We stopped in while out-in-about at the Winter Garden Music Festival. If you're not looking for this place you could easily pass it as the entrance is off of an alley connected to Plant Street. There is an elevator that will take you to the second floor and the entrance to Pilars Martini & Loft is right in front of you when you exit. There are also restrooms available and medium sized air-conditioned lobby where you can take calls if Pilars has live music inside. Pilars is an upscale lounge and music club. When we arrived, the live entertainment was setting up for later that evening. It was actually nice having the calm contrast to what was happening in the streets currently. Food here seems fairly high-end; it's Market-to-table so everything is a bit pricy. Appetizers start at $14, one of their most expensive appetizers is Seared Foie Gras ($26). If you're not a big spender, they do have Chicken Wings or BBQ Short Rib Sliders for $14, and a Market Burger for $16. If you're looking for something a little more special, they have Filet Mignon ($86), Lamb Shank ($42), Braised Beef Short Ribs ($46), and Iberico Pork ($76). Most of their specialty drinks will run you between $12-$14. Beers are between $6-$9 and non-alcoholic drinks anywhere between $2.50-$8. We didn't stay too long because we were bopping around checking out different places during the festival, but if you are looking for a great place to take a date or have a nice evening out with friends, listening to great live music and Jazz this is a premier spot in the Winter Garden area. read more

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Sunday Jazz 5 pm. -7 pm. Always amazing!! A definite recommend. No cover!! Good jazz ,check it out!! I think u will luv it!! read more

Pilars Martini - Jazz ensemble. Free style. - Piano Bars Near Me - Winter Garden, Florida

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I tried several drinks some strong and some flavorful. Staff were very helpful and patient with some questions that my group of 5 people asked. It was a very late night and still staff were welcoming. Nice area to spend some time with friends. read more

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We had never stopped here before and decided to have a couple of drinks after dinner to celebrate. As it was a weeknight, we were able to find seats at the bar fairly quickly, but the location was definitely busy. They have a very large selection of beverages to choose from. I started with the uncle Kate and I will certainly be going back for it! It's like having a peanut butter and jelly sandwich in liquid form. I had the spank monkey which definitely has more spice to it but very similar in nature with peanut butter whiskey. My husband got a pour of the Yamazaki Japanese whiskey - 12yr. It was super smooth and great pour size! He switched to beer after that and got their amber ale, which he really enjoyed. While the drinks were absolutely amazing truly what made the experience remarkable and will have us going back was the bartender. Tracy was incredibly friendly and didn't miss a beat. She is fantastic!! read more

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I love Pilar's! It just has some great vibes. The food is great and the music is even better. A nice little hidden gem!

What a hidden gem! We stumbled upon this place by happy accident while looking for a good cocktail spot--and what a surprise it turned out to be. From the moment we arrived, we were impressed by the variety, the service, and the overall vibe of the venue. It's truly an amazing spot. The cocktails were absolutely top-notch. The bartender was incredibly knowledgeable--not only about what he was making, but how and why he was making it. He took the time to engage with us, made us feel genuinely welcome, and elevated the entire experience. I honestly can't say enough good things about this place. If you're in the Winter Garden area of Florida and want a great cocktail, this is hands down the place to go. Don't waste your time anywhere else--this spot is totally worth it. Plus, the prices were very fair for the quality of the drinks. I'd even say they were a great deal. read more

I really enjoyed going up to Pilar's. They have outstanding martinis, and the selection is wide. They also have a massive selection of high-end whiskeys and scotches.. I ordered the mussels appetizer and it was delicious. The service was friendly and accommodating. They also had a live band that contain some of the best musicians in the Orlando area.! It's a little high-end, so dress to impress . I'm sure you'll enjoy it.! read more

This place has become a beloved spot for libations, loquacious conversations, and lost time (in the best way possible). Whether you head in for the music upstairs or just handing around the bar downstairs you'll have a great time. The drinks are very skillfully made are damn delicious - my go-to is a Tito's dirty with blue cheese polices. Their aperol spritz is also a great choice. The food that's available comes from their sister business, Market to Table, so you're assured to have quality eats to pair with your drinks. All of the staff are excellent, and I most often end up ordering from Brian & Gina. While I am very much a regular here I have only been upstairs a small handful of times, once for open mic night and once to see the 501 Band (will definitely be back to watch them again!). One thing to keep in mind is there is not table service upstairs nor upstairs, you just order at the bar; this isn't a big deal but just keep that in mind. Anyway, see you there. read more

Pilars Martini - Chardonnay on their patio, a great spot to people-watch. - Piano Bars Near Me - Winter Garden, Florida

