Lake Oswego Vacation Packages 2026 from $378

Lake Oswego flight + hotel vacation packages

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

Washington Plaza Apartments

Downtown Portland

$378

per person

Jun 3 - Jun 7

found 16 hours ago

Roundtrip flight included

Los Angeles (LAX) to Portland (PDX)

This hotel features dry cleaning, laundry facilities, and self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Staff at the 24-hour front desk can provide around-the-clock assistance.

Varsity West

$857

per person

Jun 1 - Jun 8

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Portland (PDX)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. Express check-out is provided and the front desk is staffed around-the-clock.

Skamania Lodge

$816

per person

May 21 - May 25

found 19 hours ago

Roundtrip flight included

Chicago (ORD) to Portland (PDX)

This smoke-free resort features a golf course, a full-service spa, and 3 restaurants. Traveling on business? Take advantage of the business center, conference center, and conference space. You'll appreciate the indoor pool, bar/lounge, and laundry facilities.

The Varsity Inn North

$920

per person

Jun 1 - Jun 8

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Portland (PDX)

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. The front desk is staffed around-the-clock and laundry facilities are on offer.

Top Lake Oswego hotels deals

Hilton Garden Inn Portland/Lake Oswego

14850 Kruse Oaks Dr. Lake Oswego OR

Free Cancellation

Reserve now, pay when you stay

$99 nightly

$113 total

Mar 21 - Mar 22

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. There's a 24-hour gym on site, and a 24-hour front desk and a snack bar/deli are also provided.

The Paramount Hotel

808 SW Taylor St Portland OR

Free Cancellation

Reserve now, pay when you stay

$99 nightly

$114 total

Mar 29 - Mar 30

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A computer station, dry cleaning, and luggage storage are also on offer.

Park Lane Suites and Inn

809 SW King Avenue Portland OR

Free Cancellation

$99 nightly

$115 total

Mar 29 - Mar 30

Total with taxes and fees

A gym is featured at this hotel, along with free self parking. WiFi in public areas is free. A garden and luggage storage are also provided.

Cambria Hotel Portland - Pearl District

165 NW Park Ave Portland OR

Free Cancellation

$122 nightly

$141 total

Mar 22 - Mar 23

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a coffee shop, and a snack bar/deli are also offered.

Holiday Inn Airport - Portland by IHG

8439 Ne Columbia Blvd Portland OR

Free Cancellation

$70 nightly

$81 total

Mar 29 - Mar 30

Total with taxes and fees

This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Self parking, a snack bar/deli, and a lobby fireplace are also offered.

DoubleTree by Hilton Hotel Portland

1000 NE Multnomah Street Portland OR

Free Cancellation

Reserve now, pay when you stay

$138 nightly

$160 total

Mar 22 - Mar 23

Total with taxes and fees

This smoke-free hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Enjoy the seasonal outdoor pool and perks like free WiFi. Self parking, a 24-hour business center, and a coffee shop are also offered.

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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.

Popular places to visit

Moda Center

Catch an event at Moda Center, and enjoy other activities in Portland such as biking. Wander the riverfront or discover the area's beautiful waterfalls.

Aerial View of Portland Cityscape with Solar Panels and Highway

Oregon Convention Center

Learn about the events happening at Oregon Convention Center during your trip to Portland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Oregon Zoo

Awesome beasts native to America have a home alongside exotic and endangered species from around the world at this picturesque Portland attraction.

Frequently asked questions

How much are vacation packages to Lake Oswego?

Starting at just $378, flight and hotel packages are an excellent way to stretch your travel budget. Get ready Lake Oswego — here you come!

How long should my Lake Oswego vacation be?

Around 2 nights is what most travelers book for their Lake Oswego vacation. That's a great guide, but there's plenty more to uncover if you allow yourself a couple of extra days.

Where can I get the best vacation package deals for Lake Oswego?

Travelocity will be able to help you snap up a terrific Lake Oswego package deal. With 400 airlines and 1,000,000 properties across the world, we know you'll find one that works for you.

Why should I purchase my Lake Oswego vacation bundle via Travelocity?

Nothing tops the peace of mind knowing you've just bagged the best deal around — that's our Price Match Guarantee. Add to that our fantastic range of magical destinations and 24/7 team of customer service professionals and you've got the blueprint for a hassle-free vacation.

Can I save on my Lake Oswego car rental if I combine it with hotels and flights?

You certainly can — bundle your hotel, flight and car into a Lake Oswego vacation package and you can save a ton. With so many things to do in and around Lake Oswego, having your own wheels will more than come in handy. Once you've slid into the driver's seat, turn up the stereo and head toward Puyallup Fairgrounds, a top attraction around 120 mi from Lake Oswego.

Which airport is best for Lake Oswego?

One of the handiest options is Portland Intl. Airport (PDX), which is situated 12 mi north of the hustle and bustle of downtown Lake Oswego. Another great choice is Salem, OR (SLE-McNary Field), 40 mi away from central Lake Oswego).

What is there to do in Lake Oswego?

Lake Oswego is full of sights to explore, such as Oswego Lake Country Club and Lake Oswego Farmers' Market. These well-known attractions are at the top of most travelers' must-see lists.

Where should I stay when visiting Lake Oswego?

If you're after someplace comfortable to base yourself, take a look at the Crowne Plaza Portland-Lake Oswego, an IHG Hotel. It's the top pick for many travelers.