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    Three Dollar Deweys

    3.4 (349 reviews)
    Open 11:30 am - 11:00 pm
    Updated 2 months ago

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    THREE DOLLAR DEWEYS ATMOSPHERE

    What's the vibe?
    Casual
    Loud
    Good for kids
    Outdoor seating

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    Recommended Reviews - Three Dollar Deweys

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    Lou C.

    Really nice option for a drink and some food in Old Port. And a really nice vegetarian/vegan menu, which is rare for a pub. Smallish bar, but ample seating all around. The seafood chowder was great, and did not have bacon, so the pescatarian of the group was able to get it. The clam chowder is made with bacon, and the carnivores enjoyed it! Fun story, this place when it first opened was the only place in Maine to have Guinness on tap, and people would come from as far as Bangor to take advantage of it! Service was really good, super friendly, and prices were average. Street parking only, as with most places down in the Old Port.

    12-piece wings
    Peggy X.

    Came here for the first time for a pint with some colleagues, and overall had an enjoyable experience. The pros: - $3 pint of Shipyard Brewing Discovery IPA at all hours - Free popcorn with your purchase (though we did have to ask for it) - A dedicated vegan menu, which is awesome, given how rare it is to find vegan options at a pub - Lots of seating inside The cons: - Though the ambiance is quite divey, the food prices are not - Our server checked in on us often, but in a way that consistently made us feel like we weren't ordering enough food or drink, which injected some unnecessary stress to the whole experience We ordered several beers, the fries, and the 12-piece wings. The food was decent and the beers were a steal. Note that the honey garlic habañero sauce is really, really spicy (and I can handle my spice!). I'm hoping to come back, but only during happy hour to avoid the dinner rush / ordering pressure!

    vegan nachos
    Linsey H.

    Several great vegan options! Labeled well on the menu and actual additions like vegan mayo. I got the new buffalo tofu sandwich and it was delicious. I loved their buffalo sauce. Our server was lovely and checked in on us a lot. Paid parking right in front. The set up of the restaurant is great and comfortable. I would recommend.

    Vegan nachos with vegan chili and guacamole; french fries too.
    Steff D.

    I think it had been 15+ years since I had stepped inside Three Dollar Deweys, but I had heard they now had an intentionally designated vegan menu and I was curious! So my partner and I stopped in early on a weekend day (there was already a queue forming before their 11:30am opening!). Visiting was like a blast from the past. It felt like "old Portland" (IYKYK), completely frozen in time with vintage beer signs and sports posters. Did you know this was the first-ever Portland Ale House? If you haven't been in a while, know that not much has changed atmospherically. Also, there's still all you can eat free popcorn. I will say this: you are NOT COMING to Three Dollar Deweys for a cocktail or a mixed drink. Sorry, but they're bad (both in taste and in creation - my last cocktail here was like drinking vinegar, it also separated in the glass). Stick to a pint or something canned - they're half the price of a cocktail or mixed drink, anyway. Even a glass of wine is a better option. So, why the generous review rating? Because those vegan nachos are INCREDIBLE and might just be the best in the city (... possibly the only in the city?). Rewind a bit: "Why dedicate such a large amount of our menu to vegan, vegetarian, and gluten-free items? Because we believe good food should be enjoyed by everyone, regardless of dietary restrictions or preferences - even in pubs. Grab your folks (or hands) dive right in and indulge knowing we take great care in our food preparation practices, such as regular employee training and dedicated safe spaces." That's super comforting to read, so THANKS Dewey's for this little (love) note on your website. For excellent, filling, satisfying nachos.... the price adds up: it's currently $16 and is a plate of thick, tri-colored, crunchy, salty tortillas with a gooey layer of vegan cheese, very wet pico (comes on the side), and jalapenos. Adding guacamole (an ample 1/2 cup of it, maybe?) costs an additional $4. Adding Veggie Life Jackfruit Chili (which they absolutely smother the nachos with!) costs an additional $6. So, realistically - because the nachos wouldn't be nearly as good without both of those things - it's $26 for nachos. Split between two people with a pint a piece, you're looking at $50ish. Which seems like a lot, but for dramatically less food and smaller drinks you're going to spend the same on, say, french fries and cocktails elsewhere. I've already been back a few times now for this gratifying mound of comfort food! Perfect lunch or mid-day snack!

    Live music on a Monday
    Cindy Y.

    Been going to Dewey's since the late 80's, but rarely go now that I'm older and live out on the boonies. Two things from my recent visit have me regretting that - live music and happy hour. Came here with a friend looking for an affordable place to have a drink after having an expensive fancy cocktail elsewhere. We got there just as happy hour was winding down, but I was able to get a G&T in a pint glass for $5. That's a third of what you would pay at most other restaurants in downtown Portland. Was chatting with a lovely couple "from away" who had just moved here, when live music grabbed our attention. The classic Don Campbell and a young rock and country singer/ guitarist Henry Lowery. Great duo playing an excellent assortment of songs made the time fly by. Looking at Dewey's website, they have live music Sundays from 11-2, and M, W, TH 6-9PM. Tuesday nights are trivia. Nothing going on Friday and Saturday nights because why compete with the rest of the Old Port. Next time I will go back and enjoy the full show, happy hour drinks, and friendly service. What's not to love?

