Lake Oswego Vacation Packages 2026 from $245

Lake Oswego flight + hotel vacation packages

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

Milwaukie Inn Portland South

Oak Grove

$245

per person

Oct 11 - Oct 14

found 1 day ago

Roundtrip flight included

Denver (DEN) to Portland (PDX)

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and express check-out are also on offer.

Skamania Lodge

Save 100% on your flight

$630

per person

Aug 28 - Sep 2

found 7 hours ago

Roundtrip flight included

Los Angeles (LAX) 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.

Hotel deLuxe

Downtown Portland

$398

per person

Sep 4 - Sep 7

found 1 day ago

Roundtrip flight included

Denver (DEN) to Portland (PDX)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a snack bar/deli, and dry cleaning are also offered.

Heathman Hotel

Downtown Portland

$404

per person

Sep 4 - Sep 7

found 1 day ago

Roundtrip flight included

Denver (DEN) to Portland (PDX)

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.

Oceanfront w/ Direct Beach Access Game Room Views Driftaway by Avantstay

Tolovana Park

Save 100% on your flight

$3,868

per person

Sep 5 - Sep 11

found 1 day ago

Roundtrip flight included

Denver (DEN) to Portland (PDX)

Free WiFi in public areas is available at this cottage.

Top Lake Oswego hotels deals

The Paramount Hotel

808 SW Taylor St Portland OR

Free Cancellation

Reserve now, pay when you stay

$108 nightly

$125 total

Aug 9 - Aug 10

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

The Duniway Portland A Hilton Hotel

545 SW Taylor St Portland OR

Free Cancellation

Reserve now, pay when you stay

$155 nightly

$180 total

Aug 16 - Aug 17

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a 24-hour gym on site, and concierge services and wedding services are also offered.

Pool

Pet friendly

Courtyard by Marriott Portland City Center

550 SW Oak Street Portland OR

Free Cancellation

Reserve now, pay when you stay

$112 nightly

$130 total

Jul 28 - Jul 29

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 lobby fireplace, express check-in, and express check-out are also on offer.

Pet friendly

Free WiFi

The Nines, a Luxury Collection Hotel, Portland

525 SW Morrison Street Portland OR

Free Cancellation

Reserve now, pay when you stay

$228 nightly

$266 total

Aug 9 - Aug 10

Total with taxes and fees

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.

Pet friendly

Free WiFi

Cambria Hotel Portland - Pearl District

165 NW Park Ave Portland OR

Free Cancellation

$135 nightly

$157 total

Aug 2 - Aug 3

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. A coffee shop, a snack bar/deli, and luggage storage are also on offer.

Pet friendly

Free WiFi

Hyatt House Portland/Downtown

2080 SW River Drive Portland OR

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$137 total

Aug 16 - Aug 17

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the a rooftop terrace and free buffet breakfast each morning.

Pool

Breakfast included

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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 wooden boardwalk winding through a dense forest.

Tryon Creek State Park

Enjoy a trip to Tryon Creek State Park and popular activities like biking in Portland. Wander the area's riverfront or simply enjoy one of its top-notch restaurants.

See properties

Frequently asked questions

How much are vacation packages to Lake Oswego?

Starting at just $245, 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.