Three Dollar Deweys

We stopped in here on a Wednesday evening in November for food and drinks and live music. As soon as you walk in you could smell brussel sprouts and that’s what we ended up ordering with some wings. They were ok. We sat at the bar. The bar was pretty full and there were a lot of people in the place but it wasn’t o early crowded. A friend orders the nachos and the plate was huge. The drinks were good. The music was good. We chatted with some bar neighbors and everyone was friendly. I’m pretty sure they were serving free popcorn if I am remembering correctly but don’t quote me on that. There was definitely popcorn - not sure on the free part. Be sure to ask your bartender or server the story behind the name Three Dollar Dewey’s when you stop in.

Three dollar Dewey’s did not disappoint! I was visiting from New Jersey and chose this restaurant as I was looking for charcuterie boards in the area. The atmosphere of the restaurant is very welcoming and there’s also free popcorn! My charcuterie board was amazing - I have had plenty, and this was by far one of the best ones I’ve had. The service was also great as well. I recommend this restaurant.

The food was delicious! Our server was named ennis. He was friendly, efficient and attentive. We had the garlic steak tips, nachos and cheesy garlic bread. The place was well set up and the kitchen window had heat lamps to keep the food warm.

Loved our lunch at three dollar Dewey's. They were friendly with our two dogs and the food was delicious. It was a great place to stumble upon after our walk along the water on our day trip to Portland.

Great draft beer selection and Lobster Mac & Cheese was hearty. Bar is large, convenient and seems so familiar.

Good food, cold beer, great location. Great for friends and couples. I had one of the salads as a wrap and it was great. Onion rings are super crunchy.

Nice pub style place with great food. I got what was essentially a haddock ruben with coleslaw and it was absolutely delicious and the fries were good too. The brussels sprouts were so tasty and my sister enjoied her vegan jackfruit sandwich as well

No complaints. Reasonably priced, lots of beer to choose from, even have trivia on Tuesdays.

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!

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.

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.

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!

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?

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.

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!

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.

My husband and I went for a late lunch and early january, when the restaurant, and even the entire downtown area, were pretty quiet. I had two appetizers for lunch, the cheesy garlic breadsticks and the fried Brussels sprouts. He had a bacon cheeseburger with a side of sweet potato tots. Great food and great service!

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.

A group of friends and I visited Three Dollar Deweys on a chilly weekend getaway to Portland. We had a great time here and the service was all around excellent, friendly and quick. We loved the warm and cozy vibe to the place as well. The food was overall very good, had a great appetizer with the sampler plate. A bunch of us got the Mac and Cheese bowl which was such great comfort food. Only meal that wasn't great was the BLT, which somewhat soggy. We would definitely return to Three Dollar Deweys!

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.

We have already had the pleasure of coming to Three Dollar Deweys. But have rediscovered our love for this gem again today! We drove from Boston today for spur the moment Maine trip. I wanted oysters drinks and Three Dollar Deweys Lobster Mac and Cheese! I checked off all three boxes. My husband had to bring half of his home which taste amazing even reheated! Our 18 month got cheeseburger and it was delicious also! They never disappoint! We cant wait to come back again this summer! The staff is always so friendly and accommodating!

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

Love the food there, but was a little shocked to see our waitress was completely stoned. She was fine and did a great job, but didn't realize this was an OK thing in the workplace nowadays!!

Food was great. Large portions gluten free menu. They also had vegan and vegetarian options. Service was great. We were there today so off season. It wasn't crowded.

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!

Really cool set up with the 2 bars. Tried the Woodford Old Fashioned and it was delicious. Seafood Chowder was a hit as well, VERY hearty.

Absolutely loved this pub!! Our service was excellent. Maggie was so sweet, pleasant, and very helpful! I have an allergy and she made awesome suggestions. All the servers knew the menu well. The Brussels sprouts were the best I've ever had ever! Plus they recognize military/first responders and offer discounts for them. Wonderful place and will recommend to friends if they visit Portland!

This spot might be underrated based on their current yelp score! We absolutely loved everything about it! They have free popcorn if you need a snack while you wait for your food. Tons of different drinks and beer on tap. Our table all loved our meals including clam chowder, chili, Reuben and burgers. They have a first responder discount for 20% off all food and drinks which was so generous. We loved everything about this spot, including the tale about "three dollar dewies".

