Lake Oswego Vacations from $364

Book a Hotel + Flight or Car together to unlock savings

Your Lake Oswego Vacation

The stress-free way to experience this lively city is with a custom-made Lake Oswego vacation package. Base yourself in the neighborhood of Mississippi District, which is good for shopping, nightlife and bars and pubs or go someplace else — our packages are all about you. Eager to explore your new surroundings? Oregon Museum of Science and Industry, Oregon Health and Science University and Washington Square Mall are just three of the best places to visit during your trip to Lake Oswego. Whoever you're heading away with and whatever you plan to spend, your ultimate Lake Oswego vacation is only clicks away with Expedia.

The Latest Lake Oswego vacation packages

Price found within the past 48 hours. Click for updated prices.
Portland's White House

Portland's White House

Northeast Portland
$364
per person
Nov 21 - Nov 23
found 24 hours ago
Roundtrip non-stop flight included
Burbank (BUR) to Portland (PDX)
10/10 Exceptional! (1 review)
Such a great stay, warm and welcoming host. I only had one issue and the host took care of it immediately. The breakfast was amazing and the coffee was hot which was huge for me. My first B&B stay but definitely not my last.

Reviewed on Sep 27, 2026

Mark Spencer Hotel

Mark Spencer Hotel

Downtown Portland
$393
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Portland (PDX)
9.2/10 Wonderful! (2,476 reviews)
I absolutely loved having a small kitchenette with a stove top, microwave, and a fridge. Whole Foods is about 5 mins walking distance - works really well if you feel like a quiet night in/ more affordable food options

Reviewed on Oct 15, 2026

Sunset Cove by Avantstay Beachfront w/ Balcony!

Sunset Cove by Avantstay Beachfront w/ Balcony!

Save 100% on your flight
$2,185
per person
Nov 22 - Nov 27
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Portland (PDX)
No reviews
Salt & Spruce by Avantstay Cannon Beach Retreat + Treetop Deck + Walk To Beach + Haystack Rock

Salt & Spruce by Avantstay Cannon Beach Retreat + Treetop Deck + Walk To Beach + Haystack Rock

Save 100% on your flight
$1,111
per person
Nov 27 - Dec 1
found 11 hours ago
Roundtrip flight included
Los Angeles (LAX) to Portland (PDX)
No reviews
Royal Canoe by Avantstay Walk to the Shore + Cozy Fireplace

Royal Canoe by Avantstay Walk to the Shore + Cozy Fireplace

Save 100% on your flight
$1,117
per person
Nov 27 - Dec 1
found 11 hours ago
Roundtrip flight included
Los Angeles (LAX) to Portland (PDX)
10/10 Exceptional! (3 reviews)
Great location! Everything was clean and nice. We loved it!

Reviewed on Jul 22, 2026

Don't see what you're looking for?
See all available trips from Columbus to Lake Oswego
View all trips

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)
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.
See properties
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 downtown. Wander among towering Douglas firs and red cedars while crossing picturesque bridges over the tranquil Tryon Creek.
See properties
A bicycle parked against a white stone wall with a red window and a red cloth hanging on a line.

Lakeside Bicycles

7.8/10 (22 reviews)
This family-owned bike shop showcases exclusive Italian brands like Pegoretti and Pinarello. Expert staff offer professional fittings and personalized recommendations to elevate your riding experience.
See properties

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.
See properties

Elk Rock Garden

Explore the lovely green spaces of Elk Rock Garden and also enjoy the biking trails in Portland. Wander the area's riverfront or simply enjoy one of its top-notch restaurants.
See properties

Oswego Lake

Commune with nature and explore the great outdoors at Oswego Lake during your travels in Lake Oswego.
See properties

Willamette Shore Trolley

8.0/10 (20 reviews)
This vintage trolley offers a 90-minute journey through history along the Willamette River. Ride through the Elk Rock Tunnel and over trestles while volunteers share stories of the area's rich past.
See properties

Lakewood Center for the Arts

8.0/10 (29 reviews)
Historic arts center featuring Portland's oldest nonprofit theater company. Enjoy intimate classic and contemporary performances in a welcoming community atmosphere, captivating 40,000 patrons yearly.
See properties

What to do in Lake Oswego

Portland: 2-hour Lunch Cruise on the Willamette River

Portland: 2-Hour Lunch Cruise Through Downtown

$88
per adult
98% of travellers recommend
Portland: 2-Hour Lunch Cruise Through Downtown
Portland: Willamette River 2.5-hour Dinner Cruise

Portland: Dinner Cruise on the Willamette River

$129
per adult
96% of travellers recommend
Portland: Dinner Cruise on the Willamette River
Picture 11 for Activity Portland: Champagne Brunch Cruise on Willamette River

