Jeremy's Guidebook
Sports, Concerts, Club
Imagine being walking distance from a great night out to see anything from the University of Kentucky home games, to upcoming concerts like Elton John. Take a look at the dates for your trip!
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Rupp Arena
430 W Vine StImagine being walking distance from a great night out to see anything from the University of Kentucky home games, to upcoming concerts like Elton John. Take a look at the dates for your trip!
Another multipurpose, Gameday destination favorite would be Lexington’s newest addition, “Clubhouse”. "Lexington's premier nightlife entertainment experience. Clubhouse is a Bar, Restaurant, Nightclub, Dayclub, Music Venue, and Game Day Destination spanning across 4 floors, 12,000 sq ft and 6 Bars."
South Limestone
South LimestoneAnother multipurpose, Gameday destination favorite would be Lexington’s newest addition, “Clubhouse”. "Lexington's premier nightlife entertainment experience. Clubhouse is a Bar, Restaurant, Nightclub, Dayclub, Music Venue, and Game Day Destination spanning across 4 floors, 12,000 sq ft and 6 Bars."
Food scene
Jeff Ruby's Steakhouse - Lexington
101 W Vine StTony's of Lexington
401 W Main StGoodfellas Distillery
1228 Manchester StreetMy favorite oversized slice! Come hungry
Horse and Jockey
131 CheapsideBrunch is amazing. Lunch is amazing. Dinner is amazing, I have zero complaints and probably several upcoming reservations… I recommend you make yours while in town!
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Carson's Food & Drink
362 E Main StBrunch is amazing. Lunch is amazing. Dinner is amazing, I have zero complaints and probably several upcoming reservations… I recommend you make yours while in town!
My absolute favorite go to for bottomless mimosas and I love the wings! Cool balcony seating as well
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Bear & The Butcher
815 Euclid AveMy absolute favorite go to for bottomless mimosas and I love the wings! Cool balcony seating as well
Interesting pizza menu in a prime location to walk it off!
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Pies & Pints - Lexington, KY
401 W Main StInteresting pizza menu in a prime location to walk it off!
Dudley's On Short
259 W Short StLoved the food, loved the drinks, the ambiance and I loved the rooftop view where I can I could see all the other places I wanted to stop by next. Good spot for dates, groups, family, people watching if you’re into that, and they have an interesting menu…both the cocktails and food.
Roulay Restaurant and Bar
107 West Short StreetLoved the food, loved the drinks, the ambiance and I loved the rooftop view where I can I could see all the other places I wanted to stop by next. Good spot for dates, groups, family, people watching if you’re into that, and they have an interesting menu…both the cocktails and food.
Lexington Diner
841 Lane Allen RdBrunnnncchhhh. Thank me later
Although I’m not into fast food, I love this place so it obviously should be considered on your trip if you’re looking for a quick bite… also, they have amazingly moist cake in a mason jar that I can not avoid.
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Joella's Hot Chicken
101 Cochran RdAlthough I’m not into fast food, I love this place so it obviously should be considered on your trip if you’re looking for a quick bite… also, they have amazingly moist cake in a mason jar that I can not avoid.
Very cute. Indoor is fine but perfect for a outdoor patio weather kind of day. Great menu and they also have bottomless mimosas, which is key.
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Minglewood
159 N LimestoneVery cute. Indoor is fine but perfect for a outdoor patio weather kind of day. Great menu and they also have bottomless mimosas, which is key.
I’ve never been but the neighbors at the loft rave about it and I have not heard anything bad about this cozy, local favorite. Nothing fancy but also lacks nothing. I’d recommend. Also walking distance from the Lux Loft!
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Stella's Kentucky Deli
143 Jefferson StI’ve never been but the neighbors at the loft rave about it and I have not heard anything bad about this cozy, local favorite. Nothing fancy but also lacks nothing. I’d recommend. Also walking distance from the Lux Loft!
