I heard about this spot from a brewery in town, and was so glad we came to check it out. Incredible wine selection, some fun beer options, a cute chilled cellar with a lot of space -- love it. We had a bottle of wine and my dad took a beer to go for the house. Reasonably priced and the corking fee was not bad at all. If you're a member, there's great discounts on the bottles, glasses, different events, etc. Really good deals and I was surprised -- if I lived in Winter Park I would have signed up. Service was great -- it was really quiet for a rainy Sunday afternoon, but our guy was attentive and answered any and all the questions we had. Will definitely be back! read more

Digress Wine - Bottle rack - Wine Bars Near Me - Orlando, Florida

Love Digress Wine bar. Cozy and eclectic spot to unwind and gather. Great staff and good music, some nights they have live music which is great. They have a small menu and different food trucks that come weekly for a great experience. Grab your food from the truck and bring it on in. Love business supporting other businesses. You can also come in and buy wine from their store to go or have it there. Very nice wine room also. Check them out and support local businesses! read more

Digress Wine - Wine Bars Near Me - Orlando, Florida

LOVE Digress! It's my fav college park staple. Nicole is always amazing. Everyone is so welcoming. I love the rotating kitchen pop ups. The staff is so knowledgeable in the wine and they have great selections. Inside is great and cozy. Love coming here read more

Digress Wine - Wine Bars Near Me - Orlando, Florida

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Always good food and lively conversation. Ordered cheese and charcuterie board. Service is fast.

Cool and mellow bartenders - my neighbor took me here for the first time just to try it out and I love the lighting and the vibe that the place gives. It's perfect for a date, and a chill night after work. They don't serve food but cater food trucks outside sometimes! read more

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Digress wine has. Always been on my list and I finally made it. I went on a Thursday night so it wasn't too packed except for the patio. It was popping. I assume it was because they were selling fresh and cooked oysters. I was able to enjoy a few glasses of wine and the server was very knowledgeable on options based on your palate. read more

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I love this place. It is such a quaint neighborhood wine shop and bar. I really enjoy their monthly wine tastings. The inside is very comfortable and inviting. They have a very nice offerings of wines. Also, they have a cute outdoor patio for when the weather is nice. The service is always great! read more

Digress Wine - Wine Bars Near Me - Orlando, Florida

Sat there for a while enjoying the ice cream from the cart outside (which was incredible) and no one came to our table to take our order. All good. So we go up to the bar and order and they seemed annoyed we did that. Wouldn't give us glasses for the beer we bought up there after no one came to the table. The patrons there were a bit judgy, not their fault but contributed to the overall bad vibes. read more

I absolutely love Digresss. My favorite thing every month is the monthly tasting and getting our wines. They give so much detail and spend so much individual time even when they're slammed. They're just the best! read more

Digress Wine - Wine Bars Near Me - Orlando, Florida

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My girlfriends and I love to come to Digress for a glass of wine. They often have live music and great little bites. The hummus was incredible- very smooth and fresh. We love to sit in the back patio. The Portuguese green wine they offer is so refreshing and crisp during these hot Florida summers. They have a rotation of various food trucks sometimes as well- we usually try to check their Instagram to see if they have one beforehand. read more

Digress Wine - Hummus with veggies, olives and crostini, a Portuguese green wine that was amazing and crisp - Wine Bars Near Me - Orlando, Florida

Visited Digress for the first time and everything was 5 stars. The vibes, the staff, the wine. Definitely adding them to my go-to date night spot list. read more

Digress Wine - Wine Bars Near Me - Orlando, Florida

Digress is the best wine bar in Orlando! Always a wonderful experience here, the staff is so nice and very knowledgeable. It's very comfy inside with cute couches, and a beautiful wine cellar. read more

One of our favorite hang outs! Huge selection of wine, chill vibes, and friendly servers. The paninis are tasty and the olives are fantastic. They also routinely have a variety of food trucks that show up that we love trying out (they post the food truck schedule online so definitely check it out). So far we've loved the smash burgers and the oysters and are looking forward to trying the others. I also recommend joining the wine club. Monthly wine tasting + 2 bottles of wine a month + $10 off bottles consumed in store. read more