Portland: Brunch Cruise on Willamette River

$105
per adult
92% of travellers recommend
Portland: Brunch Cruise on Willamette River
See all activities in Lake Oswego

Lake Oswego Hotel Deals

Motel 6 Tigard, OR - Portland South - Lake Oswego

Motel 6 Tigard, OR - Portland South - Lake Oswego

17950 SW Mcewan Ave Lake Oswego OR
Fully refundableReserve now, pay when you stay
$44 nightly
$50 total
Nov 3 - Nov 4
Total with taxes and fees
7.6/10 Good! (1,255 reviews)
"The room was clean. We were given more to and towels when asked for. The hallways are full of trash. The air system didn’t work in our room. Our keys kept unprogramming. We would leave and come back and the keys wouldn’t work. It was raining and very windy. We would have to go to office and wait ..."

Reviewed on Oct 12, 2026

Motel 6 Tigard, OR - Portland South - 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
$114 nightly
$129 total
Nov 1 - Nov 2
Total with taxes and fees
Hilton Garden Inn Portland/Lake Oswego
Oxford Suites Portland - Jantzen Beach

Oxford Suites Portland - Jantzen Beach

12226 N JANTZEN DRIVE Portland OR
Fully refundableReserve now, pay when you stay
$114 nightly
$132 total
Nov 1 - Nov 2
Total with taxes and fees
Oxford Suites Portland - Jantzen Beach
See all 2,951 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.

Find the Best Lake Oswego Vacation Packages

Things to do in and around Lake Oswego

Lake Oswego, Oregon, is a fantastic destination for families and outdoor enthusiasts alike. Visitors can enjoy a variety of activities, including outdoor recreation and adventures, as well as shopping at the local mall and shopping centers. The Lake Oswego Festival offers cultural experiences, making it a perfect day trip spot. With its friendly atmosphere, there’s something for everyone to enjoy in this charming city.

Shopping

For a great shopping experience in Lake Oswego, visit Washington Square Mall, just 6 miles away, offering entertainment and family-friendly vibes. Explore the local flavor at the Lake Oswego Farmers' Market, right in town, or check out Lakeside Bicycles for unique finds.

Recreation

At Providence Park, immerse yourself in the vibrant sports atmosphere while enjoying local games. For a blend of culture and entertainment, visit Keller Auditorium, where captivating performances await. Finally, unwind at Westmoreland Park, a peaceful retreat perfect for relaxation and wellness amidst nature.

Adventure

Experience the thrills at Oaks Amusement Park, an arcadeAdventureZone 4 miles from Lake Oswego, perfect for family fun. Explore the Portland Aerial Tram, a cableCarGondola 5 miles away, offering stunning views. For tennis enthusiasts, the Lake Oswego Indoor Tennis Center provides a great adventure activity right in town.

Nightlife

Lake Oswego's nightlife offers a mix of entertainment options. Visit Tigard Bowl, located 4 miles away, for bowling and fun. For a more relaxed vibe, check out local bars featuring craft beers and cocktails, where you can enjoy live music and socialize with friendly locals.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Lake Oswego

Lake Oswego, Oregon, offers a delightful mix of outdoor and urban experiences perfect for families. Explore urban parks, modern colleges, and the scenic rivers that define the area. Visitors can also venture to the Oregon Coast and discover cultural attractions within Lake Oswego, ensuring a memorable trip filled with diverse activities for everyone.

  • Oregon Health and Science University: This modern institution, located 5 miles from Lake Oswego, offers a vibrant city atmosphere with cutting-edge research and educational facilities. Visitors can enjoy the striking architecture and engage in community health events that often take place on campus.
  • Tom McCall Waterfront Park: Situated 6 miles away, this urban park is perfect for families seeking outdoor fun. With scenic views of the Willamette River, walking paths, and picnic areas, it's an ideal spot for relaxation and recreation amidst the city's hustle.
  • Oregon Museum of Science and Industry: Also 6 miles from Lake Oswego, this interactive science museum offers engaging exhibits for all ages. Families can enjoy hands-on learning experiences and fascinating displays that celebrate innovation and culture.

