Lake Oswego Vacation Packages 2026 from $382

Lake Oswego flight + hotel vacation packages

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

Milwaukie Inn Portland South

Oak Grove

$382

per person

Nov 6 - Nov 13

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) 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.

Ilani

Save 100% on your flight

$582

per person

Oct 9 - Oct 12

found 1 hour ago

Roundtrip flight included

Los Angeles (LAX) to Portland (PDX)

A casino, 12 restaurants, and an indoor pool are all featured at this hotel. Bring the family and enjoy the children's club, arcade/game room, and kid-friendly dining. Enjoy a meal in one of the 2 coffee shops/cafes and free perks like free self parking and WiFi in public areas.

Jupiter Hotel

Southeast Portland

Save 100% on your flight

$558

per person

Nov 6 - Nov 13

found 18 hours ago

Roundtrip flight included

Los Angeles (LAX) 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 Tillamook Inn

$651

per person

Nov 15 - Nov 20

found 3 hours ago

Roundtrip flight included

Dallas (DAL) 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 Independence

$799

per person

Nov 15 - Nov 20

found 3 hours ago

Roundtrip flight included

Dallas (DAL) to Portland (PDX)

This hotel features a hot tub, a gym, and a restaurant. Business travelers can take advantage of the free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.

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

$121 nightly

$137 total

Sep 13 - Sep 14

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

The Paramount Hotel

808 SW Taylor St Portland OR

Free Cancellation

Reserve now, pay when you stay

$113 nightly

$131 total

Sep 30 - Oct 1

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

DoubleTree by Hilton Hotel Portland

1000 NE Multnomah Street Portland OR

Free Cancellation

Reserve now, pay when you stay

$115 nightly

$133 total

Sep 13 - Sep 14

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.

Pool

Pet friendly

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

7025 NE Alderwood Rd Portland OR

Free Cancellation

$112 nightly

$130 total

Oct 1 - Oct 2

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

Cambria Hotel Portland - Pearl District

165 NW Park Ave Portland OR

Free Cancellation

$119 nightly

$138 total

Sep 27 - Sep 28

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

Oxford Suites Portland - Jantzen Beach

12226 N JANTZEN DRIVE Portland OR

Free Cancellation

Reserve now, pay when you stay

$114 nightly

$132 total

Sep 7 - Sep 8

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Guests will appreciate freebies like local cuisine breakfast and free self parking.

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 $382, 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.