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Smash Up Burgers

4.2 (12 reviews)
Closed 11:00 am - 8:00 pm
Updated 2 weeks ago

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Retro burger
Adam K.

Not bad. If you are *really* into smash burgers, you'll probably like this place. We got the Classic Burger and the Retro Burger. Super thin patties on both with a slight crispy edge. Decent sauce. The bun is kinda meh. I think with the patties being so thin, the flavor is kind of lost in the mix of sauce and toppings. We didn't get any fries, but they look like pretty standard shoestring fries. The folks in the truck were friendly and got our burgers out to us relatively quickly. The prices aren't half bad considering how expensive things are these days. I admit I prefer a thicker juicier burger, but this place is A-OK if you have a hankering for a burger.

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3 months ago

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2 years ago

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10 months ago

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3 years ago

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1 year ago

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11 months ago

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Matthew B.

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3 years ago

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2 years ago

Smash Up is an exceptional food truck in Annapolis. The best people and amazing burgers. I frequent as much as possible!

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2 years ago

I love the burgers here they are pretty good. Only been here like about 2 times however

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3 years ago

the food was amazing! Matthew treats his costumers like family. I absolutely loved everything.

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2 years ago

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3 years ago

Amazing service Mathew is a real one and food is amazing I loved the fries and I loved Mathew.

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Review Highlights - Smash Up Burgers

Their regular menu sells two different burgers: The Classic Double (lettuce, tomato, burger sauce) and The Retro Double (pickles, onions, ketchup, mustard).

Mentioned in 2 reviews

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RegionAle

RegionAle

4.5(69 reviews)
4.6 km

I've been here several times, mostly during lunch, but I've also come in for dinner a couple of…read moretimes with my family. I've never had a long wait, either to order or for the food to come out, which is always appreciated. The staff has been consistently friendly, and the space itself is clean and well kept. High-top tables, good lighting, moderate noise level--everything feels in order whenever I'm there. Food-wise, Regional keeps things simple, and that's what I like about it. The Cubano sticks to the script and does it right. You really can't lose with it--good flavor, balanced, and just a solid sandwich overall. The smashburger is another no-frills win. Fresh beef, fresh ingredients, and everything complements each other without trying too hard. It's just done right. The cheesesteak isn't something I'd call a true Philly, but in a pinch it definitely holds you down. The meat is seasoned well, with onions, mushrooms, and cheese coming together for an enjoyable sandwich. I appreciate that Regional doesn't overcomplicate things. My only real critique was the roasted potato salad. I paid $3 for a cup, and while it tasted good, there was lettuce stuffed at the bottom to make it look fuller than it was. That rubbed me the wrong way, so I wouldn't order it again. Portion sizes overall are fair, prices feel reasonable, and I like that there's something for everyone on the menu. I've already been back multiple times and will continue to return. It's a good spot when you want to get away from all the fast-food options in the area.

People if you enjoy great burgers and sandwiches this place is a MUST! The smash burger is simply…read moreamazing! My granddaughter is plain Jane but she had a smash burger with curly fries. It's large so she generally eats half at a time. Her leftovers are in the photo below. I had then Philly Mushroom today and I ate the entire thing! Yes, I overdid it Big Time! My side was the potato salad. It's actually red potato salad with the right amount of sweetness and not drowned in mayo! In fact it seems like a ground mustard aioli. I'm not sure but it's really good. They now have chicken wings with a variety of sauces to choose from. Of course I had to order smash burgers for my family at home. Do yourself a favor and try Region Ale if you haven't.

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RegionAle
RegionAle
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Chessie’s Wharf

Chessie’s Wharf

3.9(89 reviews)
1.7 km
$$

I had no idea this place existed til a coworker of mine selected this place to go on his last-day…read more Such a cute, clean place to come - with an even better happy hour menu! The staff was super attentive, frequently asking if we needed anything or if our cups or plates needed to be replenished. I would love to return for some of their locally-brewed beer and IPAs as well. Pictured with my review, you'll see my margarita from where I sat at the bar, and happy hour meal, the boneless chicken wings and fries. This place was the perfect place for an office farewell!

