28 Best Steakhouses near Winter Garden

“My family and I had the absolute pleasure of being served by Malek F at LongHorn, and I have to say he is exceptional! From the moment we sat down, Malek was incredibly warm, attentive, and genuinely listened to everything we needed. He went above and beyond to make sure our dining experience was perfect.

What stood out the most was how patient and caring he was, making sure every detail was right and making us feel welcome like we were family. His service was professional, friendly, and full of heart something you don’t find every day.

Malek is a true asset to LongHorn and absolutely deserves to be recognized for his dedication and outstanding service. Thank you, Malek, for making our family dinner such a wonderful memory!“

“⭐️⭐️⭐️⭐️⭐️ Absolutely love what Chystal and Eddie have built here at Matthew’s Steakhouse with their amazing team! You can feel the passion and pride the moment you walk through the doors — from the warm, welcoming service to the incredible attention to detail in every dish. It’s clear they care deeply about creating not just a great meal, but a great experience. The atmosphere is cozy yet upscale, and the food? Next level. You can tell everything is prepared with heart. Proud to support such a genuine, hardworking local business. Keep up the amazing work!“

“We went for magical dining. We started off with delicious pepperoni flatbread, then we had Caesar salad. My main entree, steak with mushroom sauce, mashed potatoes and asparagus. I definitely recommend this meal. My daughter had the scallops with risotto and asparagus. The scallops were cooked perfectly. For dessert I definitely recommend the pecan pie. My daughter had the s'mores and loved it. We definitely recommend Seasons 52.“

“We had the best experience here in Terneritas! The attention was absolutely amazing and the food was delicious. Luz was our server, and she was so kind and helpful!! The best service we’ve had in a Venezuelan restaurant so far! Recommended 100%“

“Eddie's is simply the best in the city, they never disappoint! From the valet service to the host to the waiters & waitress's, top notch service! Their cooks nail the temperature of our steaks time & time again! The bartender makes perfect cocktails each & every time. Listen when your spending hundreds of dollars on a dinner tab, your expectations matter! Eddie's makes it worth every penny they charge. Highly recommend!“

“Kelli was kind and helpful.“

“Had a lovely evening at Outback tonight with the family! Food was really good and the service was outstanding! Jennifer was friendly, funny, and super attentive. We will be back!“

“We went for the first time to Chima Steakhouse to celebrate our wedding anniversary. When we checked in, they congratulated us for our anniversary, then the waitress did that as well. The service, the food, the dessert were amazing. The decor and the ambiance of the restaurant was wonderful. Definitely, we will come back when we are back in town.“

“Never been to a Longhorn before. Server Riley was very informative and very friendly. The food was fantastic. I had the French onion soup .... by far the best I have EVER had. Our steaks were full of flavor and perfectly cooked. Will definitely try it again.“

“First time!! Won’t be our last! Great service, Amal was fantastic! Perfect martini and Spritz to start, a great bottle of wine. The appetizer beef Carpaccio was the best I’ve ever had! We were going to have steak until we saw the Alfredo being prepared table side! Wow! We split that and were stuffed! Highly recommend we will be back!“

“The best ribeye steak I’ve ever had, extremely friendly people, and for chocolate lovers, the biggest piece of cake with ice cream for dessert including the tastiest icing on it😋“

“The food and service was great. It was incredibly loud though. Had to yell to hear the person sitting across from me.

Kid-friendliness: Don't recommend taking your little one here without noise cancelling headphones.“

“My wife and I went to Charley’s for the first time for our 20 year anniversary and they went above and beyond to make it special. The service was amazing and the food was excellent. Highly recommend!“

“From the start, everything was perfect. The hostess Kat greeted us and immediately took us to our table that was nicely decorated with confetti, a birthday card, and the flowers i dropped off earlier in the day. Patrick was our server, and Joseph was our server assistant. Patrick did a great job and explained the menu to my parents, who had never been to the restaurant before. Joseph was quick and attentive to our table, bringing bread and refilling our aqua panna. I ordered a cocktail, and I did not have to wait long at all to receive it. I later ordered a wine, and once again, I did not have to wait long at all to get it. The appetizer came out quickly and was prepared properly (calamari with sauce on the side). Two of the 4 of us ordered steak at different temperatures, and each one was cooked perfectly. Steaks were seasoned well and arrived sizzling hot. The manager Lauren came to our table to ask how our meal was, which we said was perfect. The table was cleared once we were done with dinner, and our leftovers were packed nicely by Joseph. We were then surprised with a birthday dessert with candles for my mom's birthday. Everything was perfect, and my parents are excited to come back!“

“Pablo Marrero was excellent in every way. He went above and beyond in EVERY aspect of our Christmas Employee Dinner. The meals were delicious and the service TOP NOTCH. Highly recommend!!!“

“Truly this, hands down, was the best steak and meal I’ve ever had. The flavor was astounding, the service was excellent, the attentiveness was perfect, our drinks never went empty and all of our needs were met. The portions were so fulfilling! You definitely get your moneys worth! Truly a place I will recommend to anyone and everyone I know. The ambiance was incredible and there was even a magician that entertained us!! 10 out of 10!“