I am a member of a group called Vibrant that we meet every third Thursday of the month for girls night out on the sidewalk! But last night Pilars was at the Best Fest, in Ocoee. And won the contest of the best drink come on down. We have so much fun down town. read more

Pilars Martini - Thank you so much, Becky the owner of Pilar's and her fans at the Best Fest - Piano Bars Near Me - Winter Garden, Florida

We came to this town as we were recommend to go the the brewery near by. After exploring that we stumbled upon Pilars. It was one of the highlights from our trip. The beverages were amazing, the staff on point and helpful and the menu was massive. So much to choose from! It was a bit slow when we got there but quickly livened up. I wish we lived closer! This spot i would be a regular at. read more

It's nice to have a martini bar close to home but this place needs better bartenders who are friendly and actually are earning their tip and not being condescending and rude. And don't forget to close your tab otherwise they will charge you whatever they want like they did with me. We had two drinks and one bottle of water and I got charged over $60! Awful bartender read more

Came here in the evening and it was lovely. The bartenders were attentive yet organized; it was a very busy evening! I had one of the gin drinks it was $12. I haven't had any of the food yet- however the ambiance of Pilar's reminds me of a local hangout spot with great music and phenomenal drinks! Definitely returning to try more drinks! 10/10 read more

Pilars Martini - Sweet-Tart $12 - Piano Bars Near Me - Winter Garden, Florida

First time visiting this piano bar located in winter park fl. The bartender seemed friendly and knowledgeable as i was bit hesitant to try new cocktails. There is outside sitting and behind back door leads to upstair piano lounge area. We didn't order any food but cocktails tasted fresh. The open mic night was definitely entertaining. I would come back another time when I'm in town. read more

Pilars Martini - Piano Bars Near Me - Winter Garden, Florida

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Drinks are always exactly how they should be. No cutting corners. Busy bar downstairs that's open and musical lounge upstairs on certain nights that has live music that's enjoyable to the ear. The area upstairs is not open as late as downstairs if your looking for live music. However it a place to check out if you are in the area. read more

Pilars Martini - Piano Bars Near Me - Winter Garden, Florida

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Loved it here! Great drinks and upstairs jazz open mic nights are a blast! Service was ok. Make sure you check how much you are being charged as we got charged for a drink we never ordered. read more

Pilars Martini - Piano Bars Near Me - Winter Garden, Florida

Great venue with drinks and food service (provided by a nearby restaurant). Wonderful large room upstairs, with elevator access can be used for private events or I went to see the Palm Beach Society Orchestra. The owner came out and spoke a few moments, and the room has good sound. We will def be back! read more

Pilars Martini - Carrot cake - Piano Bars Near Me - Winter Garden, Florida

Disappointing Experience for a Birthday Celebration I chose Pilar's to celebrate my birthday because it seemed like a unique spot offering live music, food, and drinks, with events happening until midnight, according to what I saw online. Since my friends and I could only meet around 9-9:30 PM due to work, I thought it would be a great option. When I arrived, I walked into what seemed to be just a bar--no live music, no sign of the ambiance I had seen online. I had to ask someone at the bar, and only then was I told that the venue is divided into two parts and that I had to go upstairs for the live music area. Upstairs, I sat down and began looking at the food menu. Shortly after, a staff member approached and told me the kitchen was already closed, but since I seemed interested in the food, he'd let me know. I was surprised and disappointed, as this information wasn't mentioned anywhere on the website, and we hadn't eaten yet. I waited about 30 minutes for someone to come to the table so we could order drinks, but no one did. I finally went to the bar myself, and the bartender said, "You must be new here," and explained that they don't offer table service. Guests are expected to order at the bar, carry their own drinks, and return the glasses afterward. I found this very poor service, especially for a place that advertises itself as an experience. To make matters worse, right after I ordered drinks, I was told the upstairs section was closing and we had to go downstairs--right as the music show ended at 10 PM. Overall, it was a frustrating and disappointing night. We ended up leaving and going somewhere else. I didn't enjoy the dynamic at all, and I wouldn't recommend this place based on my experience. read more

This is a little martini bar in downtown winter garden. Their menu for martinis is extensive. The two that I had were really good. They don't serve food themselves, but you can bring food in or order from them and they get it from next door at Market to Table. read more

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Super cute place. Delicious and unusual hand crafted martinis at a typical price ($12-$14). The espresso martini had actual espresso which is a rare find these days. I felt super bad because on a beautiful Saturday afternoon they had ONE bartender working when there is the popular farmers market happening outside. The line was 2-3 deep and the owner just sat there and never offered to help in ANY way...well except for the time he got himself a beer. I suppose that was him helping. The bartender should be given a huge raise for his demeanor and not treated in such a horrible way. The owner just sitting there watching his bartender sink in the weeds, its no way to run an establishment and expect customers to appreciate you. Lost 2 stars because of the owner :( read more