Best time to go to Lake Oswego

The best time to visit Lake Oswego can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Lake Oswego falls in August, when visitor numbers are average and weather is sunny with no rain. The coolest average temperature in Lake Oswego falls in December, visitor numbers are slightly low and weather is mostly cloudy with moderate rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January41.0°F (5.0°C)Light RainMostly CloudyAverageSlightly Low
February41.4°F (5.2°C)Light RainMostly CloudyAverageSlightly Low
March45.0°F (7.2°C)Light RainMostly CloudyAverageAverage
April49.6°F (9.8°C)Light RainMostly CloudySlightly HighAverage
May56.8°F (13.8°C)Light RainMostly SunnyAverageAverage
June62.4°F (16.9°C)No RainMostly SunnySlightly HighSlightly High
July69.4°F (20.8°C)No RainSunnySlightly HighSlightly High
August70.7°F (21.5°C)No RainSunnyAverageSlightly High
September64.4°F (18.0°C)Light RainMostly SunnyAverageAverage
October54.9°F (12.7°C)Light RainMostly SunnySlightly LowAverage
November45.5°F (7.5°C)Light RainMostly CloudySlightly LowAverage
December39.9°F (4.4°C)Moderate RainMostly CloudySlightly LowSlightly Low

Tips to save on your trip to Lake Oswego

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Lake Oswego.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Lake Oswego Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Portland Intl. Airport (PDX)
Population
38,500
Max Temp Winter
45ºF
Max Temp Summer
80ºF
Top Sights
Oregon Zoo, Portland Art Museum and Oregon Museum of Science and Industry

