Lake Oswego Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

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.
Cambria Hotel Portland - Pearl District

Cambria Hotel Portland - Pearl District

Pearl District
CA $635
per person
Oct 21 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
9.8/10 Exceptional! (712 reviews)
Outstanding property! Very clean, perfect location, very friendly staff and the restaurant had amazingly delicious options! My absolute favorite part of my stay was the night cap time at the bar and not even for the drinks! Our bartender Chuck was one of the friendliest, most welcoming and knowledgeable people I met while in Portland! He truly put the icing on the cake for the stay.

Reviewed on Aug 14, 2026

Kimpton Hotel Vintage Portland by IHG

Kimpton Hotel Vintage Portland by IHG

Downtown Portland
CA $1,471
per person
Oct 3 - Oct 10
just found
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PDX)
9/10 Wonderful! (1,000 reviews)
The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

Downtown Portland
CA $1,140
per person
Nov 7 - Nov 11
found 11 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
9.2/10 Wonderful! (1,007 reviews)
We were in town for a wedding. Very happy with not just the convenient location to everything, but the staff is amazing… from Valet to rooftop bar, every single staff member was friendly and helpful. The Bloody Mary from Urban Farmer was one of the best I ever had. As was the “shrimp toast” in rooftop Departure restaurant and bar. We highly recommend this hotel if you want to stay in Portland close to everything. Valet team/service made our stay 5-star. Without their hard work (crowd control, car retrieval, opening doors, loading bags, directing rides, travel tips, I can go on and on) this would be 4 star.

Reviewed on Aug 13, 2026

Portland's White House

Portland's White House

Northeast Portland
CA $974
per person
Oct 21 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
No reviews
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

Northeast Portland
CA $861
per person
Oct 21 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
8.6/10 Excellent! (1,182 reviews)
Everything

Reviewed on Aug 12, 2026

Ready to book your vacation to Lake Oswego?

Choose your dates

Lake Oswego Hotel Deals

AC Hotel by Marriott Portland Lake Oswego

AC Hotel by Marriott Portland Lake Oswego

14811 Kruse Oaks Drive Lake Oswego OR
Fully refundableReserve now, pay when you stay
CA $174
CA $199 total
Sep 6 - Sep 7
includes taxes & fees
AC Hotel by Marriott Portland Lake Oswego
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 $165
CA $187 total
Sep 6 - Sep 7
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"Overall, this is a very nice hotel. This was my second stay at this Hilton and both times I found issues with the maintenance of the rooms. Last time it was the refrigerator just did not work properly. I had to turn it on when I went to put my doggie bag from the dinner I had to walk to get because ..."

Reviewed on Aug 11, 2026

Hilton Garden Inn Portland/Lake Oswego
The Paramount Hotel

The Paramount Hotel

808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
CA $156
CA $182 total
Aug 23 - Aug 24
includes taxes & fees
9.2/10 Wonderful! (3,603 reviews)
"Include breakfast"

Reviewed on Aug 14, 2026

The Paramount Hotel
See all 2,975 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 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.
See properties
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.
See properties

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.
See properties

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 lively bars.
See properties

Lake Oswego Indoor Tennis Center

Catch an event at Lake Oswego Indoor Tennis Center during your trip to Lake Oswego. Stroll along the lakeside in this family-friendly area, or check out its top-notch restaurants.
See properties

Berry Botanic Garden

Explore the lovely green spaces of Berry Botanic Garden and also enjoy the biking trails in Portland. Make time to visit the area's shops, or simply enjoy its top-notch restaurants.
See properties

Oswego Lake

Commune with nature and explore the great outdoors at Oswego Lake during your travels in Lake Oswego.
See properties

Marylhurst University

7.6/10 (24 reviews)
Take a campus tour or just explore the area of Marylhurst University, during your trip to Lake Oswego. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
See properties

What to do in Lake Oswego

Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

CA $114
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 $124
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 $188
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 $635 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.