ELIXIR Downtown
249 W Short StAmazing brunch by day, fun night club by night!
Favorite coffee shop in town, hands down. I teleworked there frequently just because of the ambiance.
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Brevede Coffee Co.
1170 Manchester StFavorite coffee shop in town, hands down. I teleworked there frequently just because of the ambiance.
Cocktails
Belles Cocktail House
156 Market StAwesome Rooftop bar! Always a blast!
Two words: “LOBSTER BEIGNET!!!!!”
So delicious. Great food and some of the best soul, jazz, & R&B live music I’ve seen in town. Most nights there is a DJ too but Im always shocked to see such a diverse group of patrons dancing every time I’ve been!….and I do mean everyone of all races, huge age range, and all smiles. Super cool New Orleans type place where everyone seems to really enjoy themselves. Tell your bartender “Rye” that Jeremy sent you.
Creaux
310 W Short StTwo words: “LOBSTER BEIGNET!!!!!”
So delicious. Great food and some of the best soul, jazz, & R&B live music I’ve seen in town. Most nights there is a DJ too but Im always shocked to see such a diverse group of patrons dancing every time I’ve been!….and I do mean everyone of all races, huge age range, and all smiles. Super cool New Orleans type place where everyone seems to really enjoy themselves. Tell your bartender “Rye” that Jeremy sent you.
Bourbon on Rye
115 W Main StThe food is just as good as the craft cocktails!
During the day, it’s quiet and it almost feels like you’re in Ireland…by night, the young crowd rolls in and all hell breaks loose…but in a good way though. I’d probably Uber. Enjoy!
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McCarthy's Irish Bar
117 S Upper StDuring the day, it’s quiet and it almost feels like you’re in Ireland…by night, the young crowd rolls in and all hell breaks loose…but in a good way though. I’d probably Uber. Enjoy!
Not bad for a hotel bar and certainly not the worst view in town. This rooftop is perfect for date night, groups or family.
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Infinity: A Skybar & Cafe
150 West Main StreetNot bad for a hotel bar and certainly not the worst view in town. This rooftop is perfect for date night, groups or family.
Lexington is one of those special places where everyone enjoys a good time at an awesome gay bar, not just the LGBTQ community! Super fun drag shows, strong cocktails with great specials and an experience to say the very least.
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Soundbar
208 S LimestoneLexington is one of those special places where everyone enjoys a good time at an awesome gay bar, not just the LGBTQ community! Super fun drag shows, strong cocktails with great specials and an experience to say the very least.
I love the live performers here, they typically have some very talented guest. The drinks are great and the bartender, Richard is a hoot….they also give you popcorn while you drink, so that works.
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Henry Clay's Public House
112 North Upper StreetI love the live performers here, they typically have some very talented guest. The drinks are great and the bartender, Richard is a hoot….they also give you popcorn while you drink, so that works.
Possibly my favorite bar in town. It has very dim lighting, It’s relaxed, the bartenders are amazing and they have a lot of plants which is refreshing but also trendy. It’s a very nostalgic . Sometimes it feels like you slipped out of Kentucky and into Soho, I love it. The patrons are typically artsy with good conversation.
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Ona
108 Church StreetPossibly my favorite bar in town. It has very dim lighting, It’s relaxed, the bartenders are amazing and they have a lot of plants which is refreshing but also trendy. It’s a very nostalgic . Sometimes it feels like you slipped out of Kentucky and into Soho, I love it. The patrons are typically artsy with good conversation.
The coolest patio in town. They literally have a statue of a chocolate covered horse in a gold, partially unwrapped wrapper. Perfect lounging areas to relax with friends or date night. Very “green” and very unique indoor/outdoor venue. The craft cocktails are great and it’s the perfect place to start the night and then end it there as well.
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Harvey's Bar & Hugo's Ultralounge
200 W Main StThe coolest patio in town. They literally have a statue of a chocolate covered horse in a gold, partially unwrapped wrapper. Perfect lounging areas to relax with friends or date night. Very “green” and very unique indoor/outdoor venue. The craft cocktails are great and it’s the perfect place to start the night and then end it there as well.
