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    The Boss Cheesesteak

    4.4 (80 reviews)
    Closed 12:00 pm - 6:00 PM
    Updated 1 month ago

    Order The Boss Cheesesteak Takeout or Delivery

    The Boss Cheesesteak Photos

    THE BOSS CHEESESTEAK ATMOSPHERE

    What's the vibe?
    Dogs allowed
    Outdoor seating

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    Recommended Reviews - The Boss Cheesesteak

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    Fries
    Chiana P.

    I wish I would've gotten better pictures! I got the steak and veggie cheesteaksl. Listen it was love at first bite. You order on a touchpad screen and grab a number. When your food is ready, the numbered pager will be buzzed. The presentation was neat and you can tell the food is about to be good. It wasn't a long wait time and that's a plus. My fries were tasty as well. This is a good truck beside a bar and another food truck. There is a screen to way watch as sports and plenty of tables. The sitting area was nice and had plenty of trash cans to put away your trash. The bathroom was clean as well .My cheese steak was so well balanced with the veggies. It had provolone cheese vs the cheese sauce that they have available. My cheesteak was juicy and flavorful . Not a beat was missed, I can definitely see myself returning! My order : #2. STEAK N VEGGIE PHILLY Thinly sliced steak, grilled with onions, Green Peppers, and mushrooms, topped with lettuce, tomato, Provolone & mayo.

    #13 BOSS PASTRAMI MELT
    Soseh P.

    AMAZING flavor.. came here for some good pastrami sandwich and THEY DID NOT DISAPPOINT. Ordered the Regular size pastrami sandwich added hot pepper. We also ordered their regular size Philly cheesesteak sandwich added mushroom and bell peppers. The bread they use is soft and not chewy at all. The pastrami sandwich was amazing. Flavorful and just the right amount of ingredients. The main thing was that the pastrami itself was not dried at all. The Philly cheesesteak was flavorful, juicy and cheesy. We loved both sandwiches but will return to get the pastrami again. If you want yummy pastrami sandwich for sure go to this spot.

    ALL- AMERICAN BOSS SMALL FRIES

    I ordered the American Boss Cheeseburger with small fries, and I was honestly impressed with the portion size. The portions for a "small," fry was good! I was surprised. (I actually started eating before taking a proper photo because it smelled that good .) The burger was flavorful, juicy, and made fresh! My fiancé ordered the Philly cheesesteak and really enjoyed it as well. He didn't order it as a meal, if he had, our total probably would've been close to $40. Since I ordered a meal and he didn't, our total came out to $27, which is pretty reasonable considering this is a food truck. As most people know, food trucks tend to run on the pricier side, so this falls within that typical range. Overall, great flavor, solid portions, and a satisfying experience. We'd definitely come back!

    The Original
    Chris R.

    We just visited again and your team earned every bit of that review! The quality and consistency speak for themselves. It's rare to find a place where the food and the service both hit the mark, but Boss Cheesesteak delivers every time. You can tell the passion is there from the way the sandwich is put together to how your staff treats customers. It really makes a difference and keeps people coming back. Looking forward to my next visit already. Keep doing what you do best! - Chris R.

    Regular THE TURKEY BOSS SUB
    Polina W.

    After an evening at city council, we decided to do a family dinner at this spot. Man, it was a great decision! I had the turkey boss and I love that they had some pickled onions on top. Great flavor, very fresh and a reasonable cost for this sub. We had a couple of lemonades that the family devoured. My husband had a cheesesteak and that was an ideal sandwich for him as well. The kids had grilled cheeses and I even got a bite out of it...nice and cheesy! I think the best part about The Boss Cheesesteak is that they actually have variety in their menu. Kids menu, drinks, sandwiches and even salads!

    an orange food truck
    Joseph M.

    Pretty nice place. Not just a typical place where food trucks are at. No, this place has it all - complete with dining tables, TVs, and a play area for kids. Oh... and they have a Corn Hole set!!! As for The Boss Cheesesteak truck, everything was great... except the price. Staff is super welcoming. Area around the truck was clean and neat. The Buffalo Chicken Philly was delicious. And the lemonade was thirsty-quenching. However, $30 for one meal is not worth it. Especially, for someone who simply needed the meal To-Go. The same meal costs $10 less elsewhere, and more food comes with it. I'll more than likely come back, just not any time soon.

    #1 ORIGINAL PHILLY
    Den V.

    I had the original Philly cheesesteak today delivered from Uber Eats. It was my first time trying this establishment and I was pretty happy with my order. I feel like it was filled with enough steak and cheese, however the bread was a little harder than I expected. I will try them again, next time going to the truck to get it fresh and hot.

