13 Best Wineries in Portland

“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.“

“Jackalope Rosé!! ❤️❤️ So amazing!“

“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!“

“Highly recommended! This place is great!“

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

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

“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!“

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

“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!“

“Look the up, read their story, good people, good wine.“

“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!“

“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.“