We wanted to try a new supper club while in Milwaukee, WI. Jackson Grill was on our list to visit and it did not disappoint!! We made a reservation last minute and were thankful we got in. We were greeted with a friendly and warm welcome, shown to our table for 2 in the dining room. The ambiance is an old time feel that is pretty and clean. Our server, Olivia brought us waters right away while introducing herself. After looking over the menu (smaller with great options) and the specials we both decided on our drinks and meal. I chose a black manhattan, which was delicious and my husband had a sazerac which he enjoyed as well. Dinner was delicious! 6oz waygu filet rare, cooked to perfection! So tender it was like butter. Awesome asparagus and garlic mashed potatoes. HEAVEN. My husband had the Chilean sea bass and the broccoli with chili crunch.... Tasted both and they were amazing. Dessert - the (as my husband said) Worlds Best Irish coffee's!!! A very tasty almond cake/chocolate ganache. Oops forgot about the salad, on a cold plate (I love that) mixed greens and the most tasty French Cognac... loved it. Ambiance, pretty and retro love it! Service was really great. Olivia was friendly and attentive. Food was OUTSTANDING! From Salads to entree's and dessert. Great experience and we will visit again. Thanks to the Chef and all the staff for a great experience. read more

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If you're looking for a true Wisconsin supper club experience, Jackson Grill is a must-visit. This place was an absolute 10/10 from start to finish. We started with the Penicillin Soup, and all I can say is wow. It may be the best soup I've ever had. Rich, flavorful, and incredibly comforting, it's worth the visit all by itself. The supper club salad course was equally impressive. The homemade dressings were outstanding - fresh, flavorful, and clearly made with care. Every dressing at our table was a hit. For my entrée, I ordered the steak, and it was cooked to absolute perfection. Tender, juicy, and packed with flavor, it was honestly the best restaurant steak I've had in years. Every bite reminded me why great supper clubs are such a treasured Wisconsin tradition. The food, service, and overall atmosphere were exceptional. Jackson Grill has earned a spot on my list of favorite restaurants, and I can't wait to return. Highly recommend! read more

Service was excellent they were nice and we got seated right away having gone in earlier than our reservation. ambiance had a classic supper club vibes. Food on the other hand was excellent need to go back. (No pictures) steak was tender and juicy loved the touch of mushrooms. read more

I ordered the Lobster, I was extremely pleased! It was delicious! My son ordered the Wagyu, both were excellent! My daughter ordered the chicken and said it was very good! read more

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WOW! We have been wanting to come here for years and finally made it happen, and I'm already planning my next trip. Overview: great spot with supper club atmosphere but a steakhouse menu that delivers exceptional quality. Details to follow: This experience start to finish was outstanding. A true supper club vibe: you arrive and are offered a seat at the bar to enjoy a cocktail while they get your table ready. When you are ready to sit down you are escorted to the cozy dining room where the friendly staff gives recommendations and takes your order. I do not say this lightly: this is absolutely, in my humble opinion, the BEST STEAK in Milwaukee. We had the ribeye and oh my goodness it was incredible. I am actually not a big steak fan because I often find them to be under or overcooked from what I ordered and almost always spit a lot of the meat out because I find it to be tough and chewy. I ate this entire steak- which was a perfect medium, as ordered. I even said to my husband while we were eating "this might be the first time ever I've gotten a true MEDIUM steak when I ordered medium". Also Bud Selig was eating there when we got there which was pretty cool. And don't sleep on the cocktails! My aviation with Hendricks was wonderful. Thanks Kevin and the rest of the staff for a wonderful experience! read more

The Jackson Grill - Aviation - Steakhouses Near Me - Milwaukee, Wisconsin

Jackson grill is exactly what I was hoping for! But I will you say you pay for the experience. It's a hole in the wall supper club, with great service and better steaks! One of the best steaks I've had in MKE, but like I said, somewhat pricey. But they have a lot of wagyu options so it makes sense. If you want a classic supper club experience close to downtown, I'd highly recommend! read more

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Dinner tonight at The Jackson Grill in Milwaukee was fabulous! Started with the shrimp cocktail, salads, one filet and one Australian Wagu filet. Both super tender and delicious! Sides were chili broccoli and creamed corn! Fantastic service too! A true hidden gem! read more

