Lake Oswego Vacations

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Lake Oswego Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
KEX Portland

KEX Portland

Northeast Portland
$533
per person
Dec 7 - Dec 11
found 21 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PDX)
Stay at this hotel in Portland. Enjoy a fitness center, a 24-hour front desk, and a snack bar/deli. Our guests praise the helpful staff in our reviews. Popular attractions Moda Center and Oregon Zoo are located nearby.
Got there at 9-10 pm at night, and just went to my room which already had the lights off, and hopped in bed. I had a top bunk, but I sorta wish an option was given to have a bottom bunk, seeing as there were several that were open in my room. There's no privacy curtain for top bunks. The shared bathroom was clean. Only some minor noise with other people talking briefly, and slight snoring, but it's to be expected in a room with several people in it. I was just there for 1 night, and needed a place to lay my head, left early in the morning and stored my bag without issue. Very conveniently located for downtown events.

Reviewed on Sep 18, 2026

Mark Spencer Hotel

Mark Spencer Hotel

Downtown Portland
$555
per person
Dec 7 - Dec 11
found 21 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PDX)
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Moda Center and McMenamins Crystal Ballroom are located nearby.
AC Hotel by Marriott Portland Downtown, OR

AC Hotel by Marriott Portland Downtown, OR

Downtown Portland
$579
per person
Dec 7 - Dec 11
found 21 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PDX)
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Moda Center and Oregon Zoo are located nearby.
Heathman Hotel

Heathman Hotel

Downtown Portland
$538
per person
Dec 7 - Dec 11
found 21 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PDX)
Book a stay at this luxury hotel in Portland. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Moda Center and Oregon Zoo are located nearby.
Larkspur Landing Extended Stay Suites Hillsboro

Larkspur Landing Extended Stay Suites Hillsboro

$560
per person
Dec 7 - Dec 11
found 21 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PDX)
Book a stay at this business-friendly aparthotel in Hillsboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Topgolf and Gordon Faber Recreation Complex are located nearby.
Excellent facility located in a quieter part of Hillsboro. Even though it is an older building, it has its charm. Rooms are nicely appointed and clean, and front desk is very helpful. Breakfast was good. We had to leave earlier than reserved check out date, but hotels.com was able to work with the manager to get us a refund for the unused dates. Will definitely return if visiting the area.

Reviewed on Sep 17, 2026

Hotel Eastlund, BW Premier Collection

Hotel Eastlund, BW Premier Collection

Northeast Portland
$574
per person
Dec 7 - Dec 11
found 21 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PDX)
Stay at this hotel in Portland. Enjoy 2 bars/lounges, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Moda Center and Oregon Zoo are located nearby.
The location was perfect for getting around the city. The staff was very friendly and helpful, including the valets. The room was phenomenal—they even gave us the room with the nicer, 3-head shower! We will definitely stay here again, when we can stay more than one night.

Reviewed on Sep 18, 2026

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Lake Oswego Vacation Packages

Trying to figure out a way to bundle your Lake Oswego flight and hotel, while saving some money? The AARP Travel Center Powered by Expedia® can help you get everything you need, while saving you both money and some time. We're here to book everything you'll need to make your Lake Oswego trip one to remember. In only a few clicks, you can select the best Lake Oswego vacation package for you. AARP Travel Center has a fabulous list of flights and hotels, and local activities to select from.

Lake Oswego Hotel Deals

You can choose from around 2988 hotels. Whether you want to stay in the heart of the city or pick a spot that is near all the Lake Oswego hot spots, we have plenty of options available.

We have competitive rates on everything from luxury hotels that satisfy all the vacation must-haves to inexpensive hotels which are great for those on wanting to save a little money. You can search all the options and select the accommodation that is ideal for you. With AARP Travel Center's Lake Oswego hotel packages, you not only get a great rate on your flight, but also a fantastic place to stay.

Things to do in Lake Oswego

Lake Oswego has about 38,496 people that make this city their home. If you wanted to take a break from the hustle of a big city, then you are in the right spot. If you are unsure where to start, head towards downtown. You'll usually find some great cafes and some stores worth exploring. The city is also known for its charming art community.

The AARP Travel Center "Things to Do" page has more great activities that you can book.

Book Together and Save

As an AARP Member, you can take advantage of all the great deals. You'll save on select hotels worldwide, flights, and rental cars. No matter what Lake Oswego vacation bundle you select, you can rest easy knowing that you already saved on your trip. The hardest packing you'll have to do is for your suitcase. Bundle today and get ready for your Lake Oswego vacation.

Top Hotel Deals

Hilton Garden Inn Portland/Lake Oswego

Hilton Garden Inn Portland/Lake Oswego

14850 Kruse Oaks Dr. Lake Oswego OR
5.37 km from city center
Book a stay at this business-friendly hotel in Lake Oswego. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful ...
Motel 6 Tigard, OR - Portland South - Lake Oswego

Motel 6 Tigard, OR - Portland South - Lake Oswego

17950 SW Mcewan Ave Lake Oswego OR
6.56 km from city center
Stay at this motel in Lake Oswego. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
The Paramount Hotel

The Paramount Hotel

808 SW Taylor St Portland OR
10.89 km from city center
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant ...
Heathman Hotel

Heathman Hotel

1001 SW Broadway Portland OR
10.78 km from city center
Book a stay at this luxury hotel in Portland. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
Country Inn & Suites by Radisson, Portland International Airport, OR

Country Inn & Suites by Radisson, Portland International Airport, OR

7025 NE Alderwood Rd Portland OR
18.4 km from city center
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
Hyatt Regency Portland at the Oregon Convention Center

Hyatt Regency Portland at the Oregon Convention Center

375 NE Holladay St Portland OR
12.2 km from city center
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
Cambria Hotel Portland - Pearl District

Cambria Hotel Portland - Pearl District

165 NW Park Ave Portland OR
11.51 km from city center
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Moda Center and Oregon ...
Embassy Suites by Hilton Portland Airport

Embassy Suites by Hilton Portland Airport

7900 Ne 82nd Ave Portland OR
19.31 km from city center
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, a free airport shuttle, and room service. Our guests praise the breakfast and ...
Hyatt House Portland/Downtown

Hyatt House Portland/Downtown

2080 SW River Drive Portland OR
9.65 km from city center
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the breakfast and the helpful ...
Courtyard by Marriott Portland City Center

Courtyard by Marriott Portland City Center

550 SW Oak Street Portland OR
11.21 km from city center
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
Oxford Suites Portland - Jantzen Beach

Oxford Suites Portland - Jantzen Beach

12226 N JANTZEN DRIVE Portland OR
21.17 km from city center
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Mark Spencer Hotel

Mark Spencer Hotel

409 Sw 11th Ave Portland OR
11.33 km from city center
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
The Porter Portland, Curio Collection by Hilton

The Porter Portland, Curio Collection by Hilton

1355 SW 2nd Ave. Portland OR
10.35 km from city center
Book a stay at this luxury hotel in Portland. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. ...
Eastside Lodge

Eastside Lodge

949 E Burnside St Portland OR
11.42 km from city center
Stay at this motel in Portland. Enjoy free WiFi, a 24-hour front desk, and cable TV channels. Our guests praise the helpful staff and the clean rooms in our ...
Heathman Lodge

Heathman Lodge

7801 NE Greenwood Dr Vancouver WA
26.61 km from city center
Book a stay at this business-friendly hotel in Vancouver. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

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