My wife and I were looking to try something new in Annapolis and came across Chessie's Wharf on…read moreYelp. When we arrived, it was pretty busy. All the outdoor seating was full, and inside there was only one table available. Most of the tables are larger, so we noticed some groups sharing space, which actually worked out fine. The restaurant has a great open-air feel even indoors thanks to the large garage-style door that opens up an entire wall. For drinks, my wife ordered iced tea and I had a Peach Mule. The mule was good, but next time I'd skip the rim garnish. They also have a big beer selection, and the prices seemed very reasonable. For food, we ordered the brisket burger (single patty with cheese, topped with shaved brisket, jalapeño slaw, raw onion, pickles, and sauce). They offer a deal where you can add a side and drink for $5, so we added onion rings and also ordered the Serpent Fries as an appetizer. The fries came out first and looked great and they did not disappoint. Fresh cut with bacon, pico, scallions, and a serpent sauce (seemed like a beer cheese). Really flavorful, I did ask for ranch, which was an extra $0.50. I understand charging for extras, but not everyone uses ketchup or mustard, so that felt a little unnecessary. The burger came out shortly after, and it was excellent. We split it, and it was packed with flavor. Honestly, adding bacon would make it even better a "Triple B" (Bacon, Brisket, Burger) would be perfect. The only letdown was the onion rings. The onions inside were very thin and overcooked, leaving them dried out with little flavor. Even without the over-frying, the onions themselves just didn't have much taste. Definitely something they could improve. Overall, it's a great spot for burgers and fries, and we'll definitely be back for that. We saw other dishes come out that looked good too, so there's more to try next time.

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Chessie’s Wharf - Inside seating

Inside seating

Chessie’s Wharf - Espresso martini. Very good with whatever ice cream they used.

Espresso martini. Very good with whatever ice cream they used.

Chessie’s Wharf - Brown and a Hazy. Both excellent.

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Preserve - Pork Terrine

Preserve

4.3(500 reviews)
0.2 km
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At Preserve, consistency is not the point, evolution is. Each visit feels slightly different,…read moreshaped by a menu that shifts with the seasons and refuses to coast on familiarity. That restlessness works in its favor. The space is compact, almost disarming at first. Then it settles around you. There is a quiet intimacy to the room, the kind that feels less designed and more lived in. It leans closer to a welcoming home than a polished dining room, without losing its sense of purpose. The food carries that same balance. Thoughtful, seasonal, and just unpredictable enough to keep you paying attention. Cocktails follow suit, measured and deliberate, never an afterthought. For Annapolis, where good options are not exactly rare, this place still manages to separate itself. It belongs firmly in the top tier of the city's dining scene, and it earns that position every time it changes the menu and starts over again.

Located on Main Street with bar, inside/outside seating. Wonderful decor and a great drink menu…read more Food menu was great as well and not too overwhelming. This is a place that has lots of drinks and foods that have some unique and creative flavor profiles. We were greeted immediately and sat at bar. Server acknowledged us quickly and was very friendly. Checked on us throughout the time we were there. Ordered a tequila cocktail that was amazing. Highly recommend!!! So so good. Their cocktail menu has the spirit and then a description under of the drink. No actual names. Lots of interesting drinks. We grabbed a couple of apps. Got the pork bites and smoked fish dip. Both were tasty and had interesting flavors that worked. The portions were great. You can tell that great care and thought is put into to the menu. The burger and fries looked amazing - on special and lots of people around us were ordering it. Would have ordered that if we were eating a bigger meal. This is a gem of a place. Truly crafty food and drinks. Highly recommend trying them out. Would come back again.

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Preserve - Seating

Seating

Preserve - Fish Dip

Fish Dip

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Bar area

Pip's Dock Street Dogs - Buy a cheesesteak at Pip's, watch for boats.

Pip's Dock Street Dogs

4.5(159 reviews)
0.4 km
$

Pip's is awesome!!…read more My go-to sandwich here is a Chicken Cheesesteak. Get it with grilled onions, red hots, cooper Sharp white American, lettuce and mayo... you will not be disappointed!!! Also, of course... a standard cheese steak is excellent. They now have Philly long peppers as an option (Anaheim) for cheesesteaks as Pip's stays on top of all the sandwich trends to bring them to you in downtown Annapolis! They have COOPER SHARP! on the menu for my go-to cheese choice. The dogs are great as well, but I just can't overlook a cheesesteak when I hit Pip's. This is an old school order at the counter place where they are shouting the order to the guy on the grill as you're placing it. Service is quick and don't overlook the call ahead ordering option! Sometimes parking downtown is annoying... call in your order. By the time you find a spot and walk to Pip's, your order will be waiting.