Have been here a number of times, the pretzel charcuterie is excellent. Great specials too

Heard about their gf fryer and bread options and was driving thru the area and had to check them out. Husband had the lobster roll on a gf bun and I had the Turkey club on gf bread and neither of those meals disappointed! The fries were amazing and we even got some to go. Our waitress Kristy took our allergy seriously and said she'd alert the kitchen and that we came to the right place! Our only issue was that the vent was above us and was blowing the entire time but the place was jam packed with people so it was certainly needed. A little loud but that's to be expected at a place with a mug club and a deeeecent happy hour!

Food was yummy, nice outdoor seating, we waited for a while after we ordered so our server was nice enough to take a drink off our tab. Overall would recommend, Quinoa veggie burger is a must!

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.

I have a love-hate relationship with this place. I think that the food is pretty good and the brussels sprouts are delicious! The drink prices are fair for the area. My problem is sometimes they are out of beers that I would like to try and the service is very hit or miss. I will still go back, but I probably won't bring my out-of-town friends anymore.

We saw this when looking for a Thanksgiving meal & I'm so glad we did! TDD was so fun that my husband & I went for their thanksgiving buffet (which had 2 people serving it from behind the spread) & went back for drinks & dessert the next night! We sat at the bar both times because you couldn't reserve a table for the thanksgiving meal, but we had no trouble getting a seat at the bar! The food was delicious & we have decided to go there again for Thanksgiving in the future. Very nice bartenders & hot food

Dropped into the popular Three Dollar Dewey's for a quick lunch. We were seated right away. Dewey's has a pub atmosphere and can be a bit noisy. When it's rainy and cold outside, it is a great place to be. The staff are excellent. They are friendly, helpful and attentive. We received our drinks immediately and they took our food order. I enjoyed a cup of hot tea while I waited for my order. I decided to try their New England clam chowder and it was amazingly creamy and thick with Dropped into the popular Three Dollar Dewey's for a quick lunch. We were seated right away. Dewey's has a pub atmosphere and can be a bit noisy. When it's rainy and cold outside, it is a great fun place to be. The staff are excellent. They are friendly, helpful and attentive. We received our drinks immediately and they took our food order. I enjoyed a cup of hot tea while I waited for my order. I decided to try their New England clam chowder and it was amazingly creamy and thick with lots of clam chunks. Three Dollar Dewey's is clean, has good food, nice servers and is a wonderful place to enjoy lunch.

Bacon wrapped scallops were great and the Reuben with fries was phenomenal! Waitress was not the best but the food made up for it!

Very pleasantly surprised! We were out and about in the Portland area and it started raining and we we hungry so we ducked into the closest place we found. We definitely second guessed our choice at first, thinking this was just another pub that would have mediocre food. We opted to stay and we're seated promptly. The menu is all the usual expected items such as burgers, sandwiches salads and more. We went with a Mac n cheese, buttermilk chicken sandwich and a cheesesteak sandwich. It took a while to get the food despite it being rather empty but it was worth the wait. The food was delicious! The buttermilk chicken looked, at first glance, like it was going to be over cooked and maybe a bit dry but it was the exact opposite. It was so juicy and had such a great flavor. The Mac n cheese along with the cheese steak were also big hits. There are certainly tons of choices in the area for food but you certainly won't be disappointed if you wind up here!

Prices are right atmosphere is perfect and the food is spot on! Our server was a little lackadaisical though and took forever to see if we needed anything or take our order. But j would def be back the sweet potato tots w maple sauce is DELICIOUS!!!

Maggie was AWESOME! We were a party of six and she had great recommendations. Seafood chowduh and clam chowduh were superb. I had the fish sandwich and it was ginormous. Onion rings were off the hook. Garage parking nearby. Highly recommend.

My beer, in my Mug Club Mug, came with a back massage. Service extraordinaire! Thanks for being you, Dewey's. Love you all.

Worth a visit just to know the story of the name. Good selection of beers at average prices. Friendly staff. Didn't eat there but good going bonus looked pretty good.

