Lake Oswego Vacation Packages 2026 from $679

Lake Oswego flight + hotel vacation packages

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

Jupiter Hotel

Southeast Portland

$679

per person

Dec 10 - Dec 17

found 20 hours ago

Roundtrip non-stop flight included

Houston (IAH) to Portland (PDX)

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Self parking, a terrace, and a garden are also offered.

The Nines, a Luxury Collection Hotel, Portland

Downtown Portland

$758

per person

Dec 6 - Dec 10

found 1 day ago

Roundtrip flight included

Dallas (DAL) to Portland (PDX)

This luxury hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. Enjoy the a rooftop terrace and perks like a free area shuttle.

Bowline Hotel

$863

per person

Nov 30 - Dec 5

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Portland (PDX)

This hotel features a sauna and a bar/lounge. Valet parking, a lobby fireplace, and express check-out are also offered.

The Tillamook Inn

$707

per person

Nov 30 - Dec 5

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Portland (PDX)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. A convenience store is provided and the front desk is staffed around-the-clock.

The Grey Piper by Avantstay Ocean Views + Fire Pit + BBQ Walk to Beach

$4,078

per person

Nov 23 - Nov 29

found 22 hours ago

Roundtrip flight included

Dallas (DFW) to Portland (PDX)

This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.

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

$118 nightly

$134 total

Oct 8 - Oct 9

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.

Pool

Hot Tub

Motel 6 Tigard, OR - Portland South - Lake Oswego

17950 SW Mcewan Ave Lake Oswego OR

Free Cancellation

Reserve now, pay when you stay

$51 nightly

$58 total

Oct 11 - Oct 12

Total with taxes and fees

A seasonal outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. A terrace is provided and the front desk is staffed around-the-clock.

Pool

Pet friendly

The Paramount Hotel

808 SW Taylor St Portland OR

$131 nightly

$152 total

Oct 14 - Oct 15

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.

Free WiFi

Restaurant

Heathman Hotel

1001 SW Broadway Portland OR

Free Cancellation

Reserve now, pay when you stay

$141 nightly

$164 total

Oct 18 - Oct 19

Total with taxes and fees

This luxury hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. WiFi in public areas is free. Valet parking, a lobby fireplace, and a library are also offered.

Pet friendly

Free WiFi

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

7025 NE Alderwood Rd Portland OR

Free Cancellation

$108 nightly

$125 total

Oct 27 - Oct 28

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the hot tub and free continental breakfast each morning.

Pool

Hot Tub

Hyatt Regency Portland at the Oregon Convention Center

375 NE Holladay St Portland OR

Free Cancellation

Reserve now, pay when you stay

$152 nightly

$176 total

Oct 25 - Oct 26

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 business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and a garden are also offered.

Pet friendly

Free WiFi

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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.

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

Frequently asked questions

How much are vacation packages to Lake Oswego?

Starting at just $679, 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.