19 Best Wineries near Lake Oswego

“Fabulous wines and incredible tasting venue. Such a lovely place to relax and drink wine! One of the loveliest hidden gems I’ve discovered here!“

“Just attended another wonderful wine event here, and was reminded of just how pleasant and wonderful a host Andrés Martinez is. Though it has been 2 pandemic years since being here, walking through the doors again was a warm and welcoming experience.As is appropriate, OWR now has a waiting list to become a member and it is only well deserved success. Here is to Andrés and OWR much continued success.“

“We love performing at Coopers Hall! Amazing space and a fantastic team to work with, makes every wedding seamless and fun.“

“Riley provided a lovely experience for myself and couple of girlfriends. The meat and cheese board was top notch along with all of the wines. I liked how the production facility was in view of the tasting room. It felt like a little taste of wine country, but right in the city. How neat!“

“A chance to experience out of the ordinary wines that represent the German wine making style. Cozy atmosphere, super friendly staff and wine maker. Easy access from downtown Portland on the Orange MAX line. Highly recommend.“

“Highly recommended! This place is great!“

“I’d seen this place a couple times on my way to the train station, and was so thrilled when I had the opportunity to stop in tasting flights of lovely wine, a very chill atmosphere, and Sarah working behind the bar was just a delight!

I cannot wait to go again soon!“

“So often, you go to a wine tasting and find one or two wines if you're lucky. Well, you're in luck at Hip Chicks -they have crafted delicious wine that everyone will love! Set aside your preconceived notions about wine, and settle in to enjoy! Oh, and don't miss the truffle oil popcorn..pairs perfectly...yum!“

“The service, venue, and wine were all fantastic! We will definitely be back!“

“Visited for an event, but I will be coming back. Gorgeous location, beautiful facility, and a lovely Syrah.“

“Jackalope Rosé!! ❤️❤️ So amazing!“

“Quality and class - In a glass. Gorgeous, bold reds.“

“I stopped by this wine tasting room while visiting from out of town and honestly, I didn’t want to leave. The space is so warm and inviting. It immediately felt like the kind of spot I’d be a regular at if I lived nearby. Cozy, charming, and perfect for a laid-back evening or a quiet date night.

The wine selection was fabulous. I tried a few different pours and loved what I tried. And the food was absolutely delicious without trying too hard.

What really made the experience special was the staff. They were so kind and attentive. Friendly in a genuine way, not just polite. It felt like they really wanted me to enjoy myself, and I did.

I truly wish I lived closer. This would be my go-to spot. Until next time!“

“Stunning wedding venue! Photographing weddings here is such a blast and working with the staff is always easy going. I loved the wedding party getting ready areas! So roomy and aesthetic.“

“We always have the best time at Pairings! Jeff, the owner, is incredibly knowledgeable and makes wine approachable and fun. He doesn’t just hand you a bottle—he’ll walk you through the flavor profiles, explain the nuances, and even teach you how to enjoy wine properly if you’re new to it (all with zero pretension). The atmosphere is laid-back and unique, but what really makes it unforgettable is how Jeff matches wines to characters from books, TV shows, and movies. It’s quirky, creative, and so entertaining. Between the imaginative pairings, stellar wine selection, and Jeff’s passion for teaching, Pairings is hands down one of the most unique wine bars you’ll ever visit.“

“Beautiful property for a small intimate wedding. Highly recommend!“

“Delicious wines paired with fresh sweet oysters and Pinot noir mignonette…. ⭐️⭐️⭐️⭐️⭐️ check out their wine tour too! Wine tasting from 9-5!“

“it's just a great time and great folks“