Pour Decisions
233 East Main StreetAmazing cocktails and super friendly staff, tell Kaleb that Jeremy sent you!
Sightseeing
Must see! Love the food, great cocktails, awesome service and endless photo ops!
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The Kentucky Castle
230 Pisgah PikeMust see! Love the food, great cocktails, awesome service and endless photo ops!
Keeneland
4201 Versailles RoadA LEXINGTON MUST!
Live music! Food vendors, a million bars/restaurants and practically half of the city out for a great time so it basically meets all criteria for date night, groups, family, single people on the prowl, working people after work and conveniently located downtown for the 9-5’ers wind down (especially for business trips), etc.
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Thursday Night Live
215 W W Main StLive music! Food vendors, a million bars/restaurants and practically half of the city out for a great time so it basically meets all criteria for date night, groups, family, single people on the prowl, working people after work and conveniently located downtown for the 9-5’ers wind down (especially for business trips), etc.
It’s a little bit of a drive (30 minutes) but a wonderful experience. I suggest a guided tour and Madison is my favorite host. Beautiful venue with a wonderful selection. Photo ops!
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Destilaria Castle & Key
4445 McCracken PikeIt’s a little bit of a drive (30 minutes) but a wonderful experience. I suggest a guided tour and Madison is my favorite host. Beautiful venue with a wonderful selection. Photo ops!
Town Branch Distillery
401 Cross StSome fun
Bowling, Movie theater, Sports bar all in one. Probably the best place to watch sports because of the multiple jumbo screens, beer selection and strong martinis. A family could easily entertain themselves here for hours. A date night has never had more options under one roof and a kid can be a kid (they literally have an arcade). It sits across the street from Rupp arena and near the UK campus so if the wildcats win, you’re already at the party and you’ve already paid for parking so you might as well enjoy moving around downtown on foot. That’s like 10 birds with one stone, so dress accordingly. GO WILDCATS!!!
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LexLive
301 S BroadwayBowling, Movie theater, Sports bar all in one. Probably the best place to watch sports because of the multiple jumbo screens, beer selection and strong martinis. A family could easily entertain themselves here for hours. A date night has never had more options under one roof and a kid can be a kid (they literally have an arcade). It sits across the street from Rupp arena and near the UK campus so if the wildcats win, you’re already at the party and you’ve already paid for parking so you might as well enjoy moving around downtown on foot. That’s like 10 birds with one stone, so dress accordingly. GO WILDCATS!!!
A stress relief at minimum, an interesting date choice and even a good time for kids…all the above but also located in the distillery district. I’d say this is versatility at its finest.
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Battle Axes, LLC
164 Manchester StA stress relief at minimum, an interesting date choice and even a good time for kids…all the above but also located in the distillery district. I’d say this is versatility at its finest.
Take this kids!!!…or don’t. Adults have just as much fun here so you really can’t lose. I for race track, Live music, bowling, mini golf, full bars, a baby roller coaster and a lot of other random stuff. It’s a lot going on which is great, especially if you’re looking for a one stop shop.
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Malibu Jack's Lexington
2520 Nicholasville RdTake this kids!!!…or don’t. Adults have just as much fun here so you really can’t lose. I for race track, Live music, bowling, mini golf, full bars, a baby roller coaster and a lot of other random stuff. It’s a lot going on which is great, especially if you’re looking for a one stop shop.
Do furniture shop even when you’re not “furniture shopping”? I go here with intentions of browsing aimlessly and always end up taking something home. The coolest selection of one of a kind pieces with free beer…do the math.
RELIC Lexington
1170 Manchester StDo furniture shop even when you’re not “furniture shopping”? I go here with intentions of browsing aimlessly and always end up taking something home. The coolest selection of one of a kind pieces with free beer…do the math.
Town Branch Distillery
401 Cross St