“Enjoyed my experience all times I've gone ! Service is nice and friendly. Food is delicious ! And drinks (including alcohol free) are amazing !“

“We had the best dinner tonight at the Ocoee location. First of all, our server was the best we have ever had. Yena was fun and on top of literally everything. Our food came out just as we ordered it and very fast considering how busy they were. The birthday boy we were celebrating (my 53 year old partner) felt special when the Texas Roadhouse birthday squad came out and Matthew did a wonderful job getting everyone involved and giving a big yeehaw to my partner. Best experience yet! Thank you to Yena and Matthew for making our night a special one!“

“We went last night off of a recommendation from a friend. It was a pleasant surprise to find this restaurant and we have added it to our favorites list. The staff was excellent, starting with the complimentary valet. The upscale atmosphere is beautiful with interesting art and light installations. We had a party of five. We started with a variety of appetizers and every one of them was excellent: Smoked Wagyu Pastrami, Spicy Wild Caught Shrimp, Josper Grilled Octopus, Pan Seared Foie Gras Jewels. The foie gras was so good that I ordered a second plate to eat with dinner. For dinner we ordered the Pappardelle, two Chateau Filets, Lamb Chops, grilled broccolini and truffle mashed potatoes. We loved the table side presentation of the pappardelle being mixed on the giant Parmesan wheel and the chateau filets being seared to perfection as they were being plated. We had a bottle of wine with dinner and had one person order an Americana and one Turkish coffee, in addition to tea and soft drinks. The service was excellent and the food was some of the best we've ever had. Our bill (with 18% gratuity built in + additional 7% because it was so good), came to $929. Impressive, upscale dining with excellent food and service.“

“The food was really good and loved the environment. I will say it took a while to receive our drinks and food, it was a little busy but not so much to justify waiting almost 20 minutes for our drinks. Also a bit overpriced. Other than that, good experience.“

“Went in with my friend today 8/10/25 right when they opened at 11AM. I had chicken Parmesan with Mac and cheese and salad as a side. Was very good! Was about $25, money well spent because I couldn’t eat all of it leftovers for tonight lol. The portion is very generous it’s a lot of food, don’t leave it there take it home they have boxes you can get. Only negative thing I found and had to struggle to find it I thought the Parmesan sauce on the chicken was a bit too salty but not enough to send back the dish. My parents said the same thing now and before that somehow the sauce is salty a bit too much. But great place to eat will be back!“

“Melissa is an amazing manager, the whole staff was on point , and ready to meet my families needs (we were a party of over 20) thank you Maggie , Lexis, Gabe, And cyndi as well. You are very lucky to have this team, and Melissa’s leasfership!! 5 stars is not enough!“

“I had a corporate event at The Vines Grille and it was an amazing experience. Our server Hayley and Managers Luis and Carl, was everything you could ask for.“

“staff & food were great, last night we had a couple of lovely juicy ribeyes cooked just how we like them. chips were lush & a massive salad with hot crusty rolls to start. We were to full for a dessert. Our server Guy was very helpful & attentive throughout & a little witty too 😀“

“This restaurant is the absolute best place we have eaten in the entire state of Florida! My sister, my husband and I wandered into this restaurant a couple months ago & much to our surprise enjoyed our lunch so much more than all the other restaurants we have tried in the area. Fast forward to today - it was Mom's 90th birthday, we wanted to make it special & have a great meal. Black Rock Bar & Grill did not disappoint. Everything from the appetizers, drinks, and entrees were fantastic! We are super picky - not one complaint from anyone in our party. The service was spectacular - friendly, personable and professional! The staff made my mother's day by bringing a specially prepared dessert to the table as a surprise at the end of the meal! Thank you to everyone who made this day a wonderful memory, we will definitely be recommending & bringing our friends/family here! ❤️“

“My all time favorite steakhouse in Orlando !! The service was phenomenal and the food as always is 12/10 perfection. Been here so many times small parties and large it’s 1st class every-time hands down. Hahah too funny it’s so amazing when I see people leave a bad review and list the experience on here it’s 90% can see want free hand outs. Talking about the most asinine and Manute issues and blowin them up to get % off lol. Bums !! This place has been my go to for 15yrs maybe and never done me wrong !! Always leave feeling meat drunk with healthy sleep night after ha.“

“⭐⭐⭐⭐⭐

I had the pleasure of dining at this incredible establishment and was blown away by the unique **bourbon cheese fondue with cola pork**—a flavor combination that was both creative and absolutely delicious. The atmosphere was warm, inviting, and perfectly complemented the meal.

What truly made the experience stand out, however, was **Yurii from the Ukraine, our bartender**. He was not only engaging but also remarkably attentive, demonstrating the kind of top-tier customer service that defines a great mixologist. His ability to craft an enjoyable experience with both his skill and hospitality was unforgettable.

If I could give more than **five stars, I absolutely would**! Highly recommend this place to anyone looking for an outstanding meal and an even better experience.“

“If you want everything to be perfect, this is the place.“