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Went here on a Saturday night after seeing the place next to Gerber Collision. Old school vibes. Great Braves/Brewers memorabilia. Started at the bar and had a cocktail. Moved seamlessly to the table and had the shrimp appetizer followed by solid red meat. Wine list is not pretentious with multiple good California options. Meredith was attentive and answered our endless stream of questions. Crème brûlée was as I like it - light, straightforward and unembellished by other stuff. Overall - menu has limited options but everything we had was done well. Certainly plan to return. read more

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The food and drinks are impressive. They have a top notch waitstaff and bartender. I like the nostalgia feel and look. My Lobster was great. My wife got the chicken which she said was way better than she thought it would be. My only nock on the place is the lack of choices on the menu. But it is a steak place so know that before you go. read more

Everything was phenomenal. I was OBSESSED with the mashed potatoes but the pork chop, lobster tail, and sea bass were amazing, too. Great atmosphere. Small supper club vibe. Definitely make reservations. Service was quick and everything was fresh. Will absolutely be back read more

Had a lovely dinner at The Jackson Grill last night. The amazing vibe in that place! Love sitting at the bar to eat always because Kevin, the bartender is a show too. We had dirty martinis and some cosmos. Appetizer was a shrimp scampi. For entrees, we ordered: Tournedos Three peppercorn crusted Medallions a la portabella e crème bordelaise Filet with portabella Seared scallops with risotto Chef knocked it out of the park with all of these proteins. Love that nothing has changed! The salads we had were very fresh with housemade dressings. This supper club has such old school energy that I'm in love with. Food and cocktails are perfect. read more

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Ordered two steaks and 3 sides, husband ordered medium filet and I ordered medium rare ribeye. The steaks were reversed and mine was too done and his was not done enough. For these 72 and 69 dollar steaks, this was very disappointing. The salad was pretty chinsy, only some lettuce and 2 cucumber slices. The service was just OK, not great. Someone other than our server brought the food and quickly left. We did not receive any steak knives for the steaks and had to flag someone down so we could cut them. We also had dessert, a mini lava cake which was a joke, just a bit larger than a half dollar and not very good either. The decor was old and tired, not even a little classy, more like an old tavern and definitely needs a total redo. There are so many superior steak houses we have been to that are much better for a 276 meal. I would not recommend this restaurant at all. read more

Phenomenal food & service. Wagyu filet was the best I've ever had. Delicious with au jus, roasted garlic & portobello mushroom. Bread was warm & delicious. Salad was fresh, garlic pasta was tasty. Server & bartender were attentive & friendly. Highly recommend. Let's promote local establishments!! read more

a true supper club experience - and I think this will really give friends who come to visit the *wisconsin* experience. the interior is unassuming, you absolutely aren't coming here for the vibes. minimal aesthetics. but the food was surprisingly good - which I expected given that I came here a week after my friend recommended it to me. I wanted to try the wagyu which was a special and it was very yummy. Got to be too chewy and full of fat towards the end though. And the crab bisque soup was soooo warm and delicious, perfect for dipping the bread in! One of my faves for sure. I think the garlic noodles had a lot of potential if they didn't use farfalle. a twirly noodle was what I had in mind instead. The airline chicken was such a miss. They had run out of 3 things on the menu (that I had been eyeing up before) so I was initially super disappointed. And shockingly they even had a plant based meat on the menu too. The vanilla bean creme brulee was a must have, perfect way to end dinner read more

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Diamond in the rough. Service personable, knowledgeable and professional! The ambience is date approved. The service is great. They greet you and assist you soon after entering the door. The drinks are made perfectly. I don't get martinis or sidecars anywhere but I do here! The bar and seating area are beautiful. The food is just amazing I have not yet had anything I didn't like. Steak dishes are grilled to perfection. I would suggest the mushrooms and butter. Scallops perfect not sandy and tender. The pork chops are a good portion and tender with garlic confit a la portabella! The airline chicken is so much more but love the name. Brown butter, golden, tender, juicy with garlic mash and asparagus! Yes! I'm looking forward to the medallions with creme bordelaise! Stay tuned. I'll let you know. Need I say dessert? I've had the lava cake and creme brule. Both are great. I'll try bananas foster next! Recommended! read more

