TLDR: this is probably the best cocktail bar I have ever been to…read more I used to live a few blocks from here way back when I lived in Portland. Back then, there was an amazing business in here called The Cardinal Room (?). I loved it, they had a romantic cozy ambiance and incredible chicken sandwiches. While the food is gone, the unique, romantic ambience is back and the drinks here are next level. It's a cocktail bar that has amazingly crafted drinks but ZERO pretension about them. In fact, the service here is incredible. Friendly, fun, and frequent. They were very good at just making random creations based solely on flavors you like. But even if you are ordering on-menu, there is something here for everyone and none of the drinks are boring. I plan on coming back here every time I'm in Portland and...I WISH I still lived a couple blocks from here!

The colorful lighting here truly feel like a little dopamine boost. So fun, lively, and a great…read moreplace to end your night. The night we came in, it was super packed - limited seats already, but we were able to find a table in 15 mins. The food is fine, we got the crudo - but with so many amazing restaurants nearby, I'd eat somewhere else first and then swing by here for their cocktails! Which comes in just the cutest mugs! Great for a photo op.

Love this place. Steve plays great music and mixes tasty cocktails. And, his lovely wife makes…read morefantastic food. My wife and I didn't know what to expect going in, but we loved our meal. The food was fresh, prepared perfectly and with generous portions. We'll be coming back for sure. Highly recommend the 1919.

Bites and drinks were delicious!! Possibly the very best…read morehomemade deviled eggs I've ever had (don't tell my aunt). Bonus: the whiskey sour was incredible!

Love this place so much. Elegant and cozy. Amazing food and service. Beautiful atmosphere and…read morehistory!

The Sapphire Hotel is no longer a hotel. It was in the early 1900s... And you could say the guests…read moreat that time were a little shady (let's just say some rooms were rented by the hour). The restaurant is what used to be the lobby. It is known for being dimly lit, a little romantic, a little old school. They are open late when not a lot of other places around are, which is how I ended up here after another event. They have happy hour from 4-6pm and then a late night happy hour after 10pm. The building could use some love from its landlord. The toilet was leaking, there's asbestos wrapped pipes visible on the ceiling. We got: Soup du jour House salad Meze platter Kettle chips Spicy chicken sandwich Everything tasted great. I was pleasantly surprised with the portion sizes for the happy hour items. I would definitely keep this in mind for date night or as a late night spot when not much else is open.

Had an awesome time at The Observatory the other weekend. Unlike a lot of places, they run their…read moreHappy Hour on the weekend, which is what drew my partner and I in. You can absolutely smell the fish and vinegar as soon as you walk through the door, which I think gives the place a very homey pub feel. I ordered a spiked peach Arnold Palmer, which I enjoyed (and it was pleasantly strong) and a glass of the house white, which was good for the price. Our server was very fast and attentive. To eat I got the tomato soup with a grilled cheese, which was absolutely fantastic. The soup was so creamy and flavorful, and I cannot imagine a better meal after spending all day walking outside in the rain. The fries were super crispy and I liked the batter. My partner and I shared some of their breadsticks, which were deliciously baked (fresh!) and came with a super refreshing basil crema and a nice tomato-y dip. Wonderful all. My partner ordered fish and chips, and was surprised to find that it is one large fillet of fish, not multiple pieces like you would typically expect. He said the fish was fine, but a little tough. Overall, a wonderful experience. I definitely hope to return. I highly recommend this place as a refuge during the cold winter months!

Why do they make you write a book just to recommend this place…read moreIts good, a must try Drunk was a little weak

Dare I say it? Someday might be my second favorite spot to get seafood in Portland, right behind…read moreJacquelines - which if you know the cult following on Jacquelines in Portland, that is saying something. The ambiance is downright whimsical! Great wine selection, gorgeous floral installations, and one of those spaces where you immediately want to settle in with a book in hand. But let's talk about the crudo. I still think about that crudo. Bright, lemony, silky olive oil - simple but done so well. We even asked our waitress if we can keep the leftover olive oil to use it with the bread we ordered lol The oysters were also fantastic. They were barbecued, which isn't something you see every day. A little drier than a raw oyster, but still full of flavor. Limited seating so be sure to call ahead of time for a reservation if need be. This feels like the kind of place you celebrate something special, and honestly, I would not mind spending a birthday here at all! Worth it. btw the alleyway walking up to this place is so charming.

what a kewt and quaint little spot!…read more the excel when it comes to building a nice vibrant, space for both indoor and outdoor dining. you can tell straight away that each of their cocktail drinks are thoughtfully curated and crafted - it goes without mentioning, that the staff can provide great recommendations if you feel torn between the options like we were. all in all, it was a great experience - and i can find myself coming back again whenever i'm in the hawthorne area!

Really solid cocktail bar! I loved my espresso martini and Hugo spritz I got…read more Ambiance was great. Perfect lighting balance at night. Ended up walking in on a night where they had a jazz band playing which was great. Bartenders were really nice. Good amount of seating. Street parking only.

