Old Town Lake Oswego Vacation Packages

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Top Holiday Package Deals in Old Town Lake Oswego

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

Holiday Inn Express Newberg - Wine Country by IHG

CA $848

per person

Nov 9 - Nov 14

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Portland (PDX)

8.8/10 Excellent! (747 reviews)

Great, clean place to stay while traveling. My husband liked the breakfast and I liked the in room coffee service.

Reviewed on Sep 4, 2026

Bowline Hotel

CA $1,101

per person

Nov 9 - Nov 14

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Portland (PDX)

9.4/10 Exceptional! (1,010 reviews)

RiverPlace Hotel

Downtown Portland

CA $1,042

per person

Nov 9 - Nov 14

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Portland (PDX)

9.2/10 Wonderful! (1,005 reviews)

Mark Spencer Hotel

Downtown Portland

CA $862

per person

Nov 9 - Nov 14

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Portland (PDX)

9.2/10 Wonderful! (2,405 reviews)

Great location and spacious rooms! Room was clean and bedding and bed were fabulous. Would stay again if we’re back in parking! Secure parking garage a plus too for only $36 a night!

Reviewed on Sep 2, 2026

The Tillamook Inn

CA $879

per person

Nov 9 - Nov 14

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Portland (PDX)

8/10 Very good! (1,253 reviews)

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

Two people sitting on a blanket by a marina with boats docked in the background.

Downtown Portland

1 out of top 10 points of interest in this area

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.

A forested area with a stone structure, wooden benches, and a pathway leading to a central point.

Northeast Portland

1 out of top 10 points of interest in this area

Inner Northeast Portland boasts shopping areas like Lloyd District and Alberta Arts District, while the area near Burnside Bridge offers a lively nightlife with bars such as The Chesterfield and music venues like The Doug Fir Lounge.

A street with a modern building featuring large murals, parked cars, and a café with outdoor seating.

Pearl District

1 out of top 10 points of interest in this area

Discover art galleries like Elizabeth Leach Gallery, dine at diverse restaurants, and unwind in public plazas such as Jamison Square. Easily navigate with the Portland Streetcar and explore nearby iconic Powell's City of Books.

A dinosaur statue in front of a building with a glass facade and the letters 'OMS' on it.

Southeast Portland

Stretching from the Willamette River to Gresham, Southeast Portland boasts the scenic Mt. Tabor Park and the quirky Hawthorne district with its subculturally oriented shops. Don't miss exploring Reed College campus!

A cable car system, a cityscape with high-rise buildings, a river, and a mountain in the background.

Southwest Portland

2 out of top 10 points of interest in this area

Downtown Portland boasts cultural, educational, and retail hotspots, with attractions like Tom McCall Waterfront Park, Portland Art Museum, and Pioneer Place mall. Enjoy pedestrian-friendly streets and unique residential areas in Southwest Portland.

Old Town Lake Oswego Hotel Deals

The Paramount Hotel

808 SW Taylor St Portland OR

Fully refundableReserve now, pay when you stay

CA $155

CA $181 total

Sep 7 - Sep 8

includes taxes & fees

9.2/10 Wonderful! (3,671 reviews)

"Overall, a solid 3 star hotel as advertised. Staff were all amazing! $10/night credit for their two restaurants was nice too. Issues I had: no on site microwave for reheating your leftovers after a night out. Shower water pressure and temperature were not great. On the last night of my stay on the ..."

Reviewed on Sep 4, 2026

DoubleTree by Hilton Hotel Portland

1000 NE Multnomah Street Portland OR

Fully refundableReserve now, pay when you stay

CA $157

CA $183 total

Sep 13 - Sep 14

includes taxes & fees

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

7025 NE Alderwood Rd Portland OR

Fully refundable

CA $153

CA $179 total

Oct 1 - Oct 2

includes taxes & fees

8.8/10 Excellent! (3,195 reviews)

"Staff is friendly, helpful and overall excellent. Rooms are comfortable and clean."

Reviewed on Sep 4, 2026

See all 2,810 properties in Old Town 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.