The Jackson Grill - Amazing choices. Elegant made easy. Love this! - Steakhouses Near Me - Milwaukee, Wisconsin

1000% can't wait to go back. This cute little restaurant on the south side had a supper club like menu and everything was delicious. The Cajun bbq shrimp may have been the best thing I have ever had. The sea bass was a perfect portion and cooked to perfection! And our server Mal was the best. read more

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I was looking for a good steak and we found this listing with great rating but minimal number as they had just reopened under new management. Nice little supper club nestled in a neighborhood. Friendly bartenders and great house cocktails. Try black manhattan! I had the grilled 16 oz ribeye, medium. It was thick, slightly blackened and delicious, with crab bisque and broccoli with pepper sauce all were awesome. My wife had salmon with crab hash and Asparagus, it was also awesome. Our servers were friendly and attentive. I love ribeye and this was of the best I've had. Definitely going back! read more

The Jackson Grill - Salmon with crab hash and asparagus! - Steakhouses Near Me - Milwaukee, Wisconsin

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Looked like your typical supper club, inviting cozy and dark. But what it didn't have that ALL other supper clubs have is a relish tray. I was a hit sad over that. Our waitress was on top of things. Husbands steak was delicious as were my scallops but the risotto was absolutely inedible !! No flavor and mushy as can be not at all creamy. Yuck! For the price I would expect better read more

Made a reservation for 2 on NYE- 8:30pm Arrived solo and decided to just order at the bar ~ accommodated politely. Very cozy establishment, loved the original blonde intact back bar, gave a historic time stamp of its Era... however the lighting choices, a big box 1980s flair, with continuity of a dry brown paint throughout, was drab. Not complementary of the character this establishment still holds after decades. 38capacity and 3floor staff, type 'quaint' and welcoming. My old fashioned cocktail made by Kevin was perfect~ the warm bread, salad and wine pairing, perfect start. I ordered a medium rare steak with scallops and garlic mash. The scallops were buttery perfect texture and delicious, steak nearly WELL done, and a firm portabella, bit too much for my taste.. albeit I was taken care of right away and it was agreed~ steak overcooked. I went outside came back in to a fresh, hot, perfectly delicious med rare steak I enjoyed greatly. I learned the owners are the kitchen staff, it was the end of night and it's so easy for select meats to cook quickly. Round two was perfect, I will be back with friends and will do my 'interior designers' best, not to salivate over the brown blank canvas this place presents itself to my brain. (What I do to these walls, could be delicious too) read more

The Jackson Grill - Black Angus NY strip w/portabella - Steakhouses Near Me - Milwaukee, Wisconsin

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Absolutely great! The only con was the wobbly chairs that needed some tightening. As for the steaks! Well, this is a steakhouse! I mean the steaks were cooked perfectly for my wife and I! Mine medium well and hers well. I mean these steaks were tender and full of delicious beef flavor! We recently visited a place in Bluemound Rd which we will not visit again, ever. I will gladly spend my money at The Jackson Grill anytime! read more

I can now knock the Jackson Grill off my bucket list! The food was great and the service was excellent! You did a great job Olivia! And talk about a place to go to see people...Bud Selig you're looking good! Thanks to everyone for an unforgettable evening!! read more

Definitely a quirky location. Love the supper club atmosphere. Didn't sit at bar as I was with me daughter but cool. The were great answering questions via messenger. Menu is not huge but we knew that. Filet was spot on and rare lol Iike ordered. My daughter lives it too. Service was great. Will definitely be back. read more

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Step back in time. On street parking seems limited. The menu looks great and the drink menu is extensive. read more

The Jackson Grill - Steakhouses Near Me - Milwaukee, Wisconsin

Favorite supper club in Milwaukee. Food was amazing. Service was great. Awesome cocktails. Yes and dessert too is a must.

