Lake Oswego Vacations from AED2,882

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The Latest Lake Oswego Vacation Packages

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

Mark Spencer Hotel

Downtown Portland
AED2,882
per person
Sep 25 - Oct 2
found 15 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Portland (PDX)
9.2/10 Wonderful! (2,382 reviews)
Sentinel Hotel

Sentinel Hotel

Downtown Portland
Save 100% on your flight
AED3,587
per person
Sep 25 - Oct 2
found 15 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Portland (PDX)
8.8/10 Excellent! (1,002 reviews)
Hotel deLuxe

Hotel deLuxe

Downtown Portland
AED3,243
per person
Sep 25 - Oct 2
found 15 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Portland (PDX)
8.6/10 Excellent! (1,082 reviews)
This hotel is over 100 years old. It was clean, although the rooms were small; the bed was small, and the bathroom was small. I would not recommend it for the price they are charging.

Reviewed on 25 August 2026

Cambria Hotel Portland - Pearl District

Cambria Hotel Portland - Pearl District

Pearl District
AED3,037
per person
Sep 25 - Oct 2
found 15 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Portland (PDX)
9.8/10 Exceptional! (712 reviews)
Good, clean hotel. Decent location, close to good restaurants.

Reviewed on 24 August 2026

Kimpton Hotel Vintage Portland by IHG

Kimpton Hotel Vintage Portland by IHG

Downtown Portland
AED4,106
per person
Sep 25 - Oct 2
found 15 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Portland (PDX)
9/10 Wonderful! (1,000 reviews)

Find the Best Lake Oswego Vacation Packages

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
AED 459
AED 525 total
6 Sep - 7 Sep
includes taxes & fees
AC Hotel by Marriott Portland Lake Oswego
The Paramount Hotel

The Paramount Hotel

808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
AED 374
AED 435 total
8 Sep - 9 Sep
includes taxes & fees
9.2/10 Wonderful! (3,669 reviews)
"5 stars, no problems at all! ⭐ ⭐ ⭐ ⭐ ⭐"

Reviewed on 25 August 2026

The Paramount Hotel
Oxford Suites Portland - Jantzen Beach

Oxford Suites Portland - Jantzen Beach

12226 N JANTZEN DRIVE Portland OR
Fully refundableReserve now, pay when you stay
AED 344
AED 441 total
26 Aug - 27 Aug
includes taxes & fees
9/10 Wonderful! (1,722 reviews)
"Close to I 5 but private and secure. Good value and happy with amenities"

Reviewed on 24 August 2026

Oxford Suites Portland - Jantzen Beach
See all 2,981 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

This urban wilderness offers a rare forest retreat just minutes from Portland's downtown. Wander among towering Douglas firs and red cedars while crossing picturesque bridges over the tranquil Tryon Creek.
See properties
A park with a bench, trees, and a paved walkway.

Millenium Plaza City Park

8.4/10 (35 reviews)
Millennium Plaza Park offers sweeping views of Lakewood Bay and serves as Lake Oswego's vibrant community hub. Enjoy the reflecting pond or time your visit for the Saturday Farmers' Market with 8,000 weekly visitors.
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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.
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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 Farmers' Market

8.4/10 (43 reviews)
This vibrant community market showcases over 80 local vendors selling fresh produce, artisanal goods, and prepared foods. Enjoy live music while browsing seasonal offerings in the heart of Millennium Plaza Park.
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Lake Oswego Indoor Tennis Center

This indoor tennis haven has served players of all levels since 1974 with four well-maintained courts. Book through CourtReserve to enjoy year-round play regardless of Portland's infamous weather.
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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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Lakewood Center for the Arts

8.0/10 (29 reviews)
Historic arts center featuring Portland's oldest nonprofit theater company. Enjoy intimate classic and contemporary performances in a welcoming community atmosphere, captivating 40,000 patrons yearly.
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Frequently asked questions

How much does a Lake Oswego vacation package cost?
You'll find cheap prices from AED2,882 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 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.

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