Lake Oswego Holidays

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Top hotels in Lake Oswego

Hilton Garden Inn Portland/Lake Oswego

Hilton Garden Inn Portland/Lake Oswego

14850 Kruse Oaks Dr. Lake Oswego OR
Fully refundableReserve now, pay when you stay
3.155.668 ₫
3.581.799 ₫ total
6 Sept - 7 Sept
includes taxes & fees
9/10 Wonderful! (1,013 reviews)
"Sheets"

Reviewed on 5 Sept 2026

Hilton Garden Inn Portland/Lake Oswego
The Paramount Hotel

The Paramount Hotel

808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
2.934.000 ₫
3.419.870 ₫ total
30 Sept - 1 Oct
includes taxes & fees
The Paramount Hotel
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

1000 NE Multnomah Street Portland OR
Fully refundableReserve now, pay when you stay
2.972.598 ₫
3.465.158 ₫ total
13 Sept - 14 Sept
includes taxes & fees
DoubleTree by Hilton Hotel Portland
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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

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.
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A park with a bench, trees, and a paved walkway.

Millenium Plaza City Park

8.4/10 (35 reviews)
Millennium Plaza Park offers sweeping views of Lakewood Bay and serves as Lake Oswego's vibrant community hub. Enjoy the reflecting pond or time your visit for the Saturday Farmers' Market with 8,000 weekly visitors.
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Oswego Lake

Commune with nature and explore the great outdoors at Oswego Lake during your travels in Lake Oswego.
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Lake Oswego Farmers' Market

8.4/10 (43 reviews)
This vibrant community market showcases over 80 local vendors selling fresh produce, artisanal goods, and prepared foods. Enjoy live music while browsing seasonal offerings in the heart of Millennium Plaza Park.
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Lake Oswego Indoor Tennis Center

This indoor tennis haven has served players of all levels since 1974 with four well-maintained courts. Book through CourtReserve to enjoy year-round play regardless of Portland's infamous weather.
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Elk Rock Garden

Explore the lovely green spaces of Elk Rock Garden and also enjoy the cycling trails in Portland. Wander the area's riverfront or simply enjoy one of its top-notch restaurants.
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Lakewood Center for the Arts

8.0/10 (29 reviews)
Historic arts centre featuring Portland's oldest nonprofit theatre company. Enjoy intimate classic and contemporary performances in a welcoming community atmosphere, captivating 40,000 patrons yearly.
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Berry Botanic Garden

Explore the lovely green spaces of Berry Botanic Garden and also enjoy the cycling trails in Portland. Make time to visit the area's shops or simply enjoy its top-notch restaurants.
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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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