OMG! This place is amazing. Cool little whole in the wall right behind the Navy Academy and across…read morefrom where the boats port in downtown Annapolis. Prices were fair and service was great. The hotdog was beef and has a great color and was crisp, hot, was put on a Texas toast type of split bun that was toasted. It was DELICIOUS! The fries were fleshy and you get a bag worth of you order to go. Good size fries (fries boogie here) and the toppings that were so MD was liquid obay sauce "like yes!" . We love hotdogs and having a snap when you bite into it a MUST! Pips is a local joint and did not disappoint. Walking distance to many shops and all the toppings you need. It's a small shop and everything is prepared to order so be prepared to have a little wait. There is some seating outside and a small bar top inside the shop. They also have cheesesteaks and many more items for your pleasure. I will DEF be back and the owners are super hospitality and just nice humans-please please go check them out! "Real testimony"!

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Pip's Dock Street Dogs - Shop

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Iron Rooster - Angry Pig Omelet

Iron Rooster

4.1(2.1k reviews)
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My wife, my daughter and I went to Iron Rooster for my wife and I's anniversary, and I want to give…read morea special shout-out to Joshua our server. I had to go grab a backpack, and when I returned 10 minutes later she ranted about how attentive to the table he was! They were busy(Saturday before Easter), but that attention to detail shined through the whole meal. Food came out spectacular, he remembered everything we asked for and was exceptionally patient with our 1.5 year old. Joshua made the experience wonderful, and made our anniversary even better. Thank you!

I had a mixed experience overall…read more I ordered the chicken and waffles. The fried chicken had good seasoning and flavor, which I did enjoy. However, the chicken was breast meat and sliced thin, which made it come across as dry. I did tell the server I liked it and didn't go into much detail since she seemed very busy and I didn't want to add stress in the moment. Still, it's not something I would personally order again. The waffle situation was more frustrating. I initially received cornmeal waffles, but I had told my server ahead of time that I strongly avoid cornmeal. She said she would substitute them, so I was surprised when the plate came out with the original cornmeal waffles. I didn't realize at first and ended up taking a bite before noticing. I let the server know and she had the kitchen remake it. The replacement Belgian waffles were overcooked and dense, so they didn't really improve the experience. The butter though was genuinely delicious, just very rich and more of a holiday-style flavor than something I'd personally crave in warmer weather. I also had a basic cup of coffee made with Rise Up Coffee Roasters, which was $4.50. That felt overpriced for what it was. I could have walked right across the street and had a specialty coffee from the source for very little extra cost, which honestly would have been the better choice. Overall, the experience had some clear issues, especially with the waffle mix-up and consistency, but it wasn't completely disappointing. I just don't think I would personally order the same meal again.

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Iron Rooster
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Davis' Pub - The awesome Pub Super Salad with buffalo chicken strips added. But get fish, shrimp, whatever.

Davis' Pub

4.2(370 reviews)
1.4 km
$$

This place is awesome. It's as local as it gets in terms of ownership, staff and customers. Great…read morebar, great food, great weekly specials, bartenders, servers, etc. A personal favorite of mine is their SUPER SALAD. It always has fresh seasonal toppings, add your protein of choice (fresh fish of the day?) and it is the best salad in town. It's excellent... ...wings are great also, always have good soups, daily specials, drinks, etc. they have a lot of outside dog-friendly seating as well. It should just become your regular stop year 'round.

ABOUT THE AMBIANCE…read more Love the consistent, lively vibe at this Eastport restaurant/bar - seven days a week, it is sure to be clamoring with locals who pull-up by kayak and dingy (a 100-yd walk for the neighborhood dock) or walk in from homes nearby. Davis' is both people and dog friendly, allowing both species to chat it up, socialize and refuel. The outside sports a dozen a so picnic-style tables and a few high tops that bleed into the street. Shade is omnipresent once seated and servers kindly offer up water for your four-legged friends. There's a cozy park with seating just across the street from the hostess stand for those eagerly awaiting a table, right by the community dock. The inside of Davis' Pub is distinctly "bar" - replete with TVs and high tops - though there's a surprisingly large area for table service beyond the often-crowded bar. Don't expect anything slick or shiny here -- a fresh coat of paint may be tough to find. This is an authentic, worn Eastport treasure -- some use it as their comfortable watering hole, others for a cozy meal and a large swath to gather with friends.

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Davis' Pub
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Davis' Pub - Outside

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Outside

Smash Up Burgers - foodtrucks - Updated May 2026

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