More vacations you might like

Frequently asked questions

What types of vacation packages are available in Lake Oswego?
Lake Oswego vacation packages can be tailored to various travel styles, reflecting its central urban setting and family-friendly attractions:
  • Budget package: For value-conscious travelers, properties like Holiday Inn Express Portland South-Lake Oswego by IHG, rated 8.5 out of 10 by travelers, offer amenities such as free breakfast and an indoor pool, with travelers often praising the great breakfast.
  • Pet-friendly package: Hotels such as Hilton Garden Inn Portland/Lake Oswego, rated 8.8 out of 10 by travelers, welcome pets and provide amenities like a hot tub and indoor pool, with travelers frequently thanking the staff and noting the good food.
  • Breakfast package: Many hotels include free breakfast, a convenient perk for starting your day. Fairfield Inn & Suites by Marriott Lake Oswego, rated 8.9 out of 10 by travelers, is a strong choice with free breakfast and an indoor pool, and travelers highlight the good breakfast and great staff.
  • Family package: For those traveling with children, Residence Inn by Marriott Lake Oswego offers family rooms, a kitchen, and an outdoor pool and hot tub, with travelers appreciating the well-maintained rooms and saying they loved the location.
How can I save money on a Lake Oswego vacation package?
When you bundle, you can save up to 30%*. To save money on a Lake Oswego package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
How much does a Lake Oswego vacation package cost?
A Lake Oswego vacation package typically costs around $750 per adult for a weekend trip. Prices for packages start from around $450 per adult and can reach up to $1,650 per adult for longer or more luxurious stays.*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.
How do I find cheap Lake Oswego vacation package deals?
The cheapest Lake Oswego vacation package deals can be as low as around $420 per adult for weekend trips. Separately, November typically has the lowest average monthly price, around $640 per adult, for a 3-day trip, while February follows closely at around $750 per adult, for a 4-day trip.Bundling flights and hotel together also typically saves money on a weekend trip — most Lake Oswego vacation package deals include some savings versus booking separately, typically around $35 per adult. Week-long trips can save even more, often around $40 per adult. Browse cheap vacation packages in Lake Oswego on Expedia for current deals.*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.
What is the best time to go to Lake Oswego?
The best time for a Lake Oswego vacation package, based on peak demand, is typically June and July. These months see the most interest from travelers.For those looking for potentially lower prices, February and November tend to be more affordable. August can also offer good value, though it's still a popular month for travel.
What's included in a Lake Oswego vacation package?
A Lake Oswego vacation package lets you combine round-trip flights, hotel stays, and rental cars, offering convenience for exploring this central urban destination. Many hotels in the area provide free breakfast, a great way to start your day, and some also offer airport shuttle services to and from Portland International Airport (PDX).Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
What's the best vacation package for Lake Oswego?
For families, a Lake Oswego vacation package with a stay at Residence Inn by Marriott Lake Oswego is a strong choice. This property offers family rooms, a kitchen, and both an outdoor pool and hot tub, with travelers appreciating the well-maintained rooms, saying they loved the location, and the awesome pool.Travelers seeking value can consider a package built around Holiday Inn Express Portland South-Lake Oswego by IHG, rated 8.5 out of 10 by travelers. It provides amenities like free breakfast and an indoor pool, and travelers often praise the great breakfast and overall experience.For a more upscale experience, the 3.5-star AC Hotel by Marriott Portland Lake Oswego, rated 8.5 out of 10 by travelers, offers a bar and lounge, indoor and outdoor pools, and a restaurant. Travelers highlight the modern rooms, nice pool, and accommodating staff, making it suitable for couples or those looking for enhanced amenities.
Is Lake Oswego better suited for a beach vacation or a cultural trip?
A Lake Oswego vacation is primarily suited for an urban experience, offering family-friendly attractions and a blend of historical context with modern amenities. Oswego Lake provides beautiful lake views.Travelers can explore the city's history, which includes its past as an iron industry hub, and enjoy local parks like Sundeleaf Plaza and Millennium Park Plaza, which host events like a Saturday Farmer's Market in the summer. Your Lake Oswego vacation can be customized around these activities.
Is Lake Oswego a good choice for a family vacation package?
Lake Oswego is a strong choice for family vacation packages, with some bookings being family trips. Many hotels cater to families with amenities like family rooms, free breakfast, and both indoor and outdoor pools.For instance, Residence Inn by Marriott Lake Oswego offers family rooms, an outdoor pool, and kitchens, with travelers praising its well-maintained rooms and awesome pool. The 3.5-star AC Hotel by Marriott Portland Lake Oswego, rated 8.5 out of 10, also provides family rooms, free breakfast, and both indoor and outdoor pools, with guests often highlighting the accommodating staff and modern rooms. Families can also explore shopping centers like Washington Square Mall, about 12 miles away, or Bridgeport Village, about 9 miles from central Lake Oswego.
What is the best time to book a Lake Oswego vacation package?
Book your Lake Oswego vacation package around 3 weeks before you travel. This gives you time to secure your preferred flights and hotel while rates are still competitive. Most travelers book between 1 and 7 weeks out.July and from September to October are the most popular months for Lake Oswego packages, so booking earlier is advisable if you're traveling during any of these months.
What are the top things to do in Lake Oswego?
A Lake Oswego vacation offers a mix of shopping, outdoor spaces, and entertainment options:Browse and book things to do in Lake Oswego on Expedia.
How many days do you need for a Lake Oswego vacation?
Most Lake Oswego vacation packages last around 3 days, which is ideal for exploring the city's main attractions and enjoying its urban environment. This timeframe allows you to visit places like Oswego Lake Country Club, explore shopping at Bridgeport Village, or head to Washington Square Mall.While most travelers choose weekend trips, nearly a third opt for week-long trips, providing more time to delve deeper into the area or explore nearby Portland.
Is Lake Oswego a good destination for a weekend vacation?
Lake Oswego is a good destination for a weekend vacation, with most travelers choosing weekend trips. A short trip allows you to focus on key attractions and enjoy the city's atmosphere.In a weekend, you could visit the Oswego Lake Country Club, explore the Willamette River area about 5 miles away, or enjoy the lake views and events at Sundeleaf Plaza and Millennium Park Plaza in downtown Lake Oswego. While many travelers also opt for longer stays, a weekend offers a focused and enjoyable experience.
Do you need to rent a car in Lake Oswego, or is public transport enough?
For a Lake Oswego vacation package, a rental car offers the most flexibility, especially if you plan to explore beyond the immediate city center or visit nearby Portland. Major routes like Interstate 5 and Highway 43 provide easy access to the wider region.While Lake Oswego does have local bus service provided by TriMet, a car makes it easier to reach attractions that may be spread out. If your Lake Oswego vacation packages with flights arrive at Portland International Airport (PDX), you can arrange a rental car directly from there for convenient onward travel.
Are Lake Oswego vacation package hotels conveniently located?
Lake Oswego vacation package hotels offer convenient access to the city's central area and nearby attractions. Many properties are situated a short distance from the heart of Lake Oswego.For example, Fairfield Inn & Suites by Marriott Lake Oswego and Hilton Garden Inn Portland/Lake Oswego are both about 3 miles from central Lake Oswego. For a more walkable option, Lakeshore Inn is about a 10-minute walk from the city center. Consider your preferred mode of transport and the attractions you plan to visit when choosing your hotel.
Are there vacation package hotels in Lake Oswego within walking distance of restaurants and shops?
Lake Oswego vacation package hotels can place you within walking distance of restaurants and shops, particularly in the central area. Downtown Lake Oswego, on State Street, features various dining options and a bakery.For example, Lakeshore Inn, rated 8.2 out of 10, is about a 10-minute walk from central Lake Oswego, putting you close to these local eateries. Always check the specific location of your chosen hotel to confirm it aligns with your walking preferences.
Can I change or cancel my Lake Oswego vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Lake Oswego vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Lake Oswego vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Lake Oswego vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Lake Oswego?
To find last-minute vacation packages to Lake Oswego, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Lake Oswego vacation packages?
Free cancellation on a Lake Oswego vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Lake Oswego vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Lake Oswego getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Lake Oswego vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

Explore a world of travel with Expedia

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