One of the best bars in winter garden! The bartenders are phenomenal. Very kind and quick to get your drink. I've frequent this place quite a few times over the years and I recommend if you want a cozy place to hang out and have a good drink read more

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Pilars is an excellent place for a date or a group outing. With amazing entertainment that is constantly changing, great drinks, and very tasty food this is a perfect night out location. Though the food may take a little bit to get to you it is very fresh and the servers and bartenders go out of their way to make sure you enjoy your evening. read more

Pilars Martini - Palm Beach Society Orchestra - Piano Bars Near Me - Winter Garden, Florida

This is by far our favourite spot for a casual drink in Wintergarden. The atmosphere and location make this bar a local favourite. The martini menu is extensive and the skilled bartenders are such a delight. Ask for a recommendation and they will offer up their expertise. I indulged in the s'mores martini (I love how they roast the marshmallow). The only recommendation I have for this bar is to station 1 person closer to the front or outside just making these specialty martinis with the torches. Every time I order one someone asks me what I'm having. I feel they could double their specialty sales if they keep this front and centre. Once one person has one everyone else want the same. read more

Pilars Martini - Piano Bars Near Me - Winter Garden, Florida

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I don't consider myself a martini drinker, and I absolutely loved this place! They have so many unique and fun martini mixtures- there truly is a flavor profile for any taste! Reese's Martini: By far our favorite! Thick and delicious but still strong. And the glass was garnished with a Reese's thin on the side of the glass- so cute! Chocolate lovers: Very good, but I thought the Reese martini was more flavorful Key lime martini: Our bartender said that this was her favorite of the martini drinks. We thought it was good but definitely not our favorite read more

We came here with the idea to just grab a drink or two and then head to the restaurant which we actually came here for. But in a funny way of receiving a blessing in disguise the restaurant that we came for is actually in partnership with this restaurant. So we're able to order the same food from that restaurant and have it brought over to this one. It was great, what a beautiful Way for two organizations to use each other's strengths for each other. We got everything we wanted as far as the food we desired. And I must say at Pilars, The bartenders are very talkative/open/attentive and I do appreciate that about bartenders in general. So after we ate, they told us about their upstairs part that does jazz music, so we went upstairs and we listen to jazz music and had a few more drinks before deciding to leave. The drinks were delicious as well. My only problem with this establishment is the chicken wings we had, the chicken wings were average. What I should've done was ask them to fry the chicken wings hard and crispy and put the sauce at the side. The sauce was just average to me at best and the chicken wings weren't the best tasting. Everything else however was pretty good to park and it's really nice to just relax on a Friday night and enjoy some jazz music so I will come back again for that purpose. read more

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One of my favorites to go to for an espresso martini or cucumber martini! Such a nice vibe inside and i love all the seating and tables they have available! All the bartenders are very helpful and friendly and they are not shy with our strong they make their drinks! Perfect to go before or after dinner/a night out! read more

Pilars Martini - Piano Bars Near Me - Winter Garden, Florida

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Bartenders nice . Like the outdoor seating. Good martini selection. Always good quality. One led star for expense. Good date night spot

Pilars Martini Bar is a great local spot in downtown Winter Garden. We stopped by on a Saturday evening after having dinner nearby. We sat at the bar and the bartenders greeted us quickly. We were looking at the menu online and they gave us a printed menu after we told them it was our first time in. It was much easier to read all the drink options on the laminated menus. I typically enjoy a dirty vodka martini and don't really like fruity drinks but wanted to try something different. Tracey suggested the Cucumber Cosmo and I'm glad she did. It was tasty, crisp, and easy to sip on. My husband had the West Orange Crush. It was fresh and balanced & he enjoyed it. The bartenders were very friendly and told us about the events they have throughout the week. They told us there was live music upstairs in the loft so we decided to head up there. The loft is a really chill spot with a diverse crowd and the music was great. It was an awesome date night. The service upstairs was great too. We enjoyed our night out and are looking forward to stopping by for an open mic night in the future. read more

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A vibe ! Drinks are amazing and every soonest they have live jazz music amazing! They do have bites tho I didn't try it. read more

Awesome live music with a moody blue atmosphere. If you don't like martinis, that's fine. Their gin and tonic is just as good! read more