Best afternoon/sunset vibe on the patio here. Their staff is kind and knowledgeable, which is always a plus at a wine bar. I will get the olives every time that I am here. read more

Digress Wine - Hummus, Olives - Wine Bars Near Me - Orlando, Florida

I moved to the College Park area September of 2024, and some of my new neighbors told me how much they love Digress. So I went there after work one day and learned I could also buy bottles of wine for at home. So that's how my Digress experience started, and I really loved the vibe inside and thought about going on my own and then learned the husband of my dear friend owns Digress. She got a table for us and our other dear friend on a night when the chef Kevin Fonzo was there. What an incredible experience; I miss K every day (I drive past the restaurant daily) and getting to experience his food with such incredible wines made for the loveliest of evenings. The service is always excellent, whether I'm on my own or with the owner's wife. If you're on the fence about going, get off it and get up there. read more

Digress is such a relaxing and comfortable place to split a bottle of wine and try some good food. They have food trucks most nights for a rotating selection of really great options or you can grab something from the small selection of paninis made in-house. Definitely try the marinated olives either way! Everyone that works at Digress is friendly and full of great recommendations without any wine snobbery! Absolutely adore this place! read more

All I can say is WOW! For my dollar is one of the best wine emporiums I've been to in Orlando! The wine selection is all that and all price ranges. This place is on a par with the wine bars I frequented in Chicago. Rare wines including Forge fruit upstate New York. The service is exceptional! Loved the ambiance. Not stuffy, but welcoming! Loved the live music! I will make Digress one of my favorite places! read more

Wow - totally found a cool new wine bar! They have an interesting set up - you can get wine by the glass, or you can buy a bottle and pay a small upcharge as a corkage fee - definitely worth it. And they have some cool beers for those of us not into the wine scene, but wanting to socialize with our friends. They don't serve food, per se - what they have is the Duck & Drake food truck outside the front door that serves exceptional, (no, seriously) food. Great choices - great company. definitely coming back read more

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I love using your app, but it's never updated on the restaurant end and it becomes very frustrating when you go to a restaurant and they no longer have what was on their menu or the price has been updated so I would say please update your website. Thank you. read more

Great chill place to have some wine and a quick bite if the food truck is open. Good for a date night to just have some relaxing time with your significant other. read more

Outstanding variety of wine to choose from at different price points. VERY knowledgeable staff, accommodating, great vibe inside,unpretentious. read more

Went on a Monday right when they opened at noon. Super nice and attentive service. Cute, cozy space. Had a delicious Bordeaux that we re-corked and brought back to our hotel. Would highly recommend for anyone staying in the area. read more

Digress Wine - Wine Bars Near Me - Orlando, Florida

Stopped by after hearing lots of great things. The inside is super cute! There is a retail wine shop and lots of seating options. The private wine tasting room in the back is beautiful! Servers were great- very knowledgeable and fun to chat with. Life music was just getting started as we left. Looking forward to coming back again and enjoy the atmosphere! Lots of events offer (there's a white board with them listed) each month! read more

Excellent wine bar! Kiddo "dragged" me to her fav place in College Park. I enjoyed meeting Rob, and wine-tender John. I had my usual Willamette Valley Pinot Nior while my daughter had her usual Sauv Blanc. Great atmosphere indoors and the patio. Super quality food truck "Duck & Drake" provided us with Wagyu sliders (raclette for the frommage) and risotto balls. There was a group tasting event in the private room behind the glass. I like that the host was pouring wine from an Erlenmeyer flask (and also proud that my kiddo knew it by name!) John topped the night with a sample of a Pinot Gris of which I learned of the skin contact adding a pinkish hue. Learn something new daily. I love it. read more

