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.
Milwaukie Inn Portland South

Milwaukie Inn Portland South

2 out of 5
Oak Grove
Price was CA $901, price is now CA $815 per person
CA $815
per person
Dec 1 - Dec 4
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Portland (PDX)
7.6/10 Good! (602 reviews)

The Nines, a Luxury Collection Hotel, Portland

The Nines, a Luxury Collection Hotel, Portland

5 out of 5
Downtown Portland
Price was CA $1,476, price is now CA $1,184 per person
CA $1,184
per person
Dec 28 - Jan 1
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Portland (PDX)
9.2/10 Wonderful! (1,000 reviews)

Mark Spencer Hotel

Mark Spencer Hotel

3 out of 5
Downtown Portland
Price was CA $1,258, price is now CA $1,087 per person
CA $1,087
per person
Dec 28 - Jan 1
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Portland (PDX)
9.2/10 Wonderful! (2,515 reviews)
Mark Spencer Hotel locates in the prime location. Wonderful staff. Cozy area. We enjoyed our stay here.

Reviewed on Oct 27, 2026

Hotel Grand Stark

Hotel Grand Stark

4 out of 5
Southeast Portland
Price was CA $1,215, price is now CA $1,077 per person
CA $1,077
per person
Dec 28 - Jan 1
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Portland (PDX)
8.8/10 Excellent! (1,003 reviews)
This place is awesome. It’s great for the events downtown. The staff was very helpful. The rooms are very clean a little bougie, but I highly recommend it.

Reviewed on Oct 26, 2026

The Hotel Zags Portland

The Hotel Zags Portland

4 out of 5
Downtown Portland
Price was CA $1,136, price is now CA $1,009 per person
CA $1,009
per person
Dec 28 - Jan 1
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Portland (PDX)
8.6/10 Excellent! (1,272 reviews)

Ready to book your vacation to Lake Oswego?

 

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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
The price is CA $62 per night from Nov 11 to Nov 12
CA $62
CA $70 total
Nov 11 - Nov 12
includes taxes & 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
The price is CA $154 per night from Nov 23 to Nov 24
CA $154
CA $175 total
Nov 23 - Nov 24
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
"The staff I have only stayed 2 times, but they remembered me and my preferences."

Reviewed on Oct 26, 2026

Hilton Garden Inn Portland/Lake Oswego
Oxford Suites Portland - Jantzen Beach

Oxford Suites Portland - Jantzen Beach

3 out of 5
12226 N JANTZEN DRIVE Portland OR
Fully refundableReserve now, pay when you stay
The price is CA $131 per night from Nov 1 to Nov 2
CA $131
CA $168 total
Nov 1 - Nov 2
includes taxes & fees
Oxford Suites Portland - Jantzen Beach
See all 2,978 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 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

What to do in Lake Oswego

Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

CA $120
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 $198
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 $815 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.