Lake Oswego Holidays

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Lake Oswego Holiday

Our pick of the best Lake Oswego Hotel Deals

The Paramount Hotel

The Paramount Hotel

3.5 out of 5
808 SW Taylor St Portland OR
The price is NZ$215 per night from 10 Aug to 11 Aug
NZ$215
10 Aug - 11 Aug
includes taxes & fees
9.2/10 Wonderful! (3,544 reviews)
"The staff was great. Hotel and room was very clean."

Reviewed on 14 July 2026

The Paramount Hotel
The Duniway Portland A Hilton Hotel

The Duniway Portland A Hilton Hotel

4.5 out of 5
545 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
The price is NZ$340 per night from 20 July to 21 July
NZ$340
20 July - 21 July
includes taxes & fees
8.6/10 Excellent! (1,008 reviews)
"Bad service and staff. Very rude"

Reviewed on 10 July 2026

The Duniway Portland A Hilton Hotel
Courtyard by Marriott Portland City Center

Courtyard by Marriott Portland City Center

3.5 out of 5
550 SW Oak Street Portland OR
Fully refundable
The price is NZ$226 per night from 11 Aug to 12 Aug
NZ$226
11 Aug - 12 Aug
includes taxes & fees
8.8/10 Excellent! (2,498 reviews)
"Very good staff and clean room. Location is good to walk to the pearl district, but if you are a solo female traveler, walking around this area might make you feel a little unsafe."

Reviewed on 13 July 2026

Courtyard by Marriott Portland City Center
See all 2,962 properties in Lake Oswego
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

This urban wilderness offers a rare forest retreat just minutes from Portland's city centre. Wander among towering Douglas firs and red cedars while crossing picturesque bridges over the tranquil Tryon Creek.
See properties

What to do in Lake Oswego

Half-Day Multnomah Falls & Gorge Waterfalls Tour

Half-Day Multnomah Falls & Gorge Waterfalls Tour

NZ$142
per traveller
96% of travellers recommend
Half-Day Multnomah Falls & Gorge Waterfalls Tour
Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-Hour Lunch Cruise Through Downtown

NZ$155
per adult
98% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
Full-Day Mount Hood & Multnomah Falls Tour

Full-Day Mount Hood & Multnomah Falls Tour

NZ$234
per traveller
96% of travellers recommend
Full-Day Mount Hood & Multnomah Falls Tour
See all activities in Lake Oswego

Frequently asked questions

How much does a Lake Oswego holiday package cost?
You can pick up a holiday package to this top destination on Expedia. However, how much your holiday to Lake Oswego costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Lake Oswego?
If you'd like to score a cheap Lake Oswego holiday package, consider planning a trip in January, February and March. You're likely to find better rates on hotels and airfares during these quieter months — perfect for travellers wishing to save money.
How many days is enough for Lake Oswego?
With about 2 days, you'll have enough time to experience popular neighbourhoods such as South Waterfront and Lake Forest during your Lake Oswego holiday. Remember to also add Millenium Plaza City Park and Willamette Shore Trolley to your must-do list. In the mood for more adventures? Consider venturing outside of Lake Oswego on tours and day trips.
Is it worth booking a holiday package to Lake Oswego?
Well known for its shopping, dining and a host of other highlights, you can be certain Lake Oswego is a good holiday destination. Some of the most popular attractions to stick on your to-do list? Don't miss Oswego Lake Country Club and Lake Oswego Farmers' Market during your Lake Oswego holiday.
How to find the best Lake Oswego package deals?
Begin your search for a Lake Oswego package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Lake Oswego package deal right away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Lake Oswego escape underway.
Is it cheaper to book a Lake Oswego holiday as a package?
An Expedia holiday package could land you considerable savings when compared to arranging accommodation and flights separately. Better still, you can tailor your Lake Oswego trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a holiday package to Lake Oswego?
If you have your Lake Oswego holiday dates confirmed, book as soon as you can to bag some unbeatable deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are ideal for jetting off on a whim.
How to plan a trip to Lake Oswego?

  1. Choose your travel dates: The things you'd like to do in Lake Oswego and your preferred season will help you decide when to get away.
  2. Budget wisely: As well as the cost of your accommodation, you should factor in other expenses too. These include flights, transportation and food. Also, set aside some extra funds for unexpected costs that may arise during your trip to Lake Oswego.
  3. Set the duration of your trip: Start by compiling a list of the sights and activities you want to get to in Lake Oswego. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to choose a Lake Oswego holiday package that brings all your bookings together.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.