We lived this unique little supper club. It was so old school. Set on the corner of a residential area this little gem offers up excellent grilled steaks. The cocktails are awesome. The food fresh and made to order. The garlic mashed potatoes so yummy. The only thing I didn't care for was the bruschetta , which I understand they have their own twist on but I say don't mess with a simple classic bruschetta. We will definitely go back the next time we visit MKE. Thanks for a great dinner and never change!! You guys a far and few. read more

One of my favorite restaurants in Milwaukee. Very small dining room that creates awesome ambience. The service and menu is great! Very nostalgic vibes around the bar area. read more

I really, really wanted to like this place. Started out quirky when we made reservations for a Saturday eve and were told that we needed to make a 4:30 reservation for a table of three. I thought wow - this place gets slammed and they must book up quickly. I'll get back to that in a bit. We were promptly seated in the empty dining room at 4:30, specials of the eve explained by a professional server. We ordered (Sea bass, fillet medallions and porterhouse) along with 2 crab bisque and a salad. Soup arrived at room temperature and was sent back. It was delicious crab bisque but weirdly being so few people in restaurant that it would not be up to a safe serving temperature. Food came - medallions that were ordered well came medium, porterhouse that was ordered MR came MW and sea bass arrived. Tenderloin portion of porterhouse was good - strip side was quite chewy - definitely not a prime steak for the price. Steak was not broiled, rather appeared to be pan seared which lacked flavor. My wife who never complains ate her medallions but was super disappointed. Sea bass was consumed by the group member originating the reservation. Was overall very disappointed that Supper Club is even mentioned in their website. It's just an old steak joint (no supper club accoutrements like relishes, cheese spread). It has an atmosphere that is ripe to become a real supper club. Back to the only table being available at 4:30 conversation when we made reservations - we left at 6:15 and over 1/2 of the tables remained open. Let me finish by saying the members of our group who made the reservations called to speak to the manager / owner. She explained the evening's disappointment with the reservation process, cold soup, steaks to wrong temperature as well as her bout of food poisoning from the Sea Bass. The manager took notes and promised that an owner would contact her - crickets - yet to occur! If your plans are to have a real nice meal in Milwaukee Area I'd have to honestly say this isn't the place for you. Try the 5 O'Clock Steakhouse in Milwaukee and save the disappointment. read more

Cozy Old School Supper Club with excellent food and great service. Enjoy and expertly made Old Fashion and then dine on a perfectly cooked steak. Escargot appetizer is a must. read more

This place just reopened this year under new management. To me, it is spot on. Just like it was. I had a 24 ounce bone in ribeye and they absolutely nailed it. Crab bisque was delicious. They also had broccoli side dish with a chili sauce that was beyond good. I will be back. read more

My wife & I were thrilled to learn The Jackson Grill was open again. So, for our 37th anniversary, we made reservations. The food, the people, the simple elegance made me happy for my choice. They forgave a bad wine choice and served the finest rib-eye I've eaten in years. Marcia was'over the moon' with her Filet. A wonderful bartender, a sweetheart of a waitress along with a chocolate lava cake & creme brulee, set us walking on air, capping a perfect anniversary meal. Thank you! read more

We had a wonderful dinner last week at Jackson Grill. The night started perfectly with a drink at the bar with Kevin. He was simply the best. Great conversation, a warm personality and someone who loves his job and the restaurant he works for. He set the tone for our entire night and it was lovely. I would be remiss if I didn't mention the French kiss was maybe the best drink I've had in years. Thanks Kevin!! Our dinner was great meeting and exceeding all expectations. Our server, Muow, was fantastic. Super friendly, great timing and so attentive. I actually spilled on my dress and Muow appeared with a shout wipe to help. It just made for such an enjoyable night and the food was excellent! I'd rank our filet and NY strip with any top steak house! We had just a lovely night, great meal and the very best service and a super charming atmosphere. We will 100% be back and highly highly recommend! read more

Food was fantastic, from steaks to appetizers to drinks to desserts. Everything was cooked perfect and was delicious. Looking forward to my next visit back. Debbie was a great server that made our birthday dinner celebration special. read more

Hidden gem of retro supper clubs. With baseball memorabilia. The bar had a really cool vibe...martinis for everyone! The menu had a great selection of steaks, seafood and chicken. I selected the scallops with mushroom risotto- outstanding! My friend had a filet. And he raved about the flavor. Everything including the crab bisque was so delicious. We finished with the flour less chocolate cake -- more please! Our server was very attentive and made sure every course was just as ordered. Please support these local restaurants. They are pouring their heart and soul into being successful. read more

First time dining at the Jackson Grille since it reopened under new management, and it is better than ever. Filet and rib eye were outstanding. And the crime brûlée for dessert was awesome. Ant wait to return. read more