Excellent customer service and a very clean and nice inside. Ordered yhe burger Which was cooked perfectly and had an amazing grilled flavor. The bun was also toasted which made it even better. The pulled pork on the other hand was a little bit overcooked and the flavor was derived from barbecue sauce. Not sure what that was all about but I would not suggest the pulled pork sandwich. The bacon wrapped scallops were also very good along with the dipping sauce. The mango have an arrow dipping sauce was great which we got to try.

Was in town for a day and needed some food. Did a local search and Three Dollar Deweys was nearby with a good rating. Atmosphere is awesome. I like to layout and decor. Made me feel like I was in an older New England Tavern. Host greeting was great, and they sat us right away. Server was pleasant and attentive. Order a hot buttered lobster roll as one does in Maine when you're 500' from the docks!.. It came out on a roll packed with lettuce (an issue for me due to the strangest food allergy ever) so I asked that they just re-toast up a roll for me as the lobster was easy to separate from the lettuce without it being an allergy issue as it wasn't mixed in. This is where it starts to go south and gets 3 stars from me... a re-toast of a roll took almost 10 minutes... and they weren't THAT busy at the time. But okay, not a big deal. It comes to the table NOT TOASTED! Anyone who eats hot buttered lobster rolls knows this is going to ruin the flavor/texture of the dish. But, I wasn't going to make a big deal of it and just decided to eat the lobster meat with drawn butter and move on. Welp the lobster meat was flavorless! Clearly it had been steamed with un-seasoned water, chilled and then re-heated. OOF! Again, we are in Maine right by the docks! Shameful!! Overall, cool place but I don't think I'll ever go there again. I'm in town 2-3 times a year and this just won't be on the places to go back to. Maybe a different dish would have been better, maybe not. Just seemed off to me how lackluster such an iconic dish could be when the restaurant is SO close to where you get the freshest possible ingredient to make the dish.

We had a quick and delicious meal at Three Dollar Dewey's in Portland, Maine. We called with 30 minutes notice the week of the 4th of July for a hangry party of 9 with kids, adults, and 2 gluten allergies. We had a big space with a knowledgeable waiter about the kitchen's gluten allergy precautions and options. Service was great. The gluten and gluten lobster rolls, burger, fries, and sandwiches were yummy. Gluten free lobster roll and burger came on delicious gluten free bread.

I came across these old pictures, and although I have not been here in a while, I wanted to write a little review and say that this was one of my best eating experiences in Portland. This is a wonderful place to get a lobster sandwich (my personal favorite), a craft beer, and more! I also loved the decor, the old brick wall interior, the charm, and the great vibes. I will surely come back when I find myself in the area again!

Actually, I must say ... We hit the ground running to tick off every single thing to do in Portland Maine YOLO style. Given these days and times we can't take anything for granted and therefore you must make the most of things and max out on the quality time God has afforded you... Now, I pivot on my soapbox... Matt the bartender was stellar!!!!! He was quite busy when we sat down but is quite on the ball - attentive, professional, friendly and exemplary. Not only that, but he gave us the run down of things to do and see #theextramile! He's the stuff that "cheers" bars are made of! This is on my recommendation list for bar enthusiasts for sure. Honorable mention, Chase! Spectacular personality following in tandem of the #extramile - chiming in on touristy things to do. Moving on - love the set up in here - it's quirky! While walking in, I was startled by a Danny Devito sized statue: startled, I was. Laughed at - I was. This place can accommodate couples on a date and large parties alike. It also has a really cute outdoor area. This establishment is very heavily compliant with social distancing. They are straightforward #thisishowwedoit. Please see the media! Kitchen staff is A+ and it's an open kitchen so you can always see for yourself. There is outdoor seating for a more intimate feel. I must say, the staff here has exceeded my expectations on this trip to uncharted territory! When I do come back, which I will, this place will be a pilgrimage! +++Must visit!

