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    Paymaster Lounge

    3.9 (268 reviews)
    ModerateLounges
    Open • 2:00 pm - 2:30 am (Next day)

    Paymaster Lounge Photos

    Business Info

    PAYMASTER LOUNGE ATMOSPHERE

    What's the vibe?
    Moderate noise
    Casual
    Outdoor seating
    Happy hour specials

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    Recommended Reviews - Paymaster Lounge

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    Best smashed burger
    Marina Q.

    Great smashed burger, drinks are pretty good too. Always busy, so you have to be a bit patient to get a table sometimes! But it's definitely worthy!!!

    Fancy Burger with side cup of chili
    Tully B.

    Five-star review for a weekday night at Paymaster with friends. The booths in the front room of the bar make for a great place to gather, share nachos, eat a burger, and have a Jell-O shot. A friend of mine calls the $8.50 cheeseburger his favorite burger in Portland, so I had to try it. He's right that it's great--a tasty bun, crispy pickles (near cucumber), and gooey cheese. My man got the Fancy burger and loved the bacon and balsamic. It is a special treat that you can order a cup of chili instead of fries. Had to treat my man. Service is chill, order at the bar, get a number, they drop your food, and make rounds to clean up your table. There is pinball in the annex-like back area and a full, warmed patio that is fun too. Baked mac and cheese is also legit. Paymaster is cool any day of the week!

    Inside. The Sopranos pinball machine in the back. Cool.
    Daniel B.

    We had a great time at the Paymaster Lounge in Slabtown, located in Portland's Northwest District. We did a mini bar hop from The Triple Lindy ( https://www.yelp.com/biz/the-triple-lindy-portland ) a few doors down. We visited around 6:00-8:00pm on a Friday night. This is a hip, popular spot and much bigger than the place we'd just come from. Both are good places - they just have different vibes. Here, there was a bouncer checking IDs at the door. This place is eclectic in terms of both decor/ambiance and patrons, who were mostly 20 and 30-somethings. There are several different indoor and outdoor spaces to hang out. There are two indoor bars, front and back, a room with pinball machines (including a Sopranos pinball machine which I thought was cool) and a photo booth, a spacious, covered outdoor patio, and a narrow, fenced-in, string-lit, uncovered patio for smokers. The latter was the busiest area and apparently the place to be. There's also seating in front of the storefront, next to the sidewalk on NW 17th Ave. Our group of 10 sat at a couple of the picnic tables outside on the covered patio. This place was loud (but not too loud) and busy. All of us got drinks and some got some food as well. Service was fine and the bathroom I used, by the back bar, was as clean as one could reasonably expect. Upon leaving, we bused the tables ourselves. This is a fun spot. I'd come back. Paymaster Lounge originally opened as Moonshine Kitchen & Lounge in July 2011. From an April 8, 2014 article by Rebecca Jacobson of Willamette Week: "After an Austin, Texas, bar called Moonshine sent a cease-and-desist, Moonshine became Balls the Cat's Moonshine Kitchen and Lounge, and then finally Paymaster, named after the building's previous check-writing business." https://www.wweek.com/portland/article-22303-bar-guide-2014-paymaster-lounge.html

    Pina colada slushee
    Amelia R.

    Paymaster lounge is located near the pear district downtown Portland. Street parking is available as well as nearby public transit. Paymasters offers indoor and outdoor seating. This bar is great for large groups as well as accommodates good seating for small and single person parties. I don't drink alcohol often and was pleased with their mocktail offerings. I enjoyed the lavender lemonade and the zero proof hot apple cider. I was surprised by how good their food offering were, definitely bar type food but elevated. Definitely get the nacho or queso! All of the staff were friendly and quick despite there being a decent line for a Thursday night. I will be back!

    Tasty smash burger. Esculent bun and amazing patty.
    Michael M.

    Cass and crew help create a positive vibe that welcomes everyone who walks into the Paymaster. This bar is special and has rooms out back like layers to an onion. Also the best burger in NW/SW Portland. A++!

    Nachos with artichoke hearts
    Tamara C.

