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.
AC Hotel by Marriott Portland Downtown, OR

AC Hotel by Marriott Portland Downtown, OR

3.5 out of 5
Downtown Portland
Price was CA $1,146, price is now CA $933 per person
CA $933
per person
Aug 19 - Aug 24
found 6 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
9/10 Wonderful! (1,017 reviews)
Good place to stay

Reviewed on Jul 1, 2026

Sentinel Hotel

Sentinel Hotel

5 out of 5
Downtown Portland
Price was CA $1,223, price is now CA $990 per person
CA $990
per person
Aug 19 - Aug 24
found 6 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
8.8/10 Excellent! (1,001 reviews)
We've stayed at Sentential several times over the years and never tire of the stately architecture and level of original construction quality. Service is always good to excellent, though few will appreciate the additional $65 per day cost associated with valet parking (the nearest public parking lot is subject to frequent break-ins) or the $29 per day charge for 'Guest Amenity Fee'. (FYI: On our last visit, the cost of valet parking for three days on the street outside the hotel totaled $295.95).

Reviewed on Jul 2, 2026

Mark Spencer Hotel

Mark Spencer Hotel

3 out of 5
Downtown Portland
Price was CA $1,253, price is now CA $1,022 per person
CA $1,022
per person
Aug 19 - Aug 24
found 6 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PDX)
9.2/10 Wonderful! (2,287 reviews)
The hotel is a unique older building that definitely has its charm. The staff were very helpful and accommodating. It’s in a great downtown location.

Reviewed on Jul 4, 2026

Modern Love by Avantstay Serene Home in Arch Cape w/ Large Yard in Great Location

Modern Love by Avantstay Serene Home in Arch Cape w/ Large Yard in Great Location

3.5 out of 5
Price was CA $2,558, price is now CA $2,153 per person
CA $2,153
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
No reviews

Magic Tree House by Avantstay Fire Pit + Deck + Movie Room Walk to the Beach

Magic Tree House by Avantstay Fire Pit + Deck + Movie Room Walk to the Beach

3 out of 5
Price was CA $2,356, price is now CA $1,992 per person
CA $1,992
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Portland (PDX)
No reviews

Ready to book your vacation to Lake Oswego?

 

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Lake Oswego 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 $159 per night from Jul 7 to Jul 8
CA $159
CA $185 total
Jul 7 - Jul 8
includes taxes & fees
9.2/10 Wonderful! (3,498 reviews)
"Close to everything in town and the area is very walkable. The staff was very nice as well."

Reviewed on Jul 4, 2026

The Paramount Hotel
Red Lion Hotel Portland Airport

Red Lion Hotel Portland Airport

3 out of 5
7101 NE 82nd Ave Portland OR
Fully refundableReserve now, pay when you stay
The price is CA $141 per night from Jul 8 to Jul 9
CA $141
CA $165 total
Jul 8 - Jul 9
includes taxes & fees
7.8/10 Good! (2,831 reviews)
"Roons were clean, large and the parked was good. I would stay again."

Reviewed on Jul 3, 2026

Red Lion Hotel Portland Airport
Moxy Portland Downtown

Moxy Portland Downtown

3 out of 5
585 SW 10TH AVENUE Portland OR
Fully refundableReserve now, pay when you stay
The price is CA $147 per night from Jul 13 to Jul 14
CA $147
CA $170 total
Jul 13 - Jul 14
includes taxes & fees
9/10 Wonderful! (1,469 reviews)
"The front desk staff is so nice and helpful! The valet was great. Great location and super easy to get too!"

Reviewed on Jul 3, 2026

Moxy Portland Downtown
See all 2,977 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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

What to do in Lake Oswego

Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

CA $111
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 $125
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 $192
per adult
100% of travellers recommend
Full-Day Guided Oregon Coast Tour from Portland
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 $933 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.

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.