Lake Oswego Vacation Packages

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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.

Top Lake Oswego Vacation Deals

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

Hotel deLuxe

Downtown Portland
CA $706
per person
Nov 10 - Nov 12
found 8 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Portland (PDX)
8.6/10 Excellent! (1,128 reviews)
Jupiter Hotel

Jupiter Hotel

Southeast Portland
CA $1,097
per person
Nov 20 - Nov 26
just found
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
8.4/10 Very good! (1,006 reviews)
Mark Spencer Hotel

Mark Spencer Hotel

Downtown Portland
CA $787
per person
Dec 4 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
9.2/10 Wonderful! (2,476 reviews)
Fun old hotel clean and great location

Reviewed on Oct 3, 2026

Portland's White House

Portland's White House

Northeast Portland
CA $1,016
per person
Dec 4 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
10/10 Exceptional! (1 review)
Such a great stay, warm and welcoming host. I only had one issue and the host took care of it immediately. The breakfast was amazing and the coffee was hot which was huge for me. My first B&B stay but definitely not my last.

Reviewed on Sep 27, 2026

Sentinel Hotel

Sentinel Hotel

Downtown Portland
CA $1,117
per person
Nov 16 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
8.8/10 Excellent! (1,007 reviews)

Ready to book your vacation to Lake Oswego?

Choose your dates

Lake Oswego Hotel Deals

Hilton Garden Inn Portland/Lake Oswego

Hilton Garden Inn Portland/Lake Oswego

14850 Kruse Oaks Dr. Lake Oswego OR
Fully refundableReserve now, pay when you stay
CA $162
CA $184 total
Nov 1 - Nov 2
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"only thing is having to pay for parking"

Reviewed on Oct 1, 2026

Hilton Garden Inn Portland/Lake Oswego
Motel 6 Tigard, OR - Portland South - Lake Oswego

Motel 6 Tigard, OR - Portland South - Lake Oswego

17950 SW Mcewan Ave Lake Oswego OR
Fully refundableReserve now, pay when you stay
CA $67
CA $75 total
Nov 1 - Nov 2
includes taxes & fees
7.6/10 Good! (1,255 reviews)
"There is 2 Motels 6 in that area, one across street from the other. Receptionist in both places They were very rude and unfriendly. I will never go back to that place."

Reviewed on Oct 3, 2026

Motel 6 Tigard, OR - Portland South - Lake Oswego
The Paramount Hotel

The Paramount Hotel

808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
CA $165
CA $193 total
Nov 1 - Nov 2
includes taxes & fees
The Paramount Hotel
See all 2,966 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.

Stay near popular Lake Oswego attractions

A park with a bench, trees, and a paved walkway.

Millenium Plaza City Park

8.4/10 (35 reviews)
After visiting Millenium Plaza City Park, make a plan to see the other sights and activities in Lake Oswego. Stroll along the lakeside in this family-friendly area, or seek out the biking trails.
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A wooden boardwalk winding through a dense forest.

Tryon Creek State Park

Enjoy a trip to Tryon Creek State Park and popular activities like biking in Portland. Wander the area's riverfront or simply enjoy one of its top-notch restaurants.
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Portland Temple Visitors' Center

8.8/10 (49 reviews)
Portland Temple Visitors' Center is just one of the places to see in Lake Oswego, so why not enjoy the other things to explore during your travels? Stroll along the riverfront or visit the shops in the area.
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Lake Oswego Farmers' Market

8.4/10 (43 reviews)
During your trip to Lake Oswego, you can find the perfect gifts to bring home at Lake Oswego Farmers' Market. Wander the area's riverfront or simply enjoy one of its top-notch restaurants.
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Oswego Lake

Commune with nature and explore the great outdoors at Oswego Lake during your travels in Lake Oswego.
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Lake Oswego Indoor Tennis Center

Catch an event at Lake Oswego Indoor Tennis Center during your trip to Lake Oswego.
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Lakewood Center for the Arts

8.0/10 (29 reviews)
You can enjoy a show at Lakewood Center for the Arts during your stay in Lake Oswego. Stroll along the lakeside in this family-friendly area, or check out its lively bars.
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Elk Rock Garden

Explore the lovely green spaces of Elk Rock Garden and also enjoy the biking trails in Portland. Wander the area's riverfront or simply enjoy one of its top-notch restaurants.
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What to do in Lake Oswego

Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

CA $119
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 $123
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 $196
per traveller
96% of travellers recommend
Full-Day Mount Hood & Multnomah Falls Tour
See all activities in Lake Oswego

Frequently asked questions

How much does a Lake Oswego vacation package cost?
You'll find cheap prices from CA $706 on Expedia for your Lake Oswego getaway. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Lake Oswego costs.
What are the cheapest months to go to Lake Oswego?
You can usually find lower prices and better availability in January, February and March. Browse our cheap Lake Oswego vacation packages and you could score some great off-season deals.
How many days is enough for Lake Oswego?
To fully enjoy a Lake Oswego vacation, we suggest staying for 2 days. Divide your time between visiting Clackamas Town Centre, Bridgeport Village and other top attractions, as well as experiencing neighbourhoods like South Waterfront and Lake Forest. If you've got some spare time, add a day trip or tour to your Lake Oswego vacation itinerary.
Is it worth booking a vacation package to Lake Oswego?
Whether you're planning to visit attractions like Oswego Lake Country Club and Lake Oswego Farmers' Market, or want to experience its top-notch shopping and dining, a Lake Oswego vacation will leave you with lasting memories. Book your trip with Expedia and find out why Lake Oswego is such a good vacation destination.
How to find the best Lake Oswego package deals?
Begin your search for a Lake Oswego package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Lake Oswego package deal straight away, simply tweak your dates and search again. Keep in mind 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?
You can enjoy significant savings on your next Lake Oswego retreat by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to view some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Lake Oswego?
Secure amazing discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Lake Oswego getaway.
How to plan a trip to Lake Oswego?
  1. Choose when to go: Check your calendar and pack your bags. Your preferred season and the activities available will also help you decide when to visit Lake Oswego.
  2. Plan your budget wisely: Besides the cost of your stay, you should factor in other expenses too. These include food, flights and transportation. Also, put aside some extra funds for unexpected costs that may come up during your trip to Lake Oswego.
  3. Work out your trip length: Consider how long you want to spend exploring Lake Oswego. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a personalized Lake Oswego vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.