Despite visiting here a few times, I somehow have not posted a review after these visits. It's been quite the mainstay bar/pub in the Old Port for quite a long while now since 1980. It has old school vibes when you step inside with plenty of exposed brick walls and art/decor on many of the walls too. As well as quite a few TVs like you'd expect most bars/pubs to have. It certainly has a vibe overall where I can understand those who live nearby would make it their go-to choice for a beer or a bite to eat by themselves or with friends or to catch a game on the TVs. The visits me and my wife have had including bringing out of state family to visit have been good service wise with minimal complaints but at times waits for food have been longer than expected even when restaurant was not busy. Could use some improvement but minimal. Food wise I have had a burger from them, their mac n cheese, as well as some other sandwiches. I would kind of classify the food in a similar way as the service. It is good but doesn't leave me wowed or thinking I need to return for the meal. It's solid for bar/pub food. If you set your expectations in that manner, I think you will leave quite pleased. A great spot to pop in from commercial street after a day of walking around for a cold drink and a bite to eat. read more

I live in Denver so this entire meal was an unusual treat. Maybe I am not the best judge for this type of fare, but I do know when something tastes amazing. The bun was toasted to perfection and the lobster was fresh. I absolutely love beer cheese and pretzels and - again - have a hard time finding them in Denver. These were PERFECT. Service was great, too! read more

Three Dollar Deweys - Deweys - American Near Me - Portland, Maine

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A great bar and restaurant. We enjoyed several entrees. Cheese steak, hardback Rachel, chicken tenders, haddock fish sandwich and onion rings. We opened the restaurant at 11:30. Crowds followed. Service was ok. A must try. Lots of beers on tap! read more

3 Dollar Deweys is a Portland staple. You have to understand what the establishment stands for in order to truly appreciate its beauty. Go in, leave your attitude at the door, and have a great time - whether you're there to meet friends, watch a game, or trying to get drinks/food before heading somewhere else in Portland! read more

Three Dollar Deweys - Irish Breakfast Sandwich (St. Patty's Day Special) - American Near Me - Portland, Maine

Just not what it was. We loved Deweys, even the old location so many years ago. But our last meal there was the worst we've had in Maine. Bland nachos made from Hannaford chips with junk cheese and jalapeños, nothing else. Smelly small portions of fish, warm beer, expensive drinks. Wings were the only things palatable. Only the decent waiter was worthy of stars. Not worth the high prices. read more

First time here in Portland and I had a friend recommend this spot! It was a fun experience with some good food. The bartender was great company & so nice! Good spot to grab a pint and have a good time!! read more

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I got the vegan meatball sub, add jalapeños, and it was good. I'm not a huge fan of the brand they use for the meatballs, the sub was a little thinner than I expected, and the host was fairly rude, but it was good. read more

Three Dollar Deweys - Vegan meatball sub, add jalapeños - American Near Me - Portland, Maine

We headed here after an air show because a member of our party has a gluten allergy. They clearly mark items GF or Vegan. The server asked if it was an allergy and was careful to make sure it was safe. Server was courteous and checked on us often. We had burgers, chicken tenders and the turkey BLT. All were fantastic. Fries were hot and crisp. We will return! read more

Three Dollar Deweys - Burger and fries - American Near Me - Portland, Maine

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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! read more

Three Dollar Deweys - 12-piece wings - American Near Me - Portland, Maine

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. read more

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I'll start this review by stating that I've visited to Three Dollar Dewey's many times over the last 20 years. I feel like they used to be a much better establishment in respects to food they serve to customers. I'll say this that the bar and drinks and service are all fine so I do recommend going there for drinks or making it a drink spot on your weekend out. Location is great on commercial street for a quick stop in. It's a casual place and seemed like all types were visiting and welcome. The food however was terrible. I got a turkey BLT and the turkey was a weird consistency and the bacon was so hard in some places I felt like it could have cracked my teeth. Very poor quality food. The chicken tenders my wife got were full of fatty bits we barely could even eat any of them. I don't need the food to be five stars I just need it to be eatable but it wasn't even close. For additional feedback for the restaurant I would like to say that its pretty dirty inside and they whole floor could use a sweep. Tables were not bussed promptly and it just felt kinda dirty. I do understand its mostly a bar but everyone likes a clean establishment when you are eating. The food quality needs improvement for sure. Also I thought it was way to dark in the restaurant even though it was very sunny outside. I like Three Dollar Dewey's as its been a staple of commercial street for a long time so I'm hoping this feedback helps make it better. Like I said if you are just going out for drinks its a great place to stop in. read more