Pilars Martini - Artwork - Piano Bars Near Me - Winter Garden, Florida

We stumbled upon this place. Sunday night jazz. 5:00pm Loved the sign up for anyone who would like to play or sing w/ the band. Great atmosphere! read more

Pilars Martini - All who signed up to play during the evening. Such fun - Piano Bars Near Me - Winter Garden, Florida

Honestly, this bar is looks unimpressive from outside, but it is pretty legit. Though small, there are a lot of seats and sitting areas, also a space for live music or entertainment and the cocktail menu is both intriguing and creative. With several options to choose from and fair prices, you can't go wrong visiting Pilars. I just wish it would be closer to home... Will visit again when in Winter Garden. read more

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Great place particularly its Loft. Good customer service, food and drink prices are reasonable for a delightful evening not requiring a cover charge. The sing-along evening on Thursdays is something to look forward to. Ambiance is fine.... but the tables are too cramped together it becomes uncomfortable. This is true particularly when you need to go to/from bathroom, getting a drink or you're leaving. Hopefully also, they get new volunteer singers. The ones from Disney cast members singing Disneyesque songs are getting trite and overused. read more

Really, the only reason I visit Pilars Martini is to attend the quarterly whiskey tasting hosted by The Central Florida Malt Whisky Cabinet. Our them every December is the Repeal of Prohibition. To commemorate, all of the whiskeys were Single Malts from Scotland! My wife took a drive out with me; and, camped out on a chair in the lobby area, as all of the tables and most of the bar was occupied by the event attendees. I was able to get a snifter of Goose Island's Bourbon County Imperial Stout. I have a few bottles at home; but, Pilars does a great job with the pour. My wife had ordered a strawberry-infused Gin drink; but, they were out of the infusion, so the bartender quickly muddled some gin and fresh strawberries, which she enjoyed very much. I tipped a ridiculous amount for the extra effort; but, I wanted to show our appreciation. I am sorry to say this may be my last event for a while; but, that's due more to my health than it is to anything going on at Pilars and the Central Florida Malt Whisky Cabinet. read more

Pilars Martini - December Scotch Tasting was superb - Piano Bars Near Me - Winter Garden, Florida

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Best drinks in Orlando with great music in a relax atmosphere. The bartenders are knowledgeable and very friendly. Love this place definitely will be back and highly recommend !! read more

So after an ok dinner the girlfriend and I needed a drink from a local watering hole so like always we came to pilars to get some drinks . On a Wednesday night it wasn't busy so getting a drinks didn't take long at all, I got a bloody Mary cause it's a drink I'm hooked on for the moment lol and the gf got her a Moscato and like always the are delicious and even though we haven't tried the food here the cost of the drinks isn't too bad. Although I wouldn't recommend using the bathroom up stairs to which the only way to get to the are either the stairs or the elevator .... I would recommend the elevator cause the doors to the stares are usually locked . I love coming here cause the inside is amazing but they also have a nice outside lounge area if it gets a little crowded or warm. Im giving them 4 and I totally recommend coming to pilars with out a doubt. read more

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One company party night, I think we sampled all the martini's. UH... you can't go wrong. They are all so good. Hands down, try the chocolate kiss. Its a dessert in a cup. Also, go on a night when there's entertainment. With music overflowing as you have a cocktail, you put aside all your weekday stress and relax and let the atmosphere rejuvenate your soul. read more

This is our 2nd time visit. They do have the best Martinis. My favorite is the Espresso martini. Their outside setting is nice. They advertise as piano bar, but it's just a while band that plays. It's nice place to hang out without driving to downtown or to the busy I drive. read more

Pilars Martini - Piano Bars Near Me - Winter Garden, Florida

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A hidden gem in Central Florida! I can't get enough of this place. I have a mission to try each and every single martini they have, and I'm almost there. I have yet to be disappointed. All of their drinks are fantastic! If you love martinis, this is a must. They have perfected the art. Service is always great and the staff is knowledgeable. They do live jazz music on select nights and it's just such a great place to have a drink and enjoy yourself. The atmosphere is classy and yet very laid back. They also have a rotating selection of beers and you can order food from next door which is very good. This is a great place to take a date, hang out with friends, celebrate, or even just to come alone and enjoy a wonderful drink. Their dirty martini is superb, and they have also many creative choices including the mango jalapeño martini! Also try the pie-tini. Fun place, amazing drinks. read more

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The bartender downstairs Gina was great ! The old fashion was amazing - she seemed to know and did mention quite a few patrons names ! Very impressive- great service ! Ask for Gina if u like old fashions read more

It was a wonderful experience, will definitely return. Top quality. The meat platter and cheese board is my absolute favorite read more

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