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    Squire On The Square

    3.7 (53 reviews)
    Closed 11:00 am - 10:00 pm

    Order Squire On The Square Takeout or Delivery

    Squire On The Square Photos

    SQUIRE ON THE SQUARE ATMOSPHERE

    What's the vibe?
    Casual
    Outdoor seating
    Dogs allowed
    Good for groups

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    Recommended Reviews - Squire On The Square

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    Great Potato Skins with sour cream
    Terri B.

    Okay this is a tough one to write. Squire on the Square bar area was used in the movie Groundhog Day, so we really wanted to give it a try. The atmosphere is very cool, the place is quite big and good for large groups and family meals. The staff was so friendly, and I mean everyone. From the hostess who seated us and immediately told us that Happy Hour was ending in about 15 minutes and to order as soon as we could for any bottles of wine, beer or appetizers. I appreciate that. Our server came over to take our appetizer and drink order. We ordered a bottle of wine and an appetizer, the potato skins. She was so friendly and it was a pleasure chatting with her. The potato skins were delivered to our table and were actually delicious. They were crunchy and the cheese was perfectly melted and topped with bacon. While we enjoyed our potato skins, several servers and the restaurant manager stopped to check on us, which was so nice. Then it was time to order our dinner, and we were going a bit light. I chose to have a bowl of the soup of the day which was creamed corn soup. Mr. Bee decided to have the tuna tacos. Our dinner was delivered in a timely manner and this is where the disappointment came in. My soup was supposed to be cream of corn. it wasn't creamed, it was creamy, with pieces of chewy kernels. There was no seasoning, it tasted if it was just corn and milk or cream, not even any salt. I didn't finish it. Mr. Bee's tacos were odd. The tortillas weren't fried, just warmed and flimsy. The tuna was not like poke. It was shredded, cut, cooked through and not really appetizing. He ate some of the tuna out of the tacos, but nowhere finished his meal and I have never seen him not finish tuna tacos. So when I said this was hard to write, it is. The staff, from the hostess to the servers who jumped in and helped each other deliver food and clear plates to the restaurant manager who checked in twice, they were excellent. Where the downfall is is in the food. Nothing after the potato skins was seasoned, poke tuna tacos would be amazing and the creamed corn soup should have been pureed, with seasoning, maybe a little bacon on top. It was all just so bland and disappointing. So I am giving the staff five stars and the food earns two. It could be great!

    Bbq brisket tacos - pass
    Robyn W.

    If you haven't visited downtown Woodstock, what are you waiting for? Squire on the Square had so much personality, with free popcorn for the table and charming medieval decor, this is a great spot for families. The flaming cheese is a must have and I the burgers are solid. The brisket tacos hit all the flavor points, but the meat itself appeared to be gyro meat. Stick with burgers and fries and enjoy this fun spot.

    Saganaki imposter :(
    Ashley B.

    Must be Halloween and some other cheese dressed up as saganaki Because what we had did not taste like the saganaki we get from authentic Greek restaurants in Chicago. Let's get into the spicy prickly pear margarita next...well i hope you don't get into it because it's a waste. The smallest margarita with no depth of flavor, I think I've had tastier margaritas road side tbh. Service needs help-moments of one good bartender shined through out of the three who served us (we sat at the bar). Positive note (wooohooo) the sliders were good and we would order them again. The blue cheese was pungent and the pepper on top did some wonders paired with the sliders.

    Onion soup
    Donald M.

    A wonderful place! Extremely professional service. The food is absolutely outstanding. The French onion soup is authentic -- the best I've ever had in Chicago! And the flavor of the Greek salmon truly transported me back to Greece. Thank you!

    Our view from our table.   Sooooo pretty!

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    2 months ago

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    1 month ago

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    26 days ago

    Staff is nice and the food is consistent. Relaxing atmosphere and I love the popcorn.

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    11 months ago

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    3 months ago

    Business owner information

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    William L.

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    7 months ago

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    5 months ago

    Food, drinks, and service was amazing. We always enjoy coming here for dinner. I also love the commentary popcorn.

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    9 months ago

    Super great service. Food was ok. $100 for 3 of us. Saganaki was not cooked!melted. Loved the atmosphere.

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    1 year ago

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    11 months ago

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    8 months ago

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    1 year ago

    Love this place. Amazing appetizers and the Prime Rib has the best smokey flavor. Cool atmosphere and huge outdoor seating

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    1 year ago

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    2 years ago

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    7 months ago

    Our server Jenna was super nice, pina colada was superb and the spuds were great too! Cannot go wrong here.

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    8 months ago

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    1 year ago

    Staff was very friendly, Restaurant setting was very nice and cozy. Food was not all that great, could've been better.