Solid choice for drinks, staff is nice, and bites are tasty. Typical 'friendly bar' feel. We'll keep coming back :)

Came in here to have a drink with my sister in law and get some food to go for my family. Order like 10 burger lol everything was great. Our bartender recommended a aperol drink was pretty good. The bartender was very welcoming. Definitely will come back next time I come to maine

We are on our annual Portland stop, on our way to Rockland, ME. We were hoping to see our favorite red-headed bartender, but lo and behold she is now our favorite blonde bartender! Krissy is the draw for us (nothing like a good bartender with great stories), but the food is great too. So far we've had the burger and wings and have not been disappointed. Next year we'll venture out more. The ambiance is so cozy and warm; 2 bars and lots of high top tables. The bar is a great for people watching and meeting new people. Already looking forward to next year's visit.

We walked past Dewey's every time we have been in Portland. Late night it's full of people sometimes having live music. We went on a Monday when they first opened. We felt like it was annoying we came in. Our server didn't seem like he really cared about his job. Also seemed annoyed we were there. We almost left to go to another place but ordered anyway. The food was good, large portions and held us over until we got to the airport. But this will not be a return spot for us.

My husband and i just wanted to thank the bartender at the front bar today for making our wedding anniversary such an enjoyable time. We met in Three Dollar Dewey's so, of course, we had to come back in to celebrate! She greeted us with a light of personality immediately and was so helpful from the moment we sat down, to the moment we left, which, simply put, really made our special day. She kept our drinks full as we devoured our "sampler plate" (our favorite app here now) and helped us figure out where our hotel is located. The food is great, but the staff is even better. We appreciated her kindness a little extra today as we celebrated!! Thank you Krissy & Three Dollar Dewey's, we will be back!!

Service was superb. High seating for the family felt a little uncomfortable. Visited for lunch for my first time in Portland and was pleasantly surprised by Blueberry Pop on the menu! Food was decent, and expensive because it's in a touristy area. Price was still lower compared to neighboring restaurants. I would recommend $3 Deweys if you are in the area looking for a quick bite!

If you are looking for a bar with delicious food then this is your place. Waitress was nice. Service was fast. They had tvs so I could watch football. We got the princess seafood chowder- literally to die for!!! Entrees- the salmon sandwich and lobster Mac. Both amazing!!!

We walked down the Commercial St. enjoying the water view, and looking for a bar. Here it is! $3 Deweys! Big shout out to friendly bartender who kindly pointed us where we were on the free town map. Deweys has the typical bar look, with a little twist- a popcorn machine right on the door. I don't eat popcorn but think it's a nice touch... We came in looking for a drink and we got to chose from tons of beers, bunch of wines, cocktails and seltzer. As a snack we tried the Thorn's basket filled with fried cheese curds which satisfied immediately my cheese's obsession for the day. The Habanero honey sauce is to die for. (Now when I'm checking Dewey's website - to name items we enjoyed in the bar correctly, I see we didn't get offered a third page of the food menu that contains tons of Vegetarian/Vegan food options! I'm not sure if these items are available at the bar or the service just assume that it's unnecessary to offer. But if you're into vegetarian/vegan food it's totally worth to ask for the third page! Ooh oh one more thing! Do not touch the bell!

Good service and lots of TV screens to watch games. Good wine and charcuterie board.

Once again another place I finally got back to since reopening! A ton of local on tap brews broken up into their respective categories. I had a traditional Blueberry "blue paw" by Sea Dogs and then a sparkling Blueberry from Lone Pine, first time, a fan and it's a sour as well. My wife and I started with the Nachos, with chicken. All good. I ended up following up with the Rueben Sliders, pictured here. It was soooo good! The wifey had a gluten free, burger! Yes gluten free. Those celiac folks out there... separate fryer for French Fries!! They are cooked perfectly. For my fellow first responders and military folks, 20% off the whole meal, drinks, everything!!! Just bring a military or first responder ID and poof there goes 20%, don't forget to tip on the whole amount Speaking of staff, everyone was chipper and obviously love their job. We didn't only see our waitress, but another one and a bartender checked in on us! This is be a regular for me personally, I need to try more menu items.

Solid middle of the road sorta place. The best thing was the Brussels Sprouts. The chicken tenders were standard pre made bar fare but the house made sauces make them worth trying. They were very busy but service was good. It seemed like a locals spot and that was a nice change of pace.