    Pulled port mac and cheese
    Jess B.

    Three Dollar Deweys is always a fun local spot to go to! They have no parking lot but are situated on Commercial Street parking with tons of spots, as well as many side streets and parking garages close by. Parking is usually hectic as downtown Portland is immensely popular. Dewey's has tons of seating inside - two bars to sit at, high tops, booths, and tables. They sometimes have live music, which I lucked out and got to experience when I went. The pricing is decent and slightly lower than average for the area. They have tons of food and drink options. Food is mostly pub food but a great assortment of options from burgers to salads to mac n cheese to sandwiches. They have a rotating cocktail menu plus full bars so basically most drinks you could think of. We just got a beer and vodka with pineapple juice. Both were very good. We got the fried chicken sandwich and pulled port mac n cheese. The sandwich was delicious - chicken spiced and cooked perfectly. So juicy and delicious. The mac n cheese was a great portion, cheesy, tasty, and makes you want to go in for another bite. Our service was pretty good. Great to start off and then not so great as it got very busy very quickly. We ended up waiting 25 minutes for our check which is why I removed a star. The live music really made the atmosphere fun and care free. The building and bathrooms are handicap accessible. This is a wonderful place for a first date, getting together with friends, or just a cool spot to grab a drink. I will continue to keep coming back!

    Jessie H.

    We stopped in to watch a football game and service was ok. They had a free popcorn machine so that was awesome but did find friendlier service elsewhere.

    Restaurant & Bar
    Tom M.

    Upon entering you are immediately greeted by a very friendly staff. There were no less than three of them, all with smiles that could warm the heart of a badger. After the greeting we were led to a high top which is okay but I think we would have preferred something a little closer to the ground. No problem. Our server Mike, also a part of the greeting brigade, was very helpful, attentive and checked in often. I had an iced tea, a bowl of the veggie jackfruit chili & a garden salad, all which turned out to be way too much food. I think I was in pain when we left and could have done well with just a cup. Medium spicy, protein and fiber packed, with quinoa and corn. Very good but the temp could have been a little warmer. Standard garden salad and vinaigrette, everything was good and fresh. Not sure how to describe the overall ambiance but maybe bordering on the divey side of things. Yeah. I think I'll go back and next time have the $3 beer.

    Melon cocktail on their drinks menu
    Danielle K.

    I chose to come to this restaurant because it has a vegetarian/vegan section of the menu. When you enter it is pretty large dark ale house feel. They have free popcorn if you ask for it. Two large bars and high top and low top tables I ordered the barbecue Jackfruit portobello sandwich. It was amazing. It was really good. Honestly, it was the first thing I liked eating in Maine as a vegetarian. My husband really enjoyed lobster roll. Today was an extremely hot day and it was nice and cold inside with AC. Able to cool off and eat great food. I would recommend trying the place.

    Lobster roll served cold with mayo.

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    8 months ago

    Great food and location. Lobster Mac and Cheese is the best. Service was good and ambiance is good. Worth the trip.

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    Ask the Community - Three Dollar Deweys

    Are kids allowed during lunchtime?

    Yes

    Are dogs allowed?

    It is a bar/restaurant. Why would they allow dogs? We have health ordinances.. I love dogs. But not in restaurants

    View All 3 Questions

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    Commercial St Pub

    Commercial St Pub

    3.7(54 reviews)
    0.2 miOld Port
    $

    The bouncer working on a Friday night on 1/16/2026 at around 10 pm was a prick. I tried to walk…read moreinto the door and he said where are you going? I asked him why and he didn't answer me. I then told him I am just going to relax and have a drink in the bar. He grabbed my jacket as I attempted to walk through the door and said you never showed me your ID. I told him you never asked before I tried to walk in. I then apologized to him, and I tried to show him my ID. He told me he didn't want to look at it and told me to leave instead. I thought he was just a drunk customer joking around with me before he asked me for my ID, because he didn't identify himself before he grabbed me. I left right away because I didn't want any trouble. I went to Tomaso's Canteen right after and they treated me with dignity and respect. I had a great night at Tomaso's Canteen and the staff was really friendly and welcoming. I highly recommend people avoid Commercial Street Pub, considering there are better bars in the area nearby which will treat you with more respect than Commercial Street Pub.

    Commercial St. Pub has an interesting vibe, kind of like stepping into someone's living room,…read morecomplete with comfy couches, end tables, and some real comfy bar stools. The bartenders are awesome, and the drinks are reasonably priced. We didn't grab any food, so I can't speak to that, but if you're cruising down the street and need a quick drink, this place is a solid stop. Definitely has a relaxed, no-frills atmosphere that's worth checking out.

    Photos
    Commercial St Pub - Red hot dog

    Red hot dog

    Commercial St Pub
    Commercial St Pub

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    Three Dollar Deweys - tradamerican - Updated May 2026

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