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    2 years ago

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    1 year ago

    My favorite place hands down. Great food and also love the popcorn. lol steak sliders are amazing and there soup is absolutely delic

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    1 year ago

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    2 years ago

    Had a great experience! Love that they kept the popcorn tradition. Their gyro plate was very tasty and you can't go wrong the saganaki!

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    Page 1 of 2

    Ask the Community - Squire On The Square

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    I have been meaning to post this for awhile…read more I sadly only have bad things to say.... First! The girls they hire to work here can be VERY rude, the food is not great, I think this is really just a place people get together and drink at so the environment isn't very relaxing. The couple times I've been here there is always loud drunk people.

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    I have truly done a disservice not reviewing Cantina 52. Let me sum up upfront: there is an entire…read morevegan menu, food is delicious but heavy, they have awesome fun events and also host cool private events. Where did my reviews go !?! Go here. Go here often. Enjoy the drinks, the service, the food, the everything. Take it in. I have been to Cantina 52 probably 4-5 times and ordered for delivery probably 3-4 times. All of the options are good on the vegan side, and the mocktails are also equally awesome. It's a nice location with some fun additions (the glasses, etc). Delivery is also a plus. Coordinate with them for private events is also a plus! Their take on buffalo/nashville stuff is great to me, but I think the only thing we didn't love was the vegan sliders. As noted again: Everything is very heavy. Doesn't mean it's not delicious, but you're going to want a nap after this for sure. Guac is on point, tacos are nice, just the burgers and so on are going to be a real meal and then some.

    Best place in downtown Crystal Lake for hipster Mexican food. Cantina 52 isn't a big place so it's…read morenot good for big groups. It has a bar area and a few tables. For certain the name implies it's like a hangout. There's a pretty casual atmosphere along with a few TVs for watching games or something. Amazing it wasn't too busy. It's really not a big place so there's not much room. There were a few seats at the bar so we sat there. Pretty impressive menu. So many choices for vegans and vegetarians. It's about $6 for the cocktail specials, so check the menu board. The best of these is the Long Island 52, which is a pretty standard one. It's about $6 for tacos, which are the small street style you can eat in a few bites. We got some of the Herbivore Tacos. Has black beans, roasted corn, and vegan versions of chorizo and sriracha aioli. It's about $12 for nachos. These are loaded with tons of toppings. For sure it's got a lot to choose from. It's located on Brink Street close to the Metra station. There's lots of things for vegans and vegetarians.

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    This was so much fun. Am I good. NO. But so what it was way to much fun. This is definitely kid…read morefriendly, I think 18 year old kids , groups ,dates , Maybe even work team building. We had 3 lanes. And a blast we played lots of fun different games was a great time. The staff was super friendly and tried to teach me how to throw. I guess I am not a good student . The popcorn was fantastic. This is a definite repeat. They had some beverages to drink. Worth the time to check it out

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    Bring salt! Good atmosphere, good drinks(Mango Tango!), good service. Sadly, the food was…read moredisappointing: I ordered tacos and my husband ordered a Chile relleno burger; both were pretty tasteless. The proteins (beef and chicken) were not seasoned. Even the 'spicy' sauce for the tacos was bland. We had to request salt just to be able to eat what we ordered. However, the tableside guacamole and chips were good.

    Date of visit: December 13, 2025…read more I love a good Mexican place, and as much as I enjoy Carlos's, it is good to have other options for when I go to visit my friend in the McHenry/Spring Grove area. The restaurant is very large with a variety of seating options including some interesting swings. I say interesting because it's really more of a novelty than anything; honestly, do you really want to have a seat that moves while you're eating chips with salsa? The menu is interesting, with a heavy focus on birria (think brisket, if you're unfamiliar) including in a dipped/fried taco as well as a grilled cheese sandwich, which is what I went with. While the meat in the sandwich was good, there was very little cheese to speak of, and that should be an important component of a grilled...cheese. However the chips and salsa were excellent, with some of the best chips I've had in quite some time, they really taste like more. In terms of the salsa, they are not lying with the "Diablo" in their name. If you are not a fan of spicy, stay away from the salsas as even the mild is fairly potent after a few chips. Also note that sour cream is available but doesn't tend to come WITH things by default, so be prepared to ask for that if it's a key part of your Mexican meals. Also disappointing, the tacos come with raw onions on top. This isn't mentioned on the menu, and was a very unwelcome addition to the dish. Service was a bit of a mixed bag; Jasmine was nice and attentive but struggled on some aspects, including telling us what the three salsas were when she brought them to the table, and saying that birria was a "biscuit," which thoroughly confused us. She asked if we wanted more chips and we declined, but then she brought more anyways.

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    Back wall of restaurant

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    Squire On The Square - sandwiches - Updated September 2026

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