We started at CHEESE LOUISE!!!!! We wanted to continue the night unsure where to go. We plundered the seas high and low and came to find Three Dollar Deweys. Security was a G and guided us to a bar to rest our weary arms on. Libations were served with haste and the ambiance was electric! read more

Three Dollar Deweys - Matt gives his sign of approval with his ketchup salute. - American Near Me - Portland, Maine

Stopped in while walking downtown looking for a place to watch the Red Sox game. This place was awesome! Fun classic sports/dive bar with typical pub food. Lot of great local beer varieties and the bartender was super nice and attentive! I was here on a Tuesday night and they had a packed house for trivia. read more

Only been here a few times and it was okay. The food is decent, enough the fill your stomach and the beer selection is alright. I'd recommend it if you're in a pinch. read more

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! read more

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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? read more

Three Dollar Deweys - Live music on a Monday - American Near Me - Portland, Maine

I truly wish I could give zero stars, but even that would be generous. DISGUSTING atmosphere and terrible service. The owner and bouncer and security guards made this experience a nightmare for us. Please think twice and then AGAIN before stepping foot in this place! read more

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. read more

Three Dollar Deweys - vegan nachos - American Near Me - Portland, Maine

I ordered the buffalo tofu sandwich with French fries and was very glad I did. The tofu was perfect, not soggy and not dried out like other places I've been to. It'll probably be a go-to for me whenever I'm in town because it's been almost a month and I keep thinking about it haha.. The server was extremely nice and attentive and the overall vibe of the restaurant was welcoming and fun. read more

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! read more

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Another Old Port classic! I went here a couple times during the week I was in Portland. I can't begin to imagine how many times I have been here over the last 25 years... it has a warm and welcoming feel, lots of wood, worn floors and long tables with benches and booths. I enjoyed Shipyard Pumpkinhead - of course it had a cinnamon sugar rim. Great service every time I was there! Especially since it was one of those things where people were coming and going, potentially creating havoc with a server. I never felt like we annoyed them or were a burden. One night we had nachos, amazing bar snack. Super cheesy, exactly what you want when it's 10:30 and NEED a snack. read more

Came back here and ate dinner - food was good! Steak and cheese was popular and a hit with everyone. Service was attentive and friendly. Cheap drinks. Worth a stop read more

I'll preface this with the fact I do not just spitball reviews, I choose to do it when I feel people need to know what they're missing & you're missing a lot if you miss this spot! I have worked in the service industry for 20+ years as a bartender, server & manager - simply put, I APPRECIATE AMAZING SERVICE & AMAZING FOOD. The food ... STELLAAAAAR ... to say the least - so over the top of "on point" - HUGE props to this Chef & functionality of that kitchen bc WOW! Our server, Maya ... in-cred-i-ble; super relatable (finding common ground for the love of the cheese is a real thing!), happy to bend over backwards for whatever we needed & quite obviously found the fun in doing so throughout! I come here every time I visit Portland & it genuinely never disappoints! Thanks guys! read more

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. read more

Three Dollar Deweys - Restaurant & Bar - American Near Me - Portland, Maine

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. read more

Three Dollar Deweys - American Near Me - Portland, Maine

We had a large group after my son's graduation ceremony but our reservations were for the wrong date. They worked it out and we all had such a wonderful time. The food and service were both exceptional. read more

