Tough Luck

Bar · Woodlawn

Tough Luck

Bar · Woodlawn

5

1771 NE Dekum St, Portland, OR 97217

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Tough Luck by null
Tough Luck by null
Tough Luck by null
Tough Luck by null
Tough Luck by null
Tough Luck by null
Tough Luck by null
Tough Luck by null
Tough Luck by null
Tough Luck by null
Tough Luck by null
Tough Luck by null
Tough Luck by null
Tough Luck by null
Tough Luck by null
Tough Luck by null
Tough Luck by null
Tough Luck by null
Tough Luck by null

Highlights

Craft cocktails, Asian street food, lively patio, dog-friendly  

Featured in Eater
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1771 NE Dekum St, Portland, OR 97217 Get directions

toughluckbar.com
@toughluckbar

$10–20

Reserve

Information

Static Map

1771 NE Dekum St, Portland, OR 97217 Get directions

+1 971 754 4188
toughluckbar.com
@toughluckbar
𝕏
@toughluckbar

$10–20

Reserve

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Last updated

Aug 8, 2025

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@eater

Portland’s Best Bars and Breweries for Families With Kids - Eater Portland

"Great spot for kids and dogs, especially in warmer weather." - Paolo Bicchieri

https://pdx.eater.com/2024/3/11/24097293/best-bars-breweries-for-families-kids-portland
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@eater

A Group of Portland Bars Are Banding Together to Enforce Vaccination Requirements for Indoor Seating - Eater Portland

"Similar social media posts from bars like Tough Luck, Hi Top Tavern, and Bar West received only supportive responses." - Alex Frane

https://pdx.eater.com/2021/8/6/22611966/portland-bars-requiring-vaccination-proof-covid-solidarity-trolls
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@eater

Why Portland Restaurant Workers Are Leaving the Service Industry - Eater Portland

"Rihanna Walton had worked in the service industry since they were 16 years old. When the pandemic struck, they were working as the bar manager for cocktail bar Tough Luck, mixing mezcal and whiskey drinks and developing the wine list for the mostly neighborhood crowd." - Alex Frane

https://pdx.eater.com/2021/7/26/22584567/why-portland-restaurant-workers-leaving-service-industry-jobs
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An Eater Portland Guide to the 2020 Election - Eater Portland

"Tough Luck will be playing election coverage on the bar’s heated patios, serving cheese fries and generous pours of bourbon. The bar offers contactless ordering, as well, and has strict COVID-19-related safety protocols." - Brooke Jackson-Glidden

https://pdx.eater.com/2020/11/2/21546683/portland-guide-2020-election-takeout-delivery-where-to-watch
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New Portland Cocktail Bar Hi-Top Tavern Opens on Fremont Friday - Eater Portland

"Hi-Top Tavern — from the team behind The Old Gold, Paydirt, and Tough Luck Bar — will open on Friday, featuring a large spirits list with a focus on dark spirits and agave spirits, sandwiches reminiscent of Old Gold’s, and a decked-out back patio with TVs, speakers, fans, and a separate bar." - Alex Frane

https://pdx.eater.com/2019/6/19/18684367/hi-top-tavern-bar-opening-fremont
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Debbie Lusk

Google
Update from seven years ago: this is the original review-> “I love this place. I think about the delicious food and beer all the time. Great fun atmosphere and great bartenders. Love the beer list.” Have gone back a few times over this last year and wonder why I don’t go more!! There’s other great bars we tend to love as well that are owned by the company that owns this one. They’re all great. Last night was perfect on the patio and we had dinner and drinks and our dog even enjoyed it.

Emily Murphy

Google
We hosted our wedding reception at Tough Luck and had the most fun, memorable night. The staff was incredibly helpful and friendly, the space was set up just how we wanted and the outdoor patio and fire pit were perfect for an indoor/outdoor flow. The owner was incredibly easy to work with and communicative and we felt so confident going into the day that everything was taken care. We'll never forget the day, thank you Tough Luck!

Joseph Finn

Google
The atmosphere was very dark, loud, and too much bass in the speakers. The website has an outdated menu so my wifes drink of choice wasn't available. The grilled cheese had thick bread and nice cheese but the tomato soup was chunky and not seasoned too well. The fries were hot and crispy and had a great salty flavor to them. The others liked their fish and the wings were good as well. The pecan hot lemon tottie didn't have a lot of pecan in it at all. Slow service, but there was only one bartender working so it was understandable.

Leigh Feldman

Google
Fantastic neighborhood bar with wonderful patio. Also located at a fun cross street with other food and drinks nearby if you want to make an evening of it and bounce around and end up back at this fun spot!

Amanda Root

Google
I’m from out of town and stopped by Tough Luck because it was down the street from my Airbnb. The large patio space was super nice and the indoors was relaxed with TVs, music and nice air flow. I enjoyed a couple cocktails that were both unique and tasty. I snacked on the mixed olives which came with super good toasted bread. I had friendly interactions with the employees. I would definitely visit again next time I’m in town.

Hilary Parkin

Google
We came here for a private work event with my husband's company. The food was amazing! The service was great as well. We don't drink, and every time we go to these things, there's always a lack of non alcoholic choices. This place served not only a ton of great drinks for everyone else (from what I heard), but the bartender made me my own special non alcoholic mixed drink that tasted amazing! I would definitely come back again for a date night. We had the Mac cheese with broccoli (so delicious), the side salad was also yummy, the wings, which were perfectly cooked, and the pulled pork sandwich which my husband LOVED. We also got to try a bunch of the appetizers. My favorites were the fried pickle spears, pretzel, and fries.

Willis Overton

Google
Food was solid, but probably wouldn't order the mac and cheese again. Fries were really yummy and so was roast beef sandwich. Perfect place for those Portlanders who are way more Portland than you cause they've been here 2 more months. If you're over college bars but still jocking your parents cash to buy whatever style your media influencers tell you to, congratulations you're home. Went on a Fri. They had a live DJ and as always shuffle board.

Dianne Namgung

Google
Fun spot to grab a drink. Did not try their food while i was there. Loved their different old fashioneds (Japanese old fashioned, Oaxacan old fashioned, barreled gin old fashioned). The cover outdoor area by the fire was nice on a dry day!