We rarely have date nights and felt it would be appropriate to return to our old stomping grounds (bc - before the child). I became the wine shop customer in 2013, way before it became Digress Wine. The place then was dark, quiet and cold, just like a wine cellar, a bit uncomfortable to walk in, but had great wine selection. Then new ownership stepped in and with every visit the transformations started to take place: from updated interior to the wines brought from their numerous trips all over the world. Reading their newsletter is a special interaction for me: it is a skillfully crafted short story, full of imagery and passionate approach to wine as a cultural experience. Moving into 2023, after 4 years of active parenthood, we were amazed at how much love, effort, creativity, and positive energy was put into the place! I am not going to go into detail here, just want to say, the outdoor area was perfectly set up, with a touch of tropical garden, the lanterns and candles... and wine! Oh, the generous pour of rich and lucious wisdom! We thank the owners for beeing true wine enthusiasts, for creating the local place where my husband and I fall in love with each other every time! read more

Digress Wine - Outdoor seating area - Wine Bars Near Me - Orlando, Florida

5 Stars for a bottle shop/wine bar that delivers on a cheers-like neighborhood ambiance, great recommendations, and special wines you wouldn't normally try. I was introduced to Digress to speak at a board meeting for an org, taking place in the Digress Cellar. This is a semi-private room with floor to ceiling glass allowing you sound privacy, while still feeling airy and not at all claustrophobic. Immediately, I was making plans in my head for a small, private birthday tasting event in the cellar... (The burden of being a born-event planner.) Rob Chase, the co-owner, came by to take my order and I was a bit vague-- "A full-bodied red, plz." I don't know a lot about wine, other than I love red wine and the more opaque and rich, the better. He came back with something that hit the mark for me. After the meeting, I sat at the bar and chatted with Rob and a regular patron. The laid-back, neighborhood vibe here is something that makes you want to protect it and get on first name basis with the owners and regulars. It really is special. Besides the Cellar and bar, there are tables to one side of the space, and wine shelves on the other. This is a retail seller of wines, to be clear. They've got really cool rare bottles as well as wonderful staples. And they're totally unpretentious if you need help choosing. There's also an outdoor patio that looks like it would be charming and perfect for a good fall/spring day or night. Overall, I'm a big fan. Though their hours aren't that of a typical bar at the moment, they're working on hiring and staying open later. For now, this is the kind of local joint that I want to support. Cool people, who are passionate about their products, and who happen to be lovely to be around too. Check! read more

My wife is immunocompromised so dining out is generally not an option. I saw that Digress offered a private cellar for dining and I contacted them to see if they'd allow just the two of us to dine there. I was contacted by Jenna, who was very accommodating and arranged for us to have the room on a Thursday. We could not have had a better time! It was so nice to be out and enjoying a wonderful meal and wines for each course! Jenna made the wine selections after we worked out a menu with Heberto from Duck & Drake and they were all outstanding wines and paired beautifully with the meal. Jenna was a wonderful host and Randy was a great server. Both wore masks to keep us safe, which we greatly appreciated! We had great conversations with Jenna about wine and the history of the place since the last time I had been there, under the previous owner. We will definitely be doing this again and cannot recommend this experience enough - you must give them a try! read more

Digress Wine - Personalized menu! - Wine Bars Near Me - Orlando, Florida

Great staff, nice service, lots of fun wines, and a good vibe. I would like a bigger beer selection, but my Beloved Bride and I always enjoy the place! read more

This is a really great place for wine lovers and newbies alike. I'm not really knowledgeable about wine, so I appreciate any place that makes me feel welcomed and comfortable. The staff knows their stuff and can offer recommendations if you're like me. I took home a great red after telling them what kind of wine I normally go for. They have both indoor and outdoor seating, as well as a food truck, Duck & Drake stationed outside. I haven't tried the food yet, but I'm looking forward to it next time I'm there. You can also rent the cellar room for events, which I highly recommend. We had a great time and the service was fantastic. read more

great selection of wine and beer, super friendly and helpful staff, and a lovely atmosphere, particularly the outdoor patio. there's also a food truck on site, Duck & Drake, that has some awesome dishes. read more

I was invited to an College Park Jazzfest Influencer Kickoff Party at Digress. The staff was warm and friendly and serving up gorgeous wines. There was an awesome musician Michael Powell, that filled the room with music. There's a main room with a bar and hundreds of bottles of wine. It was a nice evening and I spent some time on the secluded patio. My favorite was the Cabernet Sauvignon, warm and deep flavor with a nice finish. I took home a bottle for $25. I recommend Digress for mellow evenings over a glass of wine. read more

