zoo featuring zoo animals and landscape views as well as a large group of people

Oregon Zoo

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

Oregon Zoo

What to do in Lake Oswego

Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-hour Lunch Cruise on the Willamette River

$87
per adult
98% of travellers recommend
Portland: 2-hour Lunch Cruise on the Willamette River
Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

$85
per traveler
96% of travellers recommend
Half-Day Multnomah Falls & Gorge Waterfalls Tour
Portland Downtown Highlights: "The Golden Adventure" Exploration Game

Downtown Golden Adventure Quest Experience in Portland

$7
per adult
Downtown Golden Adventure Quest Experience in Portland
See all activities in Lake Oswego

Lake Oswego Hotel Deals

Motel 6 Tigard, OR - Portland South - Lake Oswego

Motel 6 Tigard, OR - Portland South - Lake Oswego

2 out of 5
17950 SW Mcewan Ave, Lake Oswego, OR
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $79 total per night from Sep 4 to Sep 5
$79 total
Sep 4 - Sep 5
Total with taxes and fees
Motel 6 Tigard, OR - Portland South - Lake Oswego
Hilton Garden Inn Portland/Lake Oswego

Hilton Garden Inn Portland/Lake Oswego

3 out of 5
14850 Kruse Oaks Dr., Lake Oswego, OR
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $153 total per night from Sep 4 to Sep 5
$153 total
Sep 4 - Sep 5
Total with taxes and fees
Hilton Garden Inn Portland/Lake Oswego
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
$127 nightly
The price is $148 total per night from Sep 8 to Sep 9
$148 total
Sep 8 - Sep 9
Total with taxes and fees
DoubleTree by Hilton Hotel Portland
See all 2,830 properties in Lake Oswego
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.

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Lake Oswego vacation package cost?
You can pick up a vacation package to this top destination from $383 on Expedia. However, how much your vacation to Lake Oswego costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Lake Oswego?
If you're looking to snag a cheap Lake Oswego vacation package, consider visiting in May, October and December. You're likely to find lower prices on hotels and airfares during these quieter months — ideal for budget-conscious travelers.
How many days is enough for Lake Oswego?
We'd suggest booking a Lake Oswego vacation for a minimum of 2 days. This will give you enough time to visit key attractions such as Willamette Shore Trolley and Marylhurst University, as well as check out neighborhoods like South Portland and Lake Forest. You might even be able to slot in a day trip or two outside of Lake Oswego.
Is it worth booking a vacation package to Lake Oswego?
Well known for its shopping, dining and plenty of other highlights, you can be assured Lake Oswego is a good vacation destination. Some of the top attractions to put on your itinerary? Visit Lake Oswego Farmers' Market and Millenium Plaza City Park during your Lake Oswego vacation.
How to find the best Lake Oswego package deals?
Begin your search for a Lake Oswego package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Lake Oswego package deal right away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Lake Oswego escape underway.
Is it cheaper to book a Lake Oswego vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging accommodations and flights separately. Better still, you can tailor your Lake Oswego trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Lake Oswego?
If you have your Lake Oswego vacation dates confirmed, book as soon as you can to bag some unbeatable deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are ideal for jetting off on a whim.
How to plan a trip to Lake Oswego?

  1. Choose when to go: Check your diary and pack your bags. Your preferred time of year and the type of activities available will also help you decide when to vacation in Lake Oswego.
  2. Set a budget: Consider expenses like transportation, flights and meals when working out how much to set aside for your trip to Lake Oswego. Then, select a hotel that works with your budget, whether that's a wallet-friendly option or a deluxe getaway.
  3. Discover Lake Oswego with our trip planning tool: Gain insights into the leading attractions and best properties for your trip to Lake Oswego. You can also save your must-visit places, collaborate with friends and family and arrange all your plans in one place.
  4. Set the duration of your trip: Start by compiling a list of the activities and sights you'd like to experience in Lake Oswego. Then, estimate how long you'll need at each, as well as any travel time.
  5. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a personalized Lake Oswego vacation package.
  6. Add on experiences and excursions: Read our travel guide to find some awesome things to do in Lake Oswego in Lake Oswego. Book tickets or make reservations before you go to save time and avoid the stress of searching for activities once you arrive.

Does Expedia offer Book Now, Pay Later Lake Oswego vacation packages?
Secure your dream getaway to Lake Oswego with our Book Now, Pay Later vacations. No need to save up or hold off until the next payday — we've partnered with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans let you spread the total cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's easy to stick to your budget and snap up bargains before they sell out.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.