Husband and I went with my niece and her husband today for 2 beers and 2 wines. Was not busy and after 20 minutes I inquired- response was we're working on it. 15 minutes later we left (saw no one) and went to Dry Dock and were served 4 cocktails in under 5 minutes read more

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. read more

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The food and drinks were awesome and relatively reasonably priced. We went in a large group and service was excellent. The server was very accommodating to splitting up checks which I know is annoying sometimes. There was live music at the time which was OK. Not bad just OK pretty good for background bar music. read more

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

Opening football Sunday and was served 2 warm bud light drafts...UGH Great place to watch football though read more

Incredible food and service as always! We were there for lunch, Allie was our server. My fiancé and I got lobster rolls cold with mayo, and my father in law got the haddock Rachel. We have tried lobster rolls all over the state of Maine and all over New England, but this one stays our favorite. Three Dollar Dewey's always has the best selection of Maine beers too all in nice place! read more

Three Dollar Deweys - Lobster roll served cold with mayo. - American Near Me - Portland, Maine

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Totally not what I expected! I was ready for a crappy dive with trash food for tourists. That was NOT the case! It was an awesome menu, great service and AMAZING food! It was beautiful and rustic and clean. The merchandise to buy was cute and the drinks were spot on yummy! read more

Great place to grab a drink and some food. Gluten free and vegetarian options. Love their fries. Live music check the schedule. read more

Three Dollar Deweys - Downeast cider - American Near Me - Portland, Maine

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Came here for late night food last night, I was surprised that they had live music inside. I love live music so I was very happy! They have a great late night menu and we got a hot dog and some cheesy bread. On the weekends I believe they serve food till 12am. They have a huge bar and lots of seating. It's a great spot to watch sports as well cause they have lots of TVs. The service is typically on point. The food is bar food and certain things I think are overpriced but all the things I have ever got are good! They also have large tables, so if you are with a big group it is a great spot. They have lots of beer options and some fun cocktails as well. I'll keep coming back! read more

Such a cute spot, great place for lunch and to relax. Never seen anything like the jumbo pretzel board, but perfect midday snack to hold us over until dinner! read more

Three Dollar Deweys - American Near Me - Portland, Maine

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This place can get uncomfortably crowded and loud at its busiest times, but that's because folks here know where to go for good and reasonably priced food and drink. Even on a crowded Saturday afternoon, they were able to find seating for us at their busiest in places we didn't think were even possible. My own salad, Avocado Insalata, was almost too large to finish, with a whole sliced avocado on top and a large container of dressing on the side. I think they pride themselves on generous portions and being very accommodating. And if you're sitting in the front of the restaurant, you also get something you wouldn't get from most of the places in Old Port - a view of the water. read more

a whole vegan menu!? yes! many different vegan options. I have consistently gotten the vegan poutine and quinoa burger. the food is so good. the atmosphere is also really relaxed and ambient. i've been here three times so far and plan to return for more read more

Seafood chowder was fantastic- exactly the way you'd expect it to taste. Ask about the story of "Three Dollar Dewey" and wear a crash helmet if you're sensitive. Hot honey chicken sandwich was very tasty too. read more

This is a long overdue review update. When Dewey's first (re)opened, it honestly wasn't great. But it's drastically improved, to the point where it's usually my first choice for pubs. It's a step up in class from the Rosie's of the world, and is just a better restaurant than Gritty's or Sebago. Dewey's does so much well... -It's a sizable space and one of the few that can easily hold large parties. -The food is really good for a pub! The pulled pork nachos are my favorite nachos in Portland (and freaking massive!). The Haddock Rachel is perfect comfort food. And the menu is expansive and well priced. There's also still free popcorn. -The draft selection is huge with dozens of beers, including many local. It's also a full bar, of course. -There's outdoor seating with live music in the summer. -With Rivalries currently being the only true Old Port sports bar/restaurant, it's nearly impossible to get into during prime games. Dewey's is a great alternative, with many big tvs tuned to sports. Most importantly, Dewey's has that homey, comforting feeling. It strikes a great balance between too-divey and upscale, and I keep returning. read more