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Incredible spot for a glass of wine and gourmet eats from Duck and drake. Amazing service and food / wine selection read more

Digress Wine - a woman typing on a laptop - Wine Bars Near Me - Orlando, Florida

I've given this place a very fair shot over the last ~3 years (not counting quarantine), as I live within walking distance. My dog & I sometimes make "pit stops" there during our walks to chill out in their beautifully renovated outdoor space with with a glass of wine for myself and water for him. Every time I go, the clientele is always super friendly and chatty; just about everyone loves my Boston terrier, and I've never been disappointed with the wine I select. However, I can't get past the off-putting vibe I get from the owner/manager. Every. Single. Time. I have gone in, someone is rushing to serve me, as if they want me to hurry up with my transaction and leave. As if I am not their desired clientele. As if they don't want this Black woman and her purebred dog in their establishment. It sickens me that I have to qualify this by mentioning that I always make sure I am reasonably well dressed when I go; I adhere to their mask mandate; and my dog is well-behaved. I thought maybe they had a problem with me bringing my dog inside the shop when I go to order my drink, since there is no table service; however, the last time I was there, there was a woman literally sitting at the bar with her puppy on her lap (she was very nice to me btw). Therefore, the only thing I can deduce is that I am not the right color to patronize their establishment, and somehow my College-Park home owning self is "bringing down" their demographic. I can't justify giving Digress anymore of my black green dollars, so pup & I will pit stop elsewhere. They really messed up and lost themselves a potential very good regular customer. And by posting this, I will help the owners keep up their goal by encouraging any POC to stay away! read more

Super relaxing, friendly cozy outdoor area. Perfect for a quiet evening with friends or lovers. The staff and owner are always friendly and helpful. The duck food truck is out of this world delicious highly recommend secret, Jen, and College Park. read more

This wine bar/shop is the cutest!! Came in on a Thursday for a glass of wine and the service was great! Inside gives off chill and easy vibes. There is also outdoor seating. Not too crowded but I feel as though this may change as summer really kicks in. There is a good truck located right outside where they have a bad selection of small bites. I placed an order for chili spiced fries (it took about 15-20minutes to prepare) and they will bring it inside to your table. Overall I was pleased with service, wine and food. Will be back to hang out after work or even on a weekend . read more

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You wanna go where everybody knows your name. It is charming & relaxing. IMO, everything a wine bar should be. The advice is always spot on. Rob & his team are the greatest. Never pretentious, they teach you about wine & how to enjoy it. We are members of the wine club & have brought so many friends to Digress. It is a hidden gem. And the food! Don't even get me started on Duck & Drake That, my friends, will require a separate review Cheers! read more

Great service. Awesome crew I would highly recommend this place for a laid back date night or hangout.

Stopped in for a glass or two of wine yesterday and my wife and I really enjoyed it. Nice folks and nice selection of wine. It's also retail shop so grabbed a couple of bottles to take home. read more

I absolutely love this place! It's super chill, and it's great for a date night. They aren't necessarily set up for humongous parties, but could accommodate 6-8 for a smaller group gathering. Shayne, Jenni, and Kolyn are amazing bartenders who will definitely help you find something that you love to drink. Come in with an idea and an adventurous palate, and you will not be disappointed!!! read more

This place was less busy on my first visit tonight than a lot of times I drive by, but there were about 3 couples hanging out at the bar. Everyone was very friendly. The craft beer selection appeared spot on with this delicious brewery called Edmund' Oast among others. What's an oast by the way? We had the Blackberry- Raspberry sour and the Leather Jacket porter. There was also a LOT of wine we didn't get to try yet. The owners seemed knowledgeable and friendly also and there were tasting options. All in all I'd recommend it; the vibe was cool and nice. There was a bit of a funny smell... the wine racks maybe? We need to come back soon to scope it out again and see if they can nudge up to 5 stars ;-) read more

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