If you're curious about how wine flavors change with age or the best way to store it, drop in to Oswego Hills Vineyard and Winery. The staff will answer all your queries — and maybe even offer you a sample!

Stafford - Tualatin Valley is where you'll find Oswego Hills Vineyard and Winery. Admission is free, which means you'll have more cash in your wallet to explore! Some other worthwhile attractions around the wine-making establishment include Clackamas Town Center, Bridgeport Village and Oaks Amusement Park.

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The Tides by the Sea

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$223

per person

Jan 15 - Jan 18

found 1 day ago

Roundtrip flight included

Phoenix (PHX) to Portland (PDX)

7/10 Good! (2 reviews)

Black Walnut Inn & Vineyard

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$946

per person

Feb 13 - Feb 16

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) 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

Two Capes Lookout

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$552

per person

Jan 11 - Jan 16

found 23 hours 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

Browse tours and tickets to explore Oswego Hills Vineyard and Winery

Tours & day trips

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Half-Day Multnomah Falls & Gorge Waterfalls Tour

Free cancellation available

Adventure & outdoor

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Multnomah Falls and Columbia River Gorge Half-Day Hiking Tour

Free cancellation available

Private & custom tours

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Portland Golden Adventure Puzzle Quest and Tour

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Classes & workshops

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Beginner's Glass Blowing Lessons in Portland, Oregon

Free cancellation available

Attractions

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Eiffel Tower Summit Access with Host

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Lake Oswego Farmers' Market

During your trip to Lake Oswego, you can find the perfect gifts to bring home at Lake Oswego Farmers' Market. Wander the area's riverfront or simply enjoy one of its lively bars.

Lakeside Bicycles

Enjoy a stop at Lakeside Bicycles, an entertaining place to visit in Lake Oswego. Wander the area's riverfront or simply enjoy one of its lively bars.

Luscher Farm

Find out about the history of West Linn when you spend time at Luscher Farm. Take in the jazz scene and waterfalls in the area.

Marylhurst University

Take a campus tour or just explore the area of Marylhurst University, during your trip to Lake Oswego. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

George Rogers Park

Find out about the history of Lake Oswego when you take a trip to George Rogers Park. Check out the shops and top-notch restaurants in this family-friendly area.