The IG videos make the food look delish but sadly the quality is not there. Bar service was super…read morefriendly and attentive. ordered the burger, calamari and vietnamese wings. Drink was a gin n tonic cocktail mix off the menu (can't recall the name) burger was basic, just meat, cheese and veggies, the meat was on the dry side - maybe 2 / 5 stars . came with fries, the fries were ok. calamari was great, light and crunchy, not a lot of salt - 3/5 stars Vietnamese wings - these were so disappointing, they came out hot and sweaty, there was a pungent gamey smell in each bite, the bone smelled foul also, either the brine wasn't great or they didn't clean the meat. the batter wasn't crunchy, just really soggy. not a winner like the sticky crunch wings at pok pok or like any other vietnamese restaurant that serves fried drumsticks and wings. not sure what was happening with the wings here but they were horrible - 1 / 5 stars, only ate 1 of 2 because of the funky smell from inside the chicken. had nothing to do with fish sauce either. overall, beautiful on instagram, is worth a visit for drinks but the food is lacking. in a foodie City like Portland that's just sad. I guess these are appropriate for happy hour menu items.

To speak about Teardrop Lounge, I should probably start with this:…read more Ladies and gentlemen, I present my favorite cocktail bar. Not the best -- I'm not arrogant enough to claim that. I haven't been to every cocktail bar in Portland, and saying something is the best usually says more about your lack of experience than your conviction. But favorite? That I can stand behind. And I want to get that out of the way early, because of the amount of praise I'm about to pour on this place -- fully earned, completely intentional. The biggest crime here is that I only discovered it two weeks ago, after living in Portland for a year. It had been recommended to me countless times, and I ignored it. A mistake. A painful one. But now that I've found it, I don't plan on making that mistake again. I'm not typically an Old Fashioned drinker. In fact, I usually hate them. But somewhere between curiosity and too many episodes of Mad Men, I decided to try one anyway -- fully expecting to confirm my bias. Instead, it completely flipped me. Bright, almost citrus-forward in a way that felt unusual but entirely intentional. Balanced, smooth, just enough burn to remind you what you're drinking without overwhelming it. It was the first time I actually understood the appeal. I'm pretty sure I grew a few chest hairs that night. That alone would've been impressive. But it didn't stop there. The space is beautiful -- clean, intentional, but not cold. The staff are excellent: personable, engaged, and most importantly, authentic. Not scripted, not performative. The kind of people you actually want to talk to, and hopefully, eventually be on a first-name basis with. Now, all of that gets it close to a perfect score. But what pushes it over the edge -- what makes this place stick -- is the White Russian. One of the first drinks I ever had. My dad's drink. Not because of The Big Lebowski -- that came later -- but because it's just always been his thing. And at some point, it became mine too. Typically, when bars try to "elevate" a White Russian, they ruin it. They overthink it. Swap ingredients, tweak ratios, add unnecessary flair. And more often than not, it ends in disappointment. Teardrop does the opposite. They respect it -- but refine it. The coffee liqueur actually tastes like coffee. The heavy cream is properly integrated, not just dumped on top. The vodka -- whatever they're using -- is clean, present, and perfectly measured. There's a subtle complexity to it without losing what makes the drink what it is. It's the best White Russian I've ever had. No hesitation. I've gone back twice just to make sure it wasn't a fluke. It wasn't. If someone asked me what my death row drink would be -- this specific cocktail, from this specific bar, is in the conversation. Easily. Teardrop Lounge doesn't just make great cocktails. It reminds you why cocktails matter in the first place. And that's why it's my favorite.

We came to Teardrop Cocktail Lounge while visiting Portland and were genuinely impressed…read more The cocktails were excellent -- thoughtful, well-balanced, and clearly made by people who know what they're doing. One of the best parts was how approachable the bartenders were. We asked for custom drinks based on our preferences, and both came out perfectly tailored. Creative without being weird, and strong without being sloppy. What really stood out was the price point. For the quality of cocktails, the prices felt very reasonable compared to similar craft cocktail bars in other cities. The vibe was also great -- relaxed, cozy, and not pretentious. It felt like a place where you could come for a special drink experience without feeling like you had to "perform" or order off a rigid menu. We liked it so much we actually came back a second time during our trip. Highly recommend if you're into well-crafted cocktails, friendly bartenders, and a laid-back but elevated atmosphere.

Have been to a couple of their Monday pizza nights now and both were exceptional re: great flavor,…read morefriendly service, and option of sitting inside or outside. Save room for the gelato choices! Highly recommend. It's like a really good restaurant that happens to serve really good drinks. It doesn't feel like a bar that dabbles in some basic food offerings as afterthought.

This place was AMAZING! We stumbled upon this bar walking around. We got the beet salad, small bits…read moreand Brussels sprouts. We sat at the bar I got a French 75 and my husband got an old fashioned both fantastic. For dessert we had their homemade gelato. So amazing! The atmosphere was cozy So inviting and an easy place to stay for hours. This has become one of our regular places to go to!