    The truck...
    Gerald H.

    I must say, this cheesesteaks was amazing. A little pricy for the size.. maybe. Probably could add a bit more protein if the sizes and prices are what they are. Overall great flavor and nicely seasons protein with a nice and tasty roll. Cheese and onions blending together perfectly.

    two burritos on a blue picnic table
    Keerthi C.

    Finally a good cheesesteak place in Leander. I got the 12" and it came in two packages. The cheese was sloppy and perfectly married with the meat. It was yums! The hoagie roll was soft but still a little extra bready. Nevertheless, it's decent and I can live with it. The service was friendly and quick. Definitely coming back here whenever I crave for some good old cheesesteaks.

    #1. ORIGINAL PHILLY* 20 OZ STRAWBERRY LEMONADE 20 OZ STRAWBERRY LEMONADE 20 OZ CHOCOLATE MILKSHAKE 20 OZ ORIGINAL LEMONADE

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    7 months ago

    The Original and the onion rings were fantastic. Best onion rings i've ever had (they use beef tallow). Will definitely be ordering again!

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    1 year ago

    Quality cheesteaks. Fin place to watch sports. It's outside with benches & it's connected to a bar. Fun place

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    Page 1 of 2

    Ask the Community - The Boss Cheesesteak

    Hello! Just curious when you might be back open again? Each time I come to the food truck park lately, y'all are closed :(

    "Hi there! The Boss Cheesesteak team is excited to announce that we'll be reopening on the ninth. We apologize for any inconvenience caused by our recent closures. Looking forward to serving you soon!"

    Don’t See Your Question? Ask Away!

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    Wiseguys A Chicago Eatery - Round Rock

    Wiseguys A Chicago Eatery - Round Rock

    4.2
    (750 reviews)
    13.4 mi
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    Somehow we just learned about this place, and I wish we would have known sooner. My Husband has…read morebeen craving a Chicago dog since the last Chicago eatery closed their doors years ago. When we found out, we rushed over for a Father's day meal. The atmosphere was pretty cool, interesting pictures on the walls, someone put a lot of effort, time and thought into the decorating of this establishment. All men running the joint, we told the guy who took our order(who was very nice), it was our first time here. They have been in business for 16 years(not at this location)! So lets get down to the food. My Husband ordered the two dog combo, one a Chicago dog, another a sauerkraut dog, it came with fries. He sad the dogs were amazing, they hit all the marks. The fries were ok, a little room temp(but to be fare we came there 30 minutes before closing). The soda's were really great, not two sirupy, not too carbonated, we enjoyed them. I ordered a pizza with Italian sausage added. They gave us our drinks for free, which was awesome. I didn't know what to expect with the pizza, but I was blown away by it. They should be very proud of the recipe they created. Most places over season/spice their sauces. The flavor of the tomato gets drowned out. This was absolutely not the case the sauce did not sow out the crust whatsoever it held its crisp the whole time. The sausage was wonderful. The cheese was everything you wanted on a pizza. I can say it's the best than crust pizza I think I've ever had. My husband tried it and we fought over who was going to be eating it for lunch tomorrow. It was huge. I wasn't expecting it to be that big. I will be dreaming about that pizza, and craving it. This is my go to place to get good pizza. It blows Nikki's out of the water. If you are craving some good then crust, pizza, or hotdog I suggest you go there. They also have chili fries, cheesesteaks, so much. They have one of those menus, where everything looks good, and it's hard to decide. Just try it. Warning, this pizza is 14 in(seemed bigger), and it being thin crust, and tasting so good, you might find yourself eating the whole thing. Wish we had pics to post, but we did not think of doing it, will do next time(which will probably be later this week, it was that good).

    The Italian Beef is a must here! Wow !…read more I also tried the Maxwell Street Polish (chefs kiss) Definitely one of the best polish hotdogs Ive had outside of Chicago. The Chicago Dog was good, not the best I've had. (6/10) The fries were a huge disappointment, unfortunately. Would skip them entirely next time. (2/10) Also, I was disappointed in the drink selection, no Old Style nor Goose Island to wash down the food for the full authentic experience. Loved the decor. Surprised they had little foot traffic for how good this place is. Service was mid. I will definitely consider coming back again.

    Photos
    Wiseguys A Chicago Eatery - Round Rock
    Italian Beef Parm Garlic Fries
    Italian Beef Parm Garlic Fries
    Inside

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    Inside

    The Boss Cheesesteak - cheesesteaks - Updated July 2026

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