    I met a couple of friends here recently and we hung out on their awesome patio. The first thing I noticed is that they have a guy working the door checking ID's. Which I thought was smart as it keeps the ankle biters out and you only show your ID once. I was here probably 7 years ago and don't remember the patio looking like this. Now it's covered and the cover is some sort of plastic that isn't clear, yet isn't so opaque as to keep out the natural light. This is a great spot for large groups. They have several picnic tables set end to end that could easily accommodate a group of up to 14 people. Me and Robert H. noticed that they also have a pool table out on the patio. When Rose E. arrived we decided we would share the nachos. I elected to have artichokes added to the nachos. What I really liked about the nachos, besides the fact that they use Juanita's corn chips, is they use fresh avocado instead of guacamole. I would totally come back here for their nachos. This was during the second mask mandate so they took mask precautions pretty seriously. You couldn't order at the bar without a mask on. The only reason they don't get 5 stars is because everything is self service with the exception of somebody bringing out the food order. You're expected to go order your drinks at the bar and the pours aren't that generous and you have to bus your own table. None of those reasons will keep me away. I really dig those nachos. 2021 - Review # 42

    Menu (Feb 2023)
    Charlie T.

    I haven't been here since pre-covid. I really like the renovation to the place. Both the indoor bars (one in the front and one on the back) are easy to get drinks from. The outside back patio is nice and spacious. They have some efficient heating lamps to help keep you warm during the cold days. The drinks are reasonably priced and are the food. We only ordered some fries and tots this visit.

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    1 year ago

    Great bartender! Good vibes and omg jello shots lol, just noticed they got food too. Will be checking that out next visit!

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    5 years ago

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    2 years ago

    A casual ambiance place for hanging out with friends if one is in the mood for drinks and some light food.

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    1 year ago

    The burgers were amazing, service was excellent, and it was such a cute spot! 10s across the board!

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    3 years ago

    Great service on front and back bar. Very neighborhood feel. Easy to meet new petiole and run into old friends!

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    Page 1 of 7

    Ask the Community - Paymaster Lounge

    Our group has a lot of babies, are kiddos allowed during early hours?

    Are dogs allowed in the covered patio area?

    Are you allowed to bring card games here?

    Yes

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    Review Highlights - Paymaster Lounge

    “(Though the vending machine by the bathrooms is a great place to get a little distracted....) To reiterate: the best.”

    Mentioned in 16 reviews

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    Teardrop Cocktail Lounge - Charcuterie and cheese board

    Teardrop Cocktail Lounge

    4.4(1k reviews)
    0.5 mi•Pearl District
    •$$

    Special night out with my parents and they wanted fancy old fashioned cocktails and a quiet place…read moreto sip them. We were so lucky to find Teardrop Cocktail Lounge. The front patio was a nice place to enjoy golden hour and our service was exceptional. My dad got a brandy alexander, mom got a piña colada on the rocks and later a pink lady, and I got something like a Negroni (they make Negronis but I asked the server to choose something interesting and the result was absolutely splendid). Cheers to the professionals who helped make our visit even more special.

    Nice cocktail bar with quality cocktails and lively fun vibes…read more Highlights: - Nice curved bar that takes up most of the front room. Also a side room - Lots of cocktails on the menu in categorized sections (bright and crisp, rich and robust etc). Also has a 1 liner describing the cocktail as well - Vesper: went off menu with my go to and ones one of the better ones I had! 5 stars - Dream Weaver: enjoyed my first selection with pandan. 4 stars - Can make reservations which I always like to know I have spot. Thought they were only for the side room so was thrilled when we were in the main bar. - Fun music - Has a bites menu if you get hungry which I appreciate Midlights: - Bit dark to see the menu so used the handy candle nearby - Was on the top 50 best of North America bar list but in 2022 so it's been a bit Lowlights: - Doomsday Device: was in the spicy category with hot honey and peppercorn but was more of a mellow fruity cocktail to me where I didn't taste any spice - Didn't get to try any bites as we came from dinner but would have loved to try the 2 bite tostadas

    Photos
    Teardrop Cocktail Lounge - Custom Created cocktails by the mixologist!

    Custom Created cocktails by the mixologist!

    Teardrop Cocktail Lounge - Filthy Vodka Martini from the local Timber Line distillery.

    Filthy Vodka Martini from the local Timber Line distillery.

    Teardrop Cocktail Lounge - Late check out and Saturn cocktail drinks

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    Late check out and Saturn cocktail drinks

    Silk Road - Mandarin wings

    Silk Road

    4.5(150 reviews)
    0.3 mi•Pearl District

    Service: Super friendly and accommodating host and bartenders! Food comes out fast!…read more Ambiance: very dim and dark in here. Great for a chill night (or for a date night) Food: dumplings were super juicy and delicious. The scallions definitely add a freshness to the umami taste as well. The salt and pepper calamari is not your typical calamari - it's delicious in the sense that the batter tasted fresh. It's has sautéed onions over it as well for that extra umami flavor.

    Panda Express could NEVA! I had just flown into Portland and was ready to eat. After rummaging…read morethrough my bookmarks on Yelp, my friend and I decided on Silk Road in the Pearl District, and it did not disappoint. The vibe is very modern and swanky. We didn't have a reservation, so we had the choice to sit at the bar or on these cool couches, and of course we chose the couches. The food here is tapas style. We ordered the classic General Tso's, and at the recommendation of the host, we also got the salt and pepper calamari and the honey walnut shrimp. BAYBAAAY, everything was delicious, especially the shrimp. With some rice and chili oil, easily the best meal I had in Portland. My friend and I were debating going back for a second meal, and we should've gone back for a second meal during our trip. I'm not even exaggerating when I say this was some of the best Chinese food I've ever had. It should also be noted that they make a mean cocktail. I will definitely be back on my next trip to Portland.

    Photos
    Silk Road - Inside

    Inside

    Silk Road - Cucumber salad

    Cucumber salad

    Silk Road - Salt and pepper calamari

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    Salt and pepper calamari

    Driftwood Room - Olives & Focaccia

    Driftwood Room

    4.3(359 reviews)
    0.7 mi•Goose Hollow, Southwest Portland
    •$$

    If you're looking for quintessential speakeasy vibes, Driftwood Room is the place! Just inside…read moreHotel DeLuxe, it's never overly crowded, making it a great place to unwind or enjoy a date night! The cocktail menu is fantastic, and if you're curious about absinthe, this is one of the best places to try it. The staff are incredibly knowledgeable, sharing the history behind each pour and explaining the different varieties. I especially loved that many of the absinthes are named after famous poets and artists - it adds a fun touch to the experience. For dinner, I ordered the spaetzle, and it was delicious. I also love the vintage mirrors throughout the space, it makes the room feel large and grand. Whether you're stopping in for a classic cocktail, an absinthe experience or just enjoying the ambience, Driftwood Room is worth a visit if you're in downtown PDX!

    Stayed at the Hotel deLuxe during our stay to PDX and we paid a visit to the Driftwood Room one…read morenight for late night snack and drink. We were able to get 15% off our bill since we were hotel guests, which was nice....and were billed the total of our visit on our final bill when checking out. -The Great Pepino Cocktail, gin & cucumber & a hint of lime. It was light, slightly sweet, and refreshing. -Swift Honeycrisp Cider, also light and sweet. -Shoestring Fries, the plate came out piping hot but the fries themselves were lukewarm? It took a while to get these as well since it seems they share a kitchen with Gracie's (the hotel's breakfast/brunch restaurant). I'd probably skip the food if there's a next time & stick with the drinks. Dark, intimate vibe inside with room for about ~20 people at small tables and also bar seating.

    Photos
    Driftwood Room - Speakeasy Ambience!

    Speakeasy Ambience!

    Driftwood Room - Olives, shoestring potatoes and Smoking gun

    Olives, shoestring potatoes and Smoking gun

    Driftwood Room - Mirrors everywhere & cool driftwood sculptures

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    Mirrors everywhere & cool driftwood sculptures

    Paymaster Lounge - lounges - Updated October 2026

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