Old Town Lake Oswego Vacations from $223
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Old Town Lake Oswego Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Black Walnut Inn & Vineyard
Save 100% on your flight
Price was $1,048, price is now $613 per person
$613
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Portland (PDX)
10/10 Exceptional! (62 reviews)
Beautiful and Peaceful. Large room, wonderful sunrise views and amazing breakfasts.
Friendly staff that respect your privacy and peace, so much that on a couple occasions I couldn’t find anyone. But if you want a quiet get away with a loved one, you’ll get it here.
Reviewed on Sep 26, 2025
Sentinel Hotel
Downtown Portland
Save 100% on your flight
Price was $570, price is now $339 per person
$339
per person
Jan 14 - Jan 18
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Portland (PDX)
8.8/10 Excellent! (1,005 reviews)
Beautiful hotel. Staff was nice. No breakfast bar to speaf of, just coffee.
Reviewed on Oct 25, 2025
Two Capes Lookout
Save 100% on your flight
Price was $925, price is now $552 per person
$552
per person
Jan 11 - Jan 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PDX)
9.8/10 Exceptional! (85 reviews)
Extra Blankets that were provided were a life saver! Had a great stay while celebrating a birthday and our Honeymoon. 10/10 would love to come back.
Reviewed on Nov 22, 2025
Seagull Beachfront Inn
Oceanlake
Save 100% on your flight
Price was $613, price is now $376 per person
$376
per person
Feb 13 - Feb 17
found 18 hours ago
Roundtrip flight included
Los Angeles (LAX) to Portland (PDX)
7.6/10 Good! (861 reviews)
Lovely stay. The woman at the desk was very nice. Our room was very comfortable. The hot tub is just what we needed after hiking for several day. And the view was the best. Thank you
Reviewed on Nov 30, 2025
Where to stay in Old Town Lake Oswego
Find the best Old Town Lake Oswego areas and neighborhoods for the activities you enjoy most. Learn more about Old Town Lake Oswego
Downtown Portland
1 out of top 10 points of interest in this area
4.5/5(4,488 area reviews)
Explore the Portland Art Museum, Oregon Historical Society, and Tom McCall Waterfront Park in this central business district with high-rise buildings. Enjoy walkable streets, and easily access public transportation like MAX light rail and Portland Streetcar.
Old Town Lake Oswego Hotel Deals
The Paramount Hotel
808 SW Taylor St Portland OR
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $110 total per night from Dec 21 to Dec 22
$110 total
Dec 21 - Dec 22
Total with taxes and fees
9.2/10 Wonderful! (3,058 reviews)
Yes
Reviewed on Dec 2, 2025
Embassy Suites by Hilton Portland Airport
7900 Ne 82nd Ave Portland OR
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $129 total per night from Dec 11 to Dec 12
$129 total
Dec 11 - Dec 12
Total with taxes and fees
9/10 Wonderful! (2,088 reviews)
Room was spotless.
Reviewed on Dec 2, 2025
Embassy Suites by Hilton Portland Downtown
319 SW Pine St Portland OR
Fully refundableReserve now, pay when you stay
$113 nightly
The price is $131 total per night from Dec 21 to Dec 22
$131 total
Dec 21 - Dec 22
Total with taxes and fees
8.6/10 Excellent! (1,332 reviews)
Room was clean.. friendly staff will stay again
Reviewed on Nov 28, 2025
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.
Discover the most popular places to visit in Old Town Lake Oswego
Moda Center
4.5/5(1,165 reviews)
See sporting teams do battle and rock out to musical legends at one of Portland’s major venues for sports and big-ticket entertainment events.
Oregon Convention Center
4.5/5(569 reviews)
Learn about the events happening at Oregon Convention Center during your trip to Portland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Oregon Zoo
4.5/5(610 reviews)
Awesome beasts native to America have a home alongside exotic and endangered species from around the world at this picturesque Portland attraction.
Things to do
Half-Day Multnomah Falls & Gorge Waterfalls Tour
$85
per traveler
96% of travellers recommend
Portland: 2-hour Lunch Cruise on the Willamette River
$87
per adult
98% of travellers recommend
Portland: Willamette River 2.5-hour